MiMeDB: Showing metabocard for Fumigatonin (MMDBc0019935)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:56:41 UTC

Update Date

2022-08-31 06:46:10 UTC

Metabolite ID

MMDBc0019935

Metabolite Identification

Common Name

Fumigatonin

Description

Fumigatonin belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety. Based on a literature review very few articles have been published on Fumigatonin.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111562D          

 46 51  0  0  1  0            999 V2000
    1.0497   -0.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875    0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558    4.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227    0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    0.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338    3.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142    3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140    2.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2226    0.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101    1.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    2.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.7343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7053    1.1471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1856   -1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5872    3.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    0.5362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9937    2.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    1.3649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6031    1.3664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4284    2.1047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3134    1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1011    1.7020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5121    2.8342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0034    2.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7894    1.5924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8995    2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778   -1.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055    4.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    3.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542    1.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1797    3.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1482   -0.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098    3.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468    1.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182    2.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6535    3.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3446    2.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0886    1.0608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009    1.9486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.0212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    0.8065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    2.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2534    2.1030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 14  1  1  6  0  0  0
 14 11  1  0  0  0  0
 15  2  1  1  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23 20  1  0  0  0  0
 24  5  1  0  0  0  0
 24  6  1  0  0  0  0
 24 21  1  0  0  0  0
 25  7  1  6  0  0  0
 25 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26  8  1  1  0  0  0
 26 22  1  0  0  0  0
 27 10  1  0  0  0  0
 27 13  1  1  0  0  0
 27 21  1  0  0  0  0
 28 12  1  0  0  0  0
 28 14  1  0  0  0  0
 28 27  1  0  0  0  0
 29 25  1  0  0  0  0
 30 16  2  0  0  0  0
 31 17  2  0  0  0  0
 32 19  2  0  0  0  0
 33 23  2  0  0  0  0
 34 13  1  0  0  0  0
 34 29  1  0  0  0  0
 35 16  1  0  0  0  0
 18 35  1  6  0  0  0
 36 17  1  0  0  0  0
 36 22  1  0  0  0  0
 37 19  1  0  0  0  0
 37 24  1  0  0  0  0
 38 23  1  0  0  0  0
 38 26  1  0  0  0  0
 39 26  1  0  0  0  0
 39 29  1  0  0  0  0
 28 40  1  1  0  0  0
 40 29  1  0  0  0  0
 14 41  1  6  0  0  0
 15 42  1  1  0  0  0
 18 43  1  1  0  0  0
 20 44  1  1  0  0  0
 21 45  1  6  0  0  0
 22 46  1  1  0  0  0
M  END


  Mrv1652305152111562D          

 46 51  0  0  1  0            999 V2000
    1.0497   -0.1528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875    0.4641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6734   -1.9399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558    4.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227    0.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2368    0.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    0.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338    3.4932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142    3.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5140    2.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2226    0.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5101    1.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3251    2.8841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.7343    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7053    1.1471    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1856   -1.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5872    3.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5220    0.5362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9937    2.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    1.3649    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6031    1.3664    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4284    2.1047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3134    1.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4313    1.1812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1011    1.7020    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5121    2.8342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0034    2.0315    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7894    1.5924    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8995    2.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8778   -1.7614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9055    4.7296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083    3.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542    1.2037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1797    3.1492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1482   -0.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1098    3.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0468    1.7252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3182    2.5085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6535    3.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3446    2.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0886    1.0608    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9009    1.9486    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1894    1.0212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174    0.8065    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0191    2.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2534    2.1030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  9  2  0  0  0  0
 14  1  1  6  0  0  0
 14 11  1  0  0  0  0
 15  2  1  1  0  0  0
 16  3  1  0  0  0  0
 17  4  1  0  0  0  0
 18 11  1  0  0  0  0
 19  9  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  1  0  0  0  0
 22 20  1  0  0  0  0
 23 20  1  0  0  0  0
 24  5  1  0  0  0  0
 24  6  1  0  0  0  0
 24 21  1  0  0  0  0
 25  7  1  6  0  0  0
 25 12  1  0  0  0  0
 25 15  1  0  0  0  0
 26  8  1  1  0  0  0
 26 22  1  0  0  0  0
 27 10  1  0  0  0  0
 27 13  1  1  0  0  0
 27 21  1  0  0  0  0
 28 12  1  0  0  0  0
 28 14  1  0  0  0  0
 28 27  1  0  0  0  0
 29 25  1  0  0  0  0
 30 16  2  0  0  0  0
 31 17  2  0  0  0  0
 32 19  2  0  0  0  0
 33 23  2  0  0  0  0
 34 13  1  0  0  0  0
 34 29  1  0  0  0  0
 35 16  1  0  0  0  0
 18 35  1  6  0  0  0
 36 17  1  0  0  0  0
 36 22  1  0  0  0  0
 37 19  1  0  0  0  0
 37 24  1  0  0  0  0
 38 23  1  0  0  0  0
 38 26  1  0  0  0  0
 39 26  1  0  0  0  0
 39 29  1  0  0  0  0
 28 40  1  1  0  0  0
 40 29  1  0  0  0  0
 14 41  1  6  0  0  0
 15 42  1  1  0  0  0
 18 43  1  1  0  0  0
 20 44  1  1  0  0  0
 21 45  1  6  0  0  0
 22 46  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019935

