MiMeDB: Showing metabocard for 14-(N,N-dimethyl-L-valyloxy)paspalinine (MMDBc0013452)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:46:09 UTC

Update Date

2025-10-07 16:06:08 UTC

Metabolite ID

MMDBc0013452

Metabolite Identification

Common Name

14-(N,N-dimethyl-L-valyloxy)paspalinine

Description

14-(N,N-dimethyl-L-valyloxy)paspalinine is a metabolite belonging to the class of alkaloids. There is limited literature available on this specific compound, indicating that further research may be needed to fully understand its properties and potential biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106462D          

 46 52  0  0  1  0            999 V2000
    4.8616    5.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679    5.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -0.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994    1.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2851    4.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    3.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883    0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5648    1.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2004    0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7756    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804    0.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150    3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9770    2.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0737    5.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208    2.6554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7768    1.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0679    1.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5947    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1507    2.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465    1.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    2.9710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8915    4.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4475    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    1.5206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1036    4.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507    1.6062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7386    1.8508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3093    1.0704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3449    2.1663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7731    0.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    4.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709    2.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    4.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9214    3.5311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    1.3303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    0.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.4109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093    3.7756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2857    5.1403    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1001    1.6371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 11  2  0  0  0  0
 21 15  1  0  0  0  0
 21 20  1  0  0  0  0
 22 12  2  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 24 17  2  0  0  0  0
 25 16  1  0  0  0  0
 26 18  1  0  0  0  0
 27 21  2  0  0  0  0
 28 23  1  0  0  0  0
 29 26  1  0  0  0  0
 30  3  1  0  0  0  0
 30  4  1  0  0  0  0
 30 28  1  0  0  0  0
 31  5  1  6  0  0  0
 31 13  1  0  0  0  0
 32  6  1  1  0  0  0
 32 19  1  0  0  0  0
 32 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 14  1  0  0  0  0
 33 24  1  0  0  0  0
 34 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 31  1  0  0  0  0
 35 22  1  0  0  0  0
 35 27  1  0  0  0  0
 36  7  1  0  0  0  0
 36  8  1  0  0  0  0
 26 36  1  1  0  0  0
 37 23  2  0  0  0  0
 38 29  2  0  0  0  0
 34 39  1  1  0  0  0
 25 40  1  1  0  0  0
 40 29  1  0  0  0  0
 41 28  1  0  0  0  0
 33 41  1  1  0  0  0
 42 30  1  0  0  0  0
 42 33  1  0  0  0  0
 19 43  1  6  0  0  0
 25 44  1  6  0  0  0
 26 45  1  1  0  0  0
 28 46  1  1  0  0  0
M  END


  Mrv1652305152106462D          

 46 52  0  0  1  0            999 V2000
    4.8616    5.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679    5.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0882    0.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7284   -0.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592    1.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994    1.0416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2851    4.2647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    3.2621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1705    1.2353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9883    0.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5648    1.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2004    0.1861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7756    0.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804    0.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423    2.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3150    3.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9770    2.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0737    5.3849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208    2.6554    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7768    1.5508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0679    1.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5947    0.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1507    2.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5465    1.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5271    2.9710    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8915    4.5802    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4475    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    1.5206    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1036    4.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9078    0.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9507    1.6062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7386    1.8508    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3093    1.0704    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3449    2.1663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7731    0.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4972    4.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5709    2.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4978    4.8958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7396    2.7269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9214    3.5311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6331    1.3303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7365    0.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1329    2.4109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7093    3.7756    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2857    5.1403    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1001    1.6371    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20 11  2  0  0  0  0
 21 15  1  0  0  0  0
 21 20  1  0  0  0  0
 22 12  2  0  0  0  0
 22 20  1  0  0  0  0
 23 17  1  0  0  0  0
 24 17  2  0  0  0  0
 25 16  1  0  0  0  0
 26 18  1  0  0  0  0
 27 21  2  0  0  0  0
 28 23  1  0  0  0  0
 29 26  1  0  0  0  0
 30  3  1  0  0  0  0
 30  4  1  0  0  0  0
 30 28  1  0  0  0  0
 31  5  1  6  0  0  0
 31 13  1  0  0  0  0
 32  6  1  1  0  0  0
 32 19  1  0  0  0  0
 32 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 14  1  0  0  0  0
 33 24  1  0  0  0  0
 34 24  1  0  0  0  0
 34 25  1  0  0  0  0
 34 31  1  0  0  0  0
 35 22  1  0  0  0  0
 35 27  1  0  0  0  0
 36  7  1  0  0  0  0
 36  8  1  0  0  0  0
 26 36  1  1  0  0  0
 37 23  2  0  0  0  0
 38 29  2  0  0  0  0
 34 39  1  1  0  0  0
 25 40  1  1  0  0  0
 40 29  1  0  0  0  0
 41 28  1  0  0  0  0
 33 41  1  1  0  0  0
 42 30  1  0  0  0  0
 42 33  1  0  0  0  0
 19 43  1  6  0  0  0
 25 44  1  6  0  0  0
 26 45  1  1  0  0  0
 28 46  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013452

