MiMeDB: Showing metabocard for 2-Methoxyestrone (MMDBc0031972)

Human

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:57:05 UTC

Update Date

2025-11-05 17:12:59 UTC

Metabolite ID

MMDBc0031972

Metabolite Identification

Common Name

2-Methoxyestrone

Description

2-Methoxyestrone is a phenolic compound belonging to the class of estrogen metabolites. It is formed through the O-methylation of estrone and plays a role in various biochemical pathways, particularly in steroid hormone biosynthesis. Research indicates that 2-methoxyestrone is involved in the regulation of estrogen metabolism, as evidenced by its increased levels in response to the knockdown of leucine rich repeat containing 51 (LRRC51), which also affects estradiol concentrations and promotes apoptosis (PMID:41110213 ). Furthermore, the ratio of 2-methoxyestrone to 2-OH-E1, a phase-1 estrogen metabolite, is indicative of estrogen detoxification capacity and can be influenced by genetic variants such as COMT (PMID:41103795 ). Notably, 2-methoxyestrone levels are significantly elevated in women using combined oral contraceptives (PMID:40858744 ) and peak during mid-pregnancy before gradually decreasing (PMID:40069295 ). It is also associated with various steroid metabolites in endometrial tissue, highlighting its relevance in ovarian and follicular development (PMID:39631551 ). Additionally, conjugated forms of 2-methoxyestrone have been linked to oral microbial diversity (PMID:37341612 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

      2-Methoxyestrone.mol
  Mrv1652303182019212D          

 25 28  0  0  0  0            999 V2000
   -1.7065   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8659   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6505   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8659    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2775   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
  6 20  2  0  0  0  0
 21 22  1  0  0  0  0
  3 21  1  0  0  0  0
 19 23  1  6  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
M  END

HMDB0000010
     RDKit          3D
2-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.2991    2.1419   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0028   -1.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.2802   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    0.6390   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -0.0606    0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -1.1698    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577   -1.5266    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751   -0.8285   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5157   -1.1931   -0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629   -1.9559    1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.0158    2.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.4652    0.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1536    0.4144    0.0167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4523    0.5918   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8404    1.1291   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.3371   -0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256   -1.0605   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.9766    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904    1.6665   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    0.6426    1.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0593   -0.1961    1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0127    0.2965    1.0028 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3386    1.9834   -2.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175    2.4306   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152    2.9679   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    1.5110   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.3913    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -1.9723    0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4507   -2.4843    2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -2.6794    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -0.2330    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.6530    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972   -1.3544    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    1.4303    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.3163   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    1.3714   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8042    2.1896   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2807    1.0462   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8311   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -1.1446   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863   -1.3151   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021    0.0847    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    1.5770    2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.0392    2.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3057   -1.2519    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.3487    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 22 12  1  0
 13  5  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  6
 13 34  1  1
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  1
M  END

      2-Methoxyestrone.mol
  Mrv1652303182019212D          

 25 28  0  0  0  0            999 V2000
   -1.7065   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -0.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2775   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -1.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -1.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514   -0.5198    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8659   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6505   -0.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    0.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.7573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659    0.7177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8659    1.5427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    1.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.1073    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2775   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4209   -0.1073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1354   -0.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4369   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1514    0.3052    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8659   -0.9323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  3  4  2  0  0  0  0
  1  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 20  1  0  0  0  0
  6 20  2  0  0  0  0
 21 22  1  0  0  0  0
  3 21  1  0  0  0  0
 19 23  1  6  0  0  0
  9 24  1  1  0  0  0
 10 25  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031972

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3

> <INCHI_IDENTIFIER>
InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1

> <INCHI_KEY>
WHEUWNKSCXYKBU-QPWUGHHJSA-N

> <FORMULA>
C19H24O3

> <MOLECULAR_WEIGHT>
300.3921

> <EXACT_MASS>
300.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.336101957967095