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(OC(C)=O)[C@]2([H])C(=O)O[C@@]1(C)OC13O[C@@]4(C[C@]1(C)[C@@]2([H])C)[C@@]([H])(C)C[C@]([H])(OC(C)=O)[C@]1([H])[C@]4(CO3)C=CC(=O)OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O11/c1-14-11-18(35-16(3)30)21-24(5,6)37-19(32)9-10-27(21)13-34-29-25(7,12-28(14,27)40-29)15(2)20-22(36-17(4)31)26(8,39-29)38-23(20)33/h9-10,14-15,18,20-22H,11-13H2,1-8H3/t14-,15-,18-,20+,21-,22-,25+,26-,27+,28-,29?/m0/s1

> <INCHI_KEY>
HCHHDLAWUXCPHI-TYGDEDDDSA-N

> <FORMULA>
C29H38O11

> <MOLECULAR_WEIGHT>
562.612

> <EXACT_MASS>
562.241412044

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.81264242099304

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,10S,11S,13S,14S,16R,17S,18R,21S,24S)-24-(acetyloxy)-9,9,13,16,17,21-hexamethyl-7,19-dioxo-2,8,20,22,23-pentaoxahexacyclo[12.8.1.1^{18,21}.0^{1,16}.0^{4,10}.0^{4,14}]tetracos-5-en-11-yl acetate

> <ALOGPS_LOGP>
3.55

> <JCHEM_LOGP>
3.0641250936666653

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.991023609055695

> <JCHEM_PKA_STRONGEST_BASIC>
-4.100869894788891

> <JCHEM_POLAR_SURFACE_AREA>
132.89000000000001

> <JCHEM_REFRACTIVITY>
135.88919999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,10S,11S,13S,14S,16R,17S,18R,21S,24S)-24-(acetyloxy)-9,9,13,16,17,21-hexamethyl-7,19-dioxo-2,8,20,22,23-pentaoxahexacyclo[12.8.1.1^{18,21}.0^{1,16}.0^{4,10}.0^{4,14}]tetracos-5-en-11-yl acetate

