MiMeDB: Showing metabocard for 7-O-methyl-5â€²-hydroxy-3â€²-heptenoate-macrolactin (MMDBc0016853)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:23:23 UTC

Update Date

2025-10-07 16:06:36 UTC

Metabolite ID

MMDBc0016853

Metabolite Identification

Common Name

7-O-methyl-5â€²-hydroxy-3â€²-heptenoate-macrolactin

Description

7-O-methyl-5â€²-hydroxy-3â€²-heptenoate-macrolactin is a macrolactin, a class of natural products known for their complex cyclic structures and diverse biological activities. There is limited literature available on this specific metabolite, indicating that further research may be needed to fully understand its properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109232D          

 57 57  0  0  1  0            999 V2000
   -1.0326   -6.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    4.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -5.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0782    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -3.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -4.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -2.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    3.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3181   -4.8801    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8701   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7134   -2.3244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3964   -1.1676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5531    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -2.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -5.2926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5846   -1.5801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259   -3.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    3.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -2.8176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153    3.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -1.5801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5846    2.4051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0038    1.3381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -3.4370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373    1.3381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -3.5728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -3.0389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181    2.4051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -4.3223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0038   -0.5131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -3.6426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.4055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    3.2305    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    2.7478    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -4.4676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -0.7551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009   -1.6099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108   -0.7551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 25  2  1  1  0  0  0
 25 16  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27 17  1  0  0  0  0
 27 24  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 26 32  1  6  0  0  0
 27 33  1  1  0  0  0
 28 34  1  6  0  0  0
 35 30  2  0  0  0  0
 36 31  2  0  0  0  0
 37 25  1  0  0  0  0
 37 30  1  0  0  0  0
 29 38  1  6  0  0  0
 38 31  1  0  0  0  0
 39  4  1  0  0  0  0
 40  6  1  0  0  0  0
 41  7  1  0  0  0  0
 42  8  1  0  0  0  0
 43 10  1  0  0  0  0
 44 11  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 49 17  1  0  0  0  0
 50 19  1  0  0  0  0
 20 51  1  4  0  0  0
 52 22  1  0  0  0  0
 25 53  1  1  0  0  0
 26 54  1  6  0  0  0
 27 55  1  1  0  0  0
 28 56  1  6  0  0  0
 29 57  1  6  0  0  0
M  END


  Mrv1652305152109232D          

 57 57  0  0  1  0            999 V2000
   -1.0326   -6.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    4.3978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -5.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8701    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806    1.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7134    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0782    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -2.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5531   -2.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1883    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    1.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -3.6426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512    3.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1858   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9512   -2.6401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -4.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0806   -0.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8986    2.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -2.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3679   -1.8222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    3.5728    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3181   -4.8801    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8701   -1.1676    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7134   -2.3244    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3964   -1.1676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5531    3.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -2.4051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964   -5.2926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5846   -1.5801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1259   -3.0389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406    3.8639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -2.8176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3153    3.4651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181   -1.5801    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5846    2.4051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0038    1.3381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1018   -3.4370    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7373    1.3381    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2532    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332   -3.5728    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1406   -3.0389    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3181    2.4051    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8640   -4.3223    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0038   -0.5131    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -3.6426    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.4055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152    3.2305    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1332    2.7478    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0326   -4.4676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1557   -0.7551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3009   -1.6099    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1108   -0.7551    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  8  1  0  0  0  0
 16  9  1  0  0  0  0
 17 10  2  0  0  0  0
 18 11  1  0  0  0  0
 19 15  2  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  2  0  0  0  0
 23 15  1  0  0  0  0
 25  2  1  1  0  0  0
 25 16  1  0  0  0  0
 26  3  1  0  0  0  0
 26 19  1  0  0  0  0
 27 17  1  0  0  0  0
 27 24  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 29 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 22  1  0  0  0  0
 31 23  1  0  0  0  0
 26 32  1  6  0  0  0
 27 33  1  1  0  0  0
 28 34  1  6  0  0  0
 35 30  2  0  0  0  0
 36 31  2  0  0  0  0
 37 25  1  0  0  0  0
 37 30  1  0  0  0  0
 29 38  1  6  0  0  0
 38 31  1  0  0  0  0
 39  4  1  0  0  0  0
 40  6  1  0  0  0  0
 41  7  1  0  0  0  0
 42  8  1  0  0  0  0
 43 10  1  0  0  0  0
 44 11  1  0  0  0  0
 45 12  1  0  0  0  0
 46 13  1  0  0  0  0
 47 14  1  0  0  0  0
 48 15  1  0  0  0  0
 49 17  1  0  0  0  0
 50 19  1  0  0  0  0
 20 51  1  4  0  0  0
 52 22  1  0  0  0  0
 25 53  1  1  0  0  0
 26 54  1  6  0  0  0
 27 55  1  1  0  0  0
 28 56  1  6  0  0  0
 29 57  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016853