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
4.151357768333334

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.957534419499726

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.290800079568816

> <JCHEM_PKA_STRONGEST_BASIC>
-4.8825219384223155

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
85.54559999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.49e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000010
     RDKit          3D
2-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.2991    2.1419   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0028   -1.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.2802   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    0.6390   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -0.0606    0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -1.1698    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577   -1.5266    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751   -0.8285   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5157   -1.1931   -0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629   -1.9559    1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.0158    2.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.4652    0.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1536    0.4144    0.0167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4523    0.5918   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8404    1.1291   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.3371   -0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256   -1.0605   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.9766    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904    1.6665   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    0.6426    1.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0593   -0.1961    1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0127    0.2965    1.0028 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3386    1.9834   -2.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175    2.4306   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152    2.9679   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    1.5110   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.3913    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -1.9723    0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4507   -2.4843    2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -2.6794    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -0.2330    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.6530    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972   -1.3544    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    1.4303    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.3163   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    1.3714   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8042    2.1896   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2807    1.0462   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8311   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -1.1446   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863   -1.3151   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021    0.0847    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    1.5770    2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.0392    2.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3057   -1.2519    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.3487    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 22 12  1  0
 13  5  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  6
 13 34  1  1
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  1
M  END

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:       2-Methoxyestrone.mol                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  C   UNK     0      -3.185  -2.510   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.519  -3.280   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.185  -0.970   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.852  -0.200   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.852  -3.280   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.518  -2.510   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.816  -3.280   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.149  -2.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.149  -0.970   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.483  -0.200   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.948  -0.676   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.853   0.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.948   1.816   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.423   3.280   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.483   1.340   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.483   2.880   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.149   2.110   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.816   1.340   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.816  -0.200   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.518  -0.970   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -4.519  -0.200   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -5.853  -0.970   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       0.816  -1.740   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.149   0.570   0.000  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.483  -1.740   0.000  0.00  0.00           H+0
CONECT    1    2    3    5                                                  
CONECT    2    1                                                            
CONECT    3    1    4   21                                                  
CONECT    4    3   20                                                       
CONECT    5    1    6                                                       
CONECT    6    5    7   20                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   19   24                                             
CONECT   10    9   11   15   25                                             
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10   16   17                                             
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18    9   20   23                                             
CONECT   20   19    4    6                                                  
CONECT   21   22    3                                                       
CONECT   22   21                                                            
CONECT   23   19                                                            
CONECT   24    9                                                            
CONECT   25   10                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0000010
HETATM    1  C1  UNL     1       4.299   2.142  -2.352  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.692   1.003  -1.611  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.778   0.280  -0.835  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.449   0.639  -0.752  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.532  -0.061   0.007  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.927  -1.170   0.725  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.258  -1.527   0.640  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.175  -0.828  -0.118  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.516  -1.193  -0.200  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.963  -1.956   1.561  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.145  -1.016   2.062  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.784  -0.465   0.820  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.154   0.414   0.017  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.452   0.592  -1.339  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.840   1.129  -1.264  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.730   0.337  -0.358  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.926  -1.060  -0.895  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.981   0.977   0.021  1.00  0.00           C  
HETATM   19  O3  UNL     1      -4.690   1.667  -0.672  1.00  0.00           O  
HETATM   20  C17 UNL     1      -4.267   0.643   1.441  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.059  -0.196   1.898  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.013   0.296   1.003  1.00  0.00           C  
HETATM   23  H1  UNL     1       3.339   1.983  -2.890  1.00  0.00           H  
HETATM   24  H2  UNL     1       5.117   2.431  -3.039  1.00  0.00           H  
HETATM   25  H3  UNL     1       4.115   2.968  -1.625  1.00  0.00           H  
HETATM   26  H4  UNL     1       2.132   1.511  -1.315  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.574  -2.391   1.198  1.00  0.00           H  
HETATM   28  H6  UNL     1       5.925  -1.972   0.270  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.451  -2.484   2.377  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.477  -2.679   0.863  1.00  0.00           H  
HETATM   31  H9  UNL     1       0.308  -0.233   2.694  1.00  0.00           H  
HETATM   32  H10 UNL     1      -0.873  -1.653   2.567  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.997  -1.354   0.157  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.131   1.430   0.511  1.00  0.00           H  
HETATM   35  H13 UNL     1      -0.355  -0.316  -1.975  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.170   1.371  -1.870  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.804   2.190  -0.982  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.281   1.046  -2.301  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.962  -1.831  -0.115  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.904  -1.145  -1.451  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.086  -1.315  -1.574  1.00  0.00           H  
HETATM   42  H20 UNL     1      -5.202   0.085   1.581  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.216   1.577   2.024  1.00  0.00           H  
HETATM   44  H22 UNL     1      -2.837   0.039   2.979  1.00  0.00           H  
HETATM   45  H23 UNL     1      -3.306  -1.252   1.849  1.00  0.00           H  
HETATM   46  H24 UNL     1      -1.774   1.349   1.253  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   26
CONECT    5    6    6   13
CONECT    6    7   10
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   22   33
CONECT   13   14   34
CONECT   14   15   35   36
CONECT   15   16   37   38
CONECT   16   17   18   22
CONECT   17   39   40   41
CONECT   18   19   19   20
CONECT   20   21   42   43
CONECT   21   22   44   45
CONECT   22   46
END