> <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       1.959  -0.285   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.137   0.866   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.257  -3.621   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.651   8.407   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.149   1.466   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.309   0.707   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.132   1.461   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.716   6.521   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.453   5.648   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.959   5.137   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.416   0.408   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.819   2.142   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.607   5.384   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.580   1.371   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.050   2.141   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.213  -2.295   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.829   7.318   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.974   1.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.722   4.753   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.552   2.548   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.126   2.551   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.400   3.929   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.052   3.055   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.672   2.205   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.922   3.177   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.556   5.291   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.006   3.792   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.474   2.973   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.546   4.809   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.505  -3.288   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       5.424   8.829   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -5.056   5.656   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       9.434   2.247   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.202   5.879   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -2.143  -0.595   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       5.805   5.718   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.821   3.220   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.061   4.683   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       4.953   5.666   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       2.510   4.139   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0       0.165   1.980   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.415   3.637   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.220   1.906   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       7.686   1.506   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.902   3.881   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       7.940   3.926   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   15                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5   24                                                            
CONECT    6   24                                                            
CONECT    7   25                                                            
CONECT    8   26                                                            
CONECT    9   10   19                                                       
CONECT   10    9   27                                                       
CONECT   11   14   18                                                       
CONECT   12   25   28                                                       
CONECT   13   27   34                                                       
CONECT   14    1   11   28   41                                             
CONECT   15    2   20   25   42                                             
CONECT   16    3   30   35                                                  
CONECT   17    4   31   36                                                  
CONECT   18   11   21   35   43                                             
CONECT   19    9   32   37                                                  
CONECT   20   15   22   23   44                                             
CONECT   21   18   24   27   45                                             
CONECT   22   20   26   36   46                                             
CONECT   23   20   33   38                                                  
CONECT   24    5    6   21   37                                             
CONECT   25    7   12   15   29                                             
CONECT   26    8   22   38   39                                             
CONECT   27   10   13   21   28                                             
CONECT   28   12   14   27   40                                             
CONECT   29   25   34   39   40                                             
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   19                                                            
CONECT   33   23                                                            
CONECT   34   13   29                                                       
CONECT   35   16   18                                                       
CONECT   36   17   22                                                       
CONECT   37   19   24                                                       
CONECT   38   23   26                                                       
CONECT   39   26   29                                                       
CONECT   40   28   29                                                       
CONECT   41   14                                                            
CONECT   42   15                                                            
CONECT   43   18                                                            
CONECT   44   20                                                            
CONECT   45   21                                                            
CONECT   46   22                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₂₉H₃₈O₁₁

Average Mass

562.612

Monoisotopic Mass

562.241412044

IUPAC Name

(4S,10S,11S,13S,14S,16R,17S,18R,21S,24S)-24-(acetyloxy)-9,9,13,16,17,21-hexamethyl-7,19-dioxo-2,8,20,22,23-pentaoxahexacyclo[12.8.1.1^{18,21}.0^{1,16}.0^{4,10}.0^{4,14}]tetracos-5-en-11-yl acetate

Traditional Name

(4S,10S,11S,13S,14S,16R,17S,18R,21S,24S)-24-(acetyloxy)-9,9,13,16,17,21-hexamethyl-7,19-dioxo-2,8,20,22,23-pentaoxahexacyclo[12.8.1.1^{18,21}.0^{1,16}.0^{4,10}.0^{4,14}]tetracos-5-en-11-yl acetate

CAS Registry Number

Not Available

SMILES

[H][C@]1(OC(C)=O)[C@]2([H])C(=O)O[C@@]1(C)OC13O[C@@]4(C[C@]1(C)[C@@]2([H])C)[C@@]([H])(C)C[C@]([H])(OC(C)=O)[C@]1([H])[C@]4(CO3)C=CC(=O)OC1(C)C

InChI Identifier

InChI=1S/C29H38O11/c1-14-11-18(35-16(3)30)21-24(5,6)37-19(32)9-10-27(21)13-34-29-25(7,12-28(14,27)40-29)15(2)20-22(36-17(4)31)26(8,39-29)38-23(20)33/h9-10,14-15,18,20-22H,11-13H2,1-8H3/t14-,15-,18-,20+,21-,22-,25+,26-,27+,28-,29?/m0/s1

InChI Key

HCHHDLAWUXCPHI-TYGDEDDDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as abscisic acids and derivatives. These are terpene compounds containing the abscisic acid moiety, which is characterized by a 3-methylpenta-2,4-dienoic acid attached to the C1 carbon of a 4-oxocyclohex-2-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Abscisic acids and derivatives

Alternative Parents

Substituents

Abscisic acid
Terpene lactone
Tetracarboxylic acid or derivatives
Ketal
Oxepane
Ortho ester
Carboxylic acid orthoester
Gamma butyrolactone
Meta-dioxane
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Orthocarboxylic acid derivative
Lactone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	3.55	ALOGPS
logP	3.06	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	18.99	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	132.89 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	135.89 m³·mol⁻¹	ChemAxon
Polarizability	56.