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C(C)C)(N(C)C)C(=O)O[C@@]1([H])C[C@@]2([H])CC3=C(NC4=CC=CC=C34)[C@]2(C)[C@@]2(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]12O)C(C)(C)O4

> <INCHI_IDENTIFIER>
InChI=1S/C34H44N2O6/c1-18(2)26(36(7)8)29(38)40-25-16-19-15-21-20-11-9-10-12-22(20)35-27(21)32(19,6)31(5)13-14-33-24(34(25,31)39)17-23(37)28(41-33)30(3,4)42-33/h9-12,17-19,25-26,28,35,39H,13-16H2,1-8H3/t19-,25+,26+,28+,31-,32-,33+,34+/m1/s1

> <INCHI_KEY>
GXPHIUYLJYRQDY-ZDDJJTGQSA-N

> <FORMULA>
C34H44N2O6

> <MOLECULAR_WEIGHT>
576.734

> <EXACT_MASS>
576.319937145

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
64.84229927667197

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,5S,16R,18S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-22-oxo-25,26-dioxa-7-azaheptacyclo[21.2.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]hexacosa-6(14),8,10,12,20-pentaen-18-yl (2S)-2-(dimethylamino)-3-methylbutanoate

> <ALOGPS_LOGP>
4.44

> <JCHEM_LOGP>
5.080381080666665

> <ALOGPS_LOGS>
-5.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.859966263276988

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.723345603404919

> <JCHEM_PKA_STRONGEST_BASIC>
6.72586242011932

> <JCHEM_POLAR_SURFACE_AREA>
101.09000000000002

> <JCHEM_REFRACTIVITY>
158.7156

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,5S,16R,18S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-22-oxo-25,26-dioxa-7-azaheptacyclo[21.2.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]hexacosa-6(14),8,10,12,20-pentaen-18-yl (2S)-2-(dimethylamino)-3-methylbutanoate

> <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       9.075  10.508   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.473  11.097   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.165   1.399   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.360  -0.280   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.511   1.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.146   1.944   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.866   7.961   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.003   6.089   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.252   2.306   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.912   0.804   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.121   3.351   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.441   0.347   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.048   1.485   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.563   1.015   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.719   5.097   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.055   6.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.690   4.809   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.604  10.052   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.185   4.957   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.650   2.895   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.327   3.682   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.310   1.393   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.148   4.398   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.753   3.584   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.584   5.546   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.264   8.550   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.169   2.667   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.711   2.838   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.793   8.093   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.694   1.223   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.375   2.998   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.845   3.455   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.311   1.998   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.244   4.044   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      10.776   1.252   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0       8.395   7.504   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0       1.066   5.493   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       4.663   9.139   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       5.114   5.090   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.453   6.591   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       3.049   2.483   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.241   0.704   0.000  0.00  0.00           O+0
HETATM   43  H   UNK     0       7.715   4.500   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.924   7.048   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       6.133   9.595   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.187   3.056   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   30                                                            
CONECT    4   30                                                            
CONECT    5   31                                                            
CONECT    6   32                                                            
CONECT    7   36                                                            
CONECT    8   36                                                            
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    9   20                                                       
CONECT   12   10   22                                                       
CONECT   13   14   31                                                       
CONECT   14   13   33                                                       
CONECT   15   19   21                                                       
CONECT   16   19   25                                                       
CONECT   17   23   24                                                       
CONECT   18    1    2   26                                                  
CONECT   19   15   16   32   43                                             
CONECT   20   11   21   22                                                  
CONECT   21   15   20   27                                                  
CONECT   22   12   20   35                                                  
CONECT   23   17   28   37                                                  
CONECT   24   17   33   34                                                  
CONECT   25   16   34   40   44                                             
CONECT   26   18   29   36   45                                             
CONECT   27   21   32   35                                                  
CONECT   28   23   30   41   46                                             
CONECT   29   26   38   40                                                  
CONECT   30    3    4   28   42                                             
CONECT   31    5   13   32   34                                             
CONECT   32    6   19   27   31                                             
CONECT   33   14   24   41   42                                             
CONECT   34   24   25   31   39                                             
CONECT   35   22   27                                                       
CONECT   36    7    8   26                                                  
CONECT   37   23                                                            
CONECT   38   29                                                            
CONECT   39   34                                                            
CONECT   40   25   29                                                       
CONECT   41   28   33                                                       
CONECT   42   30   33                                                       
CONECT   43   19                                                            
CONECT   44   25                                                            
CONECT   45   26                                                            
CONECT   46   28                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