HMDB0000010
     RDKit          3D
2-Methoxyestrone
 46 49  0  0  0  0  0  0  0  0999 V2000
    4.2991    2.1419   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6916    1.0028   -1.6106 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7780    0.2802   -0.8353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4490    0.6390   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5325   -0.0606    0.0068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9275   -1.1698    0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2577   -1.5266    0.6401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1751   -0.8285   -0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5157   -1.1931   -0.1999 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9629   -1.9559    1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1447   -1.0158    2.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.4652    0.8196 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1536    0.4144    0.0167 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4523    0.5918   -1.3394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8404    1.1291   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7298    0.3371   -0.3584 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9256   -1.0605   -0.8949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9806    0.9766    0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6904    1.6665   -0.6715 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    0.6426    1.4415 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0593   -0.1961    1.8979 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0127    0.2965    1.0028 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3386    1.9834   -2.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175    2.4306   -3.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152    2.9679   -1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1322    1.5110   -1.3151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5744   -2.3913    1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9254   -1.9723    0.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4507   -2.4843    2.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4771   -2.6794    0.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3080   -0.2330    2.6936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8729   -1.6530    2.5668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9972   -1.3544    0.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    1.4303    0.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3546   -0.3163   -1.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1700    1.3714   -1.8701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8042    2.1896   -0.9824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2807    1.0462   -2.3008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9624   -1.8311   -0.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9040   -1.1446   -1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0863   -1.3151   -1.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2021    0.0847    1.5813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2162    1.5770    2.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8366    0.0392    2.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3057   -1.2519    1.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7735    1.3487    1.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  6 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  6
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  8  3  1  0
 22 12  1  0
 13  5  1  0
 22 16  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  7 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  6
 13 34  1  1
 14 35  1  0
 14 36  1  0
 15 37  1  0
 15 38  1  0
 17 39  1  0
 17 40  1  0
 17 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 21 45  1  0
 22 46  1  1
M  END

Synonyms

Value	Source
2-(8S,9S,13S,14S)-3-Hydroxy-2-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one	HMDB
2-Hydroxyestrone 2-methyl ether	HMDB
2-Methoxy-17-oxoestra-1,3,5(10)-trien-3-ol	HMDB
2-Methoxy-3-hydroxyestra-1,3,5(10)-trien-17-one	HMDB
3-Hydroxy-2-methoxy-estra-1,3,5(10)-trien-17-one	HMDB
3-Hydroxy-2-methoxyestra-1,3,5(10)-trien-17-one	HMDB
Methoxy-estrone	HMDB

Molecular Formula

C₁₉H₂₄O₃

Average Mass

300.3921

Monoisotopic Mass

300.172544634

IUPAC Name

(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

Traditional Name

(1S,10R,11S,15S)-5-hydroxy-4-methoxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-one

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3

InChI Identifier

InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1

InChI Key

WHEUWNKSCXYKBU-QPWUGHHJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrogens and derivatives

Alternative Parents

Substituents

Estrogen-skeleton
3-hydroxysteroid
Oxosteroid
17-oxosteroid
Hydroxysteroid
Phenanthrene
Tetralin
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Ketone
Ether
Organic oxygen compound
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

