MiMeDB: Showing metabocard for Methoxy-macrolactin 2 (MMDBc0016606)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 07:13:15 UTC

Update Date

2022-08-31 06:41:18 UTC

Metabolite ID

MMDBc0016606

Metabolite Identification

Common Name

Methoxy-macrolactin 2

Description

Based on a literature review very few articles have been published on (3Z,8S,11E,14R,16E,18E,24R)-14-hydroxy-20-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,16,18-hexaen-2-one.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152109132D          

 62 63  0  0  1  0            999 V2000
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 17  9  2  0  0  0  0
 18 10  1  0  0  0  0
 19 12  1  0  0  0  0
 20 11  2  0  0  0  0
 22  1  1  1  0  0  0
 22 13  1  0  0  0  0
 23 14  1  0  0  0  0
 23 15  1  0  0  0  0
 24 16  1  0  0  0  0
 24 19  1  0  0  0  0
 25 17  1  0  0  0  0
 25 18  1  0  0  0  0
 26 21  1  6  0  0  0
 27 20  1  0  0  0  0
 28 26  1  0  0  0  0
 29 28  1  0  0  0  0
 30 29  1  0  0  0  0
 31 30  1  0  0  0  0
 32 21  1  0  0  0  0
 23 33  1  6  0  0  0
 34 27  2  0  0  0  0
 28 35  1  1  0  0  0
 29 36  1  1  0  0  0
 30 37  1  1  0  0  0
 38  2  1  0  0  0  0
 38 24  1  0  0  0  0
 39 22  1  0  0  0  0
 39 27  1  0  0  0  0
 25 40  1  1  0  0  0
 31 40  1  6  0  0  0
 41 26  1  0  0  0  0
 41 31  1  0  0  0  0
 42  3  1  0  0  0  0
 43  4  1  0  0  0  0
 44  5  1  0  0  0  0
 45  6  1  0  0  0  0
 46  7  1  0  0  0  0
 47  8  1  0  0  0  0
 48  9  1  0  0  0  0
 49 10  1  0  0  0  0
 50 11  1  0  0  0  0
 51 16  1  0  0  0  0
 17 52  1  4  0  0  0
 53 20  1  0  0  0  0
 22 54  1  6  0  0  0
 23 55  1  1  0  0  0
 56 24  1  0  0  0  0
 25 57  1  1  0  0  0
 26 58  1  1  0  0  0
 28 59  1  6  0  0  0
 29 60  1  1  0  0  0
 30 61  1  6  0  0  0
 31 62  1  1  0  0  0
M  END


  Mrv1652305152109132D          

 62 63  0  0  1  0            999 V2000
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1434    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
 13 12  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  2  0  0  0  0
 17  9  2  0  0  0  0
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 19 12  1  0  0  0  0
 20 11  2  0  0  0  0
 22  1  1  1  0  0  0
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 25 17  1  0  0  0  0
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 31 30  1  0  0  0  0
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 34 27  2  0  0  0  0
 28 35  1  1  0  0  0
 29 36  1  1  0  0  0
 30 37  1  1  0  0  0
 38  2  1  0  0  0  0
 38 24  1  0  0  0  0
 39 22  1  0  0  0  0
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 31 40  1  6  0  0  0
 41 26  1  0  0  0  0
 41 31  1  0  0  0  0
 42  3  1  0  0  0  0
 43  4  1  0  0  0  0
 44  5  1  0  0  0  0
 45  6  1  0  0  0  0
 46  7  1  0  0  0  0
 47  8  1  0  0  0  0
 48  9  1  0  0  0  0
 49 10  1  0  0  0  0
 50 11  1  0  0  0  0
 51 16  1  0  0  0  0
 17 52  1  4  0  0  0
 53 20  1  0  0  0  0
 22 54  1  6  0  0  0
 23 55  1  1  0  0  0
 56 24  1  0  0  0  0
 25 57  1  1  0  0  0
 26 58  1  1  0  0  0
 28 59  1  6  0  0  0
 29 60  1  1  0  0  0
 30 61  1  6  0  0  0
 31 62  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016606

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C(\[H])/C(/[H])=C([H])/C([H])(CCC[C@@]([H])(C)OC(=O)\C([H])=C([H])/C([H])=C([H])C[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C([H])=C([H])C([H])=C([H])C[C@]([H])(O)C1)OC

> <INCHI_IDENTIFIER>
InChI=1S/C31H46O10/c1-22-13-12-19-24(38-2)16-8-3-6-14-23(33)15-7-4-9-17-25(18-10-5-11-20-27(34)39-22)40-31-30(37)29(36)28(35)26(21-32)41-31/h3-11,16-17,20,22-26,28-33,35-37H,12-15,18-19,21H2,1-2H3/b6-3+,7-4+,10-5-,16-8+,17-9?,20-11-/t22-,23-,24?,25-,26-,28-,29+,30-,31-/m1/s1

> <INCHI_KEY>
ANHCGTXOAYQDKJ-RBFRETODSA-N

> <FORMULA>
C31H46O10

> <MOLECULAR_WEIGHT>
578.699

> <EXACT_MASS>
578.309097681

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.64607164005167

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3Z,5E,8S,11E,14R,16E,18E,24R)-14-hydroxy-20-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,16,18-hexaen-2-one