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(CC(=O)O[C@@]1([H])C\C([H])=C(/[H])\C(\[H])=C([H])/C(=O)O[C@]([H])(C)CCC\C([H])=C(\[H])/C(/[H])=C([H])/[C@]([H])(O)C[C@@]([H])(O)C\C([H])=C([H])/C([H])=C1[H])=C(\[H])[C@@]([H])(O)CC

> <INCHI_IDENTIFIER>
InChI=1S/C31H44O7/c1-3-26(32)19-15-23-31(36)38-29-20-12-7-11-18-28(34)24-27(33)17-10-6-4-5-9-16-25(2)37-30(35)22-14-8-13-21-29/h4,6-8,10-15,17,19-20,22,25-29,32-34H,3,5,9,16,18,21,23-24H2,1-2H3/b6-4-,11-7-,13-8+,17-10+,19-15+,20-12?,22-14-/t25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
RQEZKSDDHWVGHW-ANKYFMHJSA-N

> <FORMULA>
C31H44O7

> <MOLECULAR_WEIGHT>
528.686

> <EXACT_MASS>
528.308703757

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
59.46611009836711

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
4.840548031666666

> <ALOGPS_LOGS>
-5.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.386664363301396

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.629219062819349

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6776722487309499

> <JCHEM_POLAR_SURFACE_AREA>
113.28999999999999

> <JCHEM_REFRACTIVITY>
158.29360000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      -1.927 -11.420   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.849   8.209   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.927  -9.880   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.958   3.720   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.020   4.941   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.547   2.297   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.322  -4.928   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.151   2.297   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.798   5.879   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.346   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.849  -5.129   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.899  -4.339   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.352   0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.740   3.720   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.740  -6.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.376   6.468   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.547  -0.757   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.376  -4.928   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.594  -7.570   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.677  -3.401   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.151  -0.757   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.677   4.941   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.740  -5.260   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.020  -3.401   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.849   6.669   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.594  -9.110   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.958  -2.180   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.798  -4.339   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.740  -2.180   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.899   5.879   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.594  -4.490   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.740  -9.880   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      12.291  -2.950   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.568  -5.673   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.129   7.213   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.927  -5.260   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.322   6.468   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -0.594  -2.950   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0      12.291   4.490   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      13.074   2.498   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.923  -6.416   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.376   2.498   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       9.806   0.770   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       5.849  -6.669   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.129  -5.673   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.892   0.770   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.594   4.490   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.613  -8.068   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      13.074  -0.958   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.927  -6.800   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.588  -4.490   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.588   6.030   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0       5.849   5.129   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.927  -8.340   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       9.624  -1.410   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0       8.028  -3.005   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.074  -1.410   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2   25                                                            
CONECT    3    1   26                                                       
CONECT    4    5    6   39                                                  
CONECT    5    4    9                                                       
CONECT    6    4   10   40                                                  
CONECT    7   11   12   41                                                  
CONECT    8   13   14   42                                                  
CONECT    9    5   16                                                       
CONECT   10    6   17   43                                                  
CONECT   11    7   18   44                                                  
CONECT   12    7   20   45                                                  
CONECT   13    8   21   46                                                  
CONECT   14    8   22   47                                                  
CONECT   15   19   23   48                                                  
CONECT   16    9   25                                                       
CONECT   17   10   27   49                                                  
CONECT   18   11   28                                                       
CONECT   19   15   26   50                                                  
CONECT   20   12   29   51                                                  
CONECT   21   13   29                                                       
CONECT   22   14   30   52                                                  
CONECT   23   15   31                                                       
CONECT   24   27   28                                                       
CONECT   25    2   16   37   53                                             
CONECT   26    3   19   32   54                                             
CONECT   27   17   24   33   55                                             
CONECT   28   18   24   34   56                                             
CONECT   29   20   21   38   57                                             
CONECT   30   22   35   37                                                  
CONECT   31   23   36   38                                                  
CONECT   32   26                                                            
CONECT   33   27                                                            
CONECT   34   28                                                            
CONECT   35   30                                                            
CONECT   36   31                                                            
CONECT   37   25   30                                                       
CONECT   38   29   31                                                       
CONECT   39    4                                                            
CONECT   40    6                                                            
CONECT   41    7                                                            
CONECT   42    8                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   17                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   22                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   27                                                            
CONECT   56   28                                                            
CONECT   57   29                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  114    0
END