phenols (CHEBI:1189 )
alicyclic ketone (CHEBI:1189 )
17-oxo steroid (CHEBI:1189 )
3-hydroxy steroid (CHEBI:1189 )
C18 steroids (estrogens) and derivatives (C05299 )
C18 steroids (estrogens) and derivatives (LMST02010033 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0075 g/L	ALOGPS
logP	3.5	ALOGPS
logP	4.15	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	10.29	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	85.55 m³·mol⁻¹	ChemAxon
Polarizability	34.34 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)	splash10-0v00-3962100000-dc012225743e8174ee72	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)	splash10-0ufr-4962100000-5be9e66baad9de695043	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0v00-3962100000-dc012225743e8174ee72	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0ufr-4962100000-5be9e66baad9de695043	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fg9-1390000000-61eb2b2fc7bb1d35c435	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-072c-1059000000-ebdce86a42908f5f5ea5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0119000000-0bdc31d3bf6c50adcb9b	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-0920000000-5046a6edcda6f0db50bb	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0fa9-1900000000-dcf45f9d507508937962	2012-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0129000000-5f9334f16cca6272fe08	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0g4i-0793000000-494025fc807309cad403	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fe0-5690000000-938674197a273bfc325f	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-141b03af24d67c29ebc0	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0090000000-5f7c58555ff69013e200	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-055f-1090000000-88737d24caa85f3a6622	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0029000000-df48a14f457e57ae7b36	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0zir-1493000000-8cc03c225697e74b97e2	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0f97-3920000000-38e67b46e7413078ae09	2021-09-21	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0090000000-dd82c6133109d0e6e28e	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0090000000-03c0532ee78fc6f18ec6	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0159-0190000000-1cadf82cc0f992845f31	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, 100%_DMSO, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, 100%_DMSO, experimental)		2012-12-04	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-23	181.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	26.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	490.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	621.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	663.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	338.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2365.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	92.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	317.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	564.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	301.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	178.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	196.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	25.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	281.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	426.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	439.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1376.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1335.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	2-Methoxyestrone_TMS_1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	standard non polar	2025-10-24	1489.71
Gas Chromatography	2-Methoxyestrone_TMS_2	COC1=CC2=C(C=C1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	standard non polar	2025-10-24	1448.9
Gas Chromatography	2-Methoxyestrone_TMS_3	COC1=CC2=C(C=C1O[Si](C)(C)C)CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	standard non polar	2025-10-24	1625.59
Gas Chromatography	2-Methoxyestrone_TMS_1	COC1=CC2=C(C=C1O[Si](C)(C)C)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12	standard polar	2025-10-24	2432.1
Gas Chromatography	2-Methoxyestrone_TMS_2	COC1=CC2=C(C=C1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	standard polar	2025-10-24	1704.88
Gas Chromatography	2-Methoxyestrone_TMS_3	COC1=CC2=C(C=C1O[Si](C)(C)C)CC[C@@H]1[C@@H]2CC[C@]2(C)C(O[Si](C)(C)C)=CC[C@@H]12	standard polar	2025-10-24	777.458

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191942	Catechol O-methyltransferase	Unknown	P21964	Homo sapiens
MMDBp0192111	UDP-glucuronosyltransferase 2B28	Enzyme	Q9BY64	Homo sapiens
MMDBp0192118	UDP-glucuronosyltransferase 2B4	Enzyme	P06133	Homo sapiens
MMDBp0192135	UDP-glucuronosyltransferase 1-4	Enzyme	P22310	Homo sapiens
MMDBp0192136	UDP-glucuronosyltransferase 2B10	Enzyme	P36537	Homo sapiens
MMDBp0192137	UDP-glucuronosyltransferase 2B7	Enzyme	P16662	Homo sapiens
MMDBp0192138	UDP-glucuronosyltransferase 2B15	Enzyme	P54855	Homo sapiens
MMDBp0192139	UDP-glucuronosyltransferase 2A1	Enzyme	Q9Y4X1	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0192141	UDP-glucuronosyltransferase 1-9	Enzyme	O60656	Homo sapiens
MMDBp0192142	UDP-glucuronosyltransferase 1-8	Enzyme	Q9HAW9	Homo sapiens
MMDBp0192143	UDP-glucuronosyltransferase 1-3	Enzyme	P35503	Homo sapiens
MMDBp0192144	UDP-glucuronosyltransferase 1-10	Enzyme	Q9HAW8	Homo sapiens
MMDBp0192145	UDP-glucuronosyltransferase 2B17	Enzyme	O75795	Homo sapiens
MMDBp0192146	UDP-glucuronosyltransferase 1-6	Enzyme	P19224	Homo sapiens
MMDBp0192147	UDP-glucuronosyltransferase 1-5	Enzyme	P35504	Homo sapiens
MMDBp0192148	UDP-glucuronosyltransferase 2B11	Enzyme	O75310	Homo sapiens
MMDBp0192151	UDP-glucuronosyltransferase 1-7	Enzyme	Q9HAW7	Homo sapiens
MMDBp0193166	Sex hormone-binding globulin	Enzyme	P04278	Homo sapiens
MMDBp0194142	UDP-glucuronosyltransferase 2A3	Enzyme	Q6UWM9	Homo sapiens
MMDBp0195932	HCG2039726, isoform CRA_f	Enzyme	Q5DT02	Homo sapiens
MMDBp0195933	HCG2039726, isoform CRA_e	Enzyme	Q5DSZ6	Homo sapiens
MMDBp0195934	UDP glycosyltransferase 1 family polypeptide A7	Enzyme	Q5DSZ7	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Prolactinoma	Increased	Association	Human Urine	HMDB	9812172