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
2.458429701999999

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.199907740182734

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.210094470832292

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2822362794631603

> <JCHEM_POLAR_SURFACE_AREA>
155.14

> <JCHEM_REFRACTIVITY>
160.68720000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3Z,5E,8S,11E,14R,16E,18E,24R)-14-hydroxy-20-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,16,18-hexaen-2-one

> <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      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.667   3.080   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -0.000   7.700   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       5.335   3.080   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.334   3.850   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.667  -4.620   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       4.001  -5.390   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.334  -6.930   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.334  -2.310   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.000   1.540   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.104   6.724   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.207   0.000   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.001   5.390   0.000  0.00  0.00           H+0
HETATM   54  H   UNK     0      -5.335   1.540   0.000  0.00  0.00           H+0
HETATM   55  H   UNK     0       5.335  -7.700   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.667  -3.080   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.564  -0.564   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.334   6.930   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.001   6.930   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.667   4.620   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.335   4.620   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       4.001   2.310   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   38                                                            
CONECT    3    6    8   42                                                  
CONECT    4    7    9   43                                                  
CONECT    5   10   11   44                                                  
CONECT    6    3   14   45                                                  
CONECT    7    4   15   46                                                  
CONECT    8    3   16   47                                                  
CONECT    9    4   17   48                                                  
CONECT   10    5   18   49                                                  
CONECT   11    5   20   50                                                  
CONECT   12   13   19                                                       
CONECT   13   12   22                                                       
CONECT   14    6   23                                                       
CONECT   15    7   23                                                       
CONECT   16    8   24   51                                                  
CONECT   17    9   25   52                                                  
CONECT   18   10   25                                                       
CONECT   19   12   24                                                       
CONECT   20   11   27   53                                                  
CONECT   21   26   32                                                       
CONECT   22    1   13   39   54                                             
CONECT   23   14   15   33   55                                             
CONECT   24   16   19   38   56                                             
CONECT   25   17   18   40   57                                             
CONECT   26   21   28   41   58                                             
CONECT   27   20   34   39                                                  
CONECT   28   26   29   35   59                                             
CONECT   29   28   30   36   60                                             
CONECT   30   29   31   37   61                                             
CONECT   31   30   40   41   62                                             
CONECT   32   21                                                            
CONECT   33   23                                                            
CONECT   34   27                                                            
CONECT   35   28                                                            
CONECT   36   29                                                            
CONECT   37   30                                                            
CONECT   38    2   24                                                       
CONECT   39   22   27                                                       
CONECT   40   25   31                                                       
CONECT   41   26   31                                                       
CONECT   42    3                                                            
CONECT   43    4                                                            
CONECT   44    5                                                            
CONECT   45    6                                                            
CONECT   46    7                                                            
CONECT   47    8                                                            
CONECT   48    9                                                            
CONECT   49   10                                                            
CONECT   50   11                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   20                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
CONECT   58   26                                                            
CONECT   59   28                                                            
CONECT   60   29                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  126    0
END

Synonyms

Not Available

Molecular Formula

C₃₁H₄₆O₁₀

Average Mass

578.699

Monoisotopic Mass

578.309097681

IUPAC Name

(3Z,5E,8S,11E,14R,16E,18E,24R)-14-hydroxy-20-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,16,18-hexaen-2-one

Traditional Name

(3Z,5E,8S,11E,14R,16E,18E,24R)-14-hydroxy-20-methoxy-24-methyl-8-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-oxacyclotetracosa-3,5,9,11,16,18-hexaen-2-one

CAS Registry Number

Not Available

SMILES

[H]\C1=C(\[H])/C(/[H])=C([H])/C([H])(CCC[C@@]([H])(C)OC(=O)\C([H])=C([H])/C([H])=C([H])C[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)C([H])=C([H])C([H])=C([H])C[C@]([H])(O)C1)OC

InChI Identifier

InChI=1S/C31H46O10/c1-22-13-12-19-24(38-2)16-8-3-6-14-23(33)15-7-4-9-17-25(18-10-5-11-20-27(34)39-22)40-31-30(37)29(36)28(35)26(21-32)41-31/h3-11,16-17,20,22-26,28-33,35-37H,12-15,18-19,21H2,1-2H3/b6-3+,7-4+,10-5-,16-8+,17-9?,20-11-/t22-,23-,24?,25-,26-,28-,29+,30-,31-/m1/s1

InChI Key

ANHCGTXOAYQDKJ-RBFRETODSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	3.1	ALOGPS
logP	2.46	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.14 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	160.69 m³·mol⁻¹	ChemAxon
Polarizability	61.65 Å³	ChemAxon
Number of Rings	2	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

Metabolic Reactions

Not Available

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	Firmicutes	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

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 Methoxy-macrolactin 2 (MMDBc0016606)

MOL for #<Metabolite:0x00007f47048513b0>

3D MOL for #<Metabolite:0x00007f47048513b0>

3D SDF for #<Metabolite:0x00007f47048513b0>

3D-SDF for #<Metabolite:0x00007f47048513b0>

PDB for #<Metabolite:0x00007f47048513b0>

3D PDB for #<Metabolite:0x00007f47048513b0>

SMILES for #<Metabolite:0x00007f47048513b0>

INCHI for #<Metabolite:0x00007f47048513b0>

Structure for #<Metabolite:0x00007f47048513b0>

3D Structure for #<Metabolite:0x00007f47048513b0>