Synonyms

Not Available

Molecular Formula

C₃₄H₄₄N₂O₆

Average Mass

576.734

Monoisotopic Mass

576.319937145

IUPAC Name

(1S,4R,5S,16R,18S,19S,23R)-19-hydroxy-4,5,24,24-tetramethyl-22-oxo-25,26-dioxa-7-azaheptacyclo[21.2.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]hexacosa-6(14),8,10,12,20-pentaen-18-yl (2S)-2-(dimethylamino)-3-methylbutanoate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@](C(C)C)(N(C)C)C(=O)O[C@@]1([H])C[C@@]2([H])CC3=C(NC4=CC=CC=C34)[C@]2(C)[C@@]2(C)CC[C@@]34O[C@@]([H])(C(=O)C=C3[C@]12O)C(C)(C)O4

InChI Identifier

InChI=1S/C34H44N2O6/c1-18(2)26(36(7)8)29(38)40-25-16-19-15-21-20-11-9-10-12-22(20)35-27(21)32(19,6)31(5)13-14-33-24(34(25,31)39)17-23(37)28(41-33)30(3,4)42-33/h9-12,17-19,25-26,28,35,39H,13-16H2,1-8H3/t19-,25+,26+,28+,31-,32-,33+,34+/m1/s1

InChI Key

GXPHIUYLJYRQDY-ZDDJJTGQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Alpha-amino acid ester
Valine or derivatives
Alpha-amino acid or derivatives
Naphthalene
3-alkylindole
Indole or derivatives
Indole
Ketal
Fatty acid ester
Dihydropyranone
Pyran
Fatty acyl
Benzenoid
Tertiary alcohol
Pyrrole
Cyclic alcohol
Heteroaromatic compound
Meta-dioxolane
Tertiary amine
Ketone
Carboxylic acid ester
Tertiary aliphatic amine
Amino acid or derivatives
Acetal
Carboxylic acid derivative
Oxacycle
Azacycle
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Organic oxide
Amine
Alcohol
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0027 g/L	ALOGPS
logP	4.44	ALOGPS
logP	5.08	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	12.72	ChemAxon
pKa (Strongest Basic)	6.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	101.09 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	158.72 m³·mol⁻¹	ChemAxon
Polarizability	64.84 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	No	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

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

8636209

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10460796

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

References

Synthesis Reference

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 14-(N,N-dimethyl-L-valyloxy)paspalinine (MMDBc0013452)

MOL for #<Metabolite:0x00007f6d36ccd7d8>

3D MOL for #<Metabolite:0x00007f6d36ccd7d8>

3D SDF for #<Metabolite:0x00007f6d36ccd7d8>

3D-SDF for #<Metabolite:0x00007f6d36ccd7d8>

PDB for #<Metabolite:0x00007f6d36ccd7d8>

3D PDB for #<Metabolite:0x00007f6d36ccd7d8>

SMILES for #<Metabolite:0x00007f6d36ccd7d8>

INCHI for #<Metabolite:0x00007f6d36ccd7d8>

Structure for #<Metabolite:0x00007f6d36ccd7d8>

3D Structure for #<Metabolite:0x00007f6d36ccd7d8>