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified								HMDB
Human Urine	Detected and Quantified	0.025	0.02	0.03	umol/mmol creatinine	Adult (>18 years old)	Both	Prolactinoma	HMDB	9812172
Human Urine	Detected and Quantified	0.005	0.004	0.006	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	9812172
Human Blood	Detected but not Quantified								HMDB

External Links

HMDB ID

HMDB0000010

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB021868

KNApSAcK ID

Not Available

Chemspider ID

389515

KEGG Compound ID

C05299

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

2-Methoxyestrone

METLIN ID

2578

PubChem Compound

440624

PDB ID

Not Available

ChEBI ID

1189

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Ball P, Reu G, Schwab J, Knuppen R: Radioimmunoassay of 2-hydroxyesterone and 2-methoxyestrone in human urine. Steroids. 1979 May;33(5):563-76. doi: 10.1016/0039-128x(79)90036-9. [PubMed:462497 ]
Lewis KM, Archer RD: pKa values of estrone, 17 beta-estradiol and 2-methoxyestrone. Steroids. 1979 Nov;34(5):485-99. doi: 10.1016/s0039-128x(79)80011-2. [PubMed:516114 ]
Gelbke HP, Haupt O, Knuppen R: A simple chemical method for the synthesis of catechol estrogens. Steroids. 1973 Feb;21(2):205-18. doi: 10.1016/s0039-128x(73)80005-4. [PubMed:4689745 ]
Longcope C, Flood C, Femino A, Williams KI: Metabolism of 2-methoxyestrone in normal men. J Clin Endocrinol Metab. 1983 Aug;57(2):277-82. doi: 10.1210/jcem-57-2-277. [PubMed:6863476 ]
Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. doi: 10.1016/s0009-9120(98)00063-0. [PubMed:9812172 ]
Bhavnani BR, Nisker JA, Martin J, Aletebi F, Watson L, Milne JK: Comparison of pharmacokinetics of a conjugated equine estrogen preparation (premarin) and a synthetic mixture of estrogens (C.E.S.) in postmenopausal women. J Soc Gynecol Investig. 2000 May-Jun;7(3):175-83. doi: 10.1016/s1071-5576(00)00049-6. [PubMed:10865186 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.
Douglas GH, Walk CR, Smith H. (1966). Douglas GH, Walk CR, Smith H. Totally synthetic steroid hormones. V. (+ -)-2,3-Dimethoxyestra-1,3,5(10)-trien-17-beta-ol and some congeners. J Med Chem. 1966 Jan;9(1):27-9.. J Med Chem..
S. Kraychy, T. F. Gallagher (1957). S. Kraychy, T. F. Gallagher. 2-Methoxyestrone, A Metabolite of Estradiol-17β in the Human. J. Am. Chem. Soc., 1957, 79 (3), pp 754–754. J. Am. Chem. Soc..
Shimada, K. et al. (1979). Shimada, K. et al., J. Chromatogr., 1979, 178, 350, (HPLC). J. Chromatogr..
Miyazaki M, Fishman J. (1968). Miyazaki M, Fishman J. Isomeric aryl monsulfates of estrogen catechols. J Org Chem. 1968 Feb;33(2):662-4. Miyazaki M, Fishman J..

Showing metabocard for 2-Methoxyestrone (MMDBc0031972)

MOL for #<Metabolite:0x00007f9ace047598>

3D MOL for #<Metabolite:0x00007f9ace047598>

3D SDF for #<Metabolite:0x00007f9ace047598>

3D-SDF for #<Metabolite:0x00007f9ace047598>

PDB for #<Metabolite:0x00007f9ace047598>

3D PDB for #<Metabolite:0x00007f9ace047598>

SMILES for #<Metabolite:0x00007f9ace047598>

INCHI for #<Metabolite:0x00007f9ace047598>

Structure for #<Metabolite:0x00007f9ace047598>

3D Structure for #<Metabolite:0x00007f9ace047598>