Synonyms

Value	Source
7-O-Methyl-5'-hydroxy-3'-heptenoic acid-macrolactin	Generator

Molecular Formula

C₃₁H₄₄O₇

Average Mass

528.686

Monoisotopic Mass

528.308703757

IUPAC Name

(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

Traditional Name

(3Z,5E,8S,11Z,14S,16R,17E,19Z,24R)-14,16-dihydroxy-24-methyl-2-oxo-1-oxacyclotetracosa-3,5,9,11,17,19-hexaen-8-yl (3E,5S)-5-hydroxyhept-3-enoate

CAS Registry Number

Not Available

SMILES

[H]\C(CC(=O)O[C@@]1([H])C\C([H])=C(/[H])\C(\[H])=C([H])/C(=O)O[C@]([H])(C)CCC\C([H])=C(\[H])/C(/[H])=C([H])/[C@]([H])(O)C[C@@]([H])(O)C\C([H])=C([H])/C([H])=C1[H])=C(\[H])[C@@]([H])(O)CC

InChI Identifier

InChI=1S/C31H44O7/c1-3-26(32)19-15-23-31(36)38-29-20-12-7-11-18-28(34)24-27(33)17-10-6-4-5-9-16-25(2)37-30(35)22-14-8-13-21-29/h4,6-8,10-15,17,19-20,22,25-29,32-34H,3,5,9,16,18,21,23-24H2,1-2H3/b6-4-,11-7-,13-8+,17-10+,19-15+,20-12?,22-14-/t25-,26+,27+,28+,29-/m1/s1

InChI Key

RQEZKSDDHWVGHW-ANKYFMHJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Fatty acid ester
Fatty acyl
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0042 g/L	ALOGPS
logP	4.75	ALOGPS
logP	4.84	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	14.63	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	113.29 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	158.29 m³·mol⁻¹	ChemAxon
Polarizability	59.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria/Eubacteria	Firmicutes	1	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139587740

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for 7-O-methyl-5â€²-hydroxy-3â€²-heptenoate-macrolactin (MMDBc0016853)

MOL for #<Metabolite:0x00007f8dc4854478>

3D MOL for #<Metabolite:0x00007f8dc4854478>

3D SDF for #<Metabolite:0x00007f8dc4854478>

3D-SDF for #<Metabolite:0x00007f8dc4854478>

PDB for #<Metabolite:0x00007f8dc4854478>

3D PDB for #<Metabolite:0x00007f8dc4854478>

SMILES for #<Metabolite:0x00007f8dc4854478>

INCHI for #<Metabolite:0x00007f8dc4854478>

Structure for #<Metabolite:0x00007f8dc4854478>

3D Structure for #<Metabolite:0x00007f8dc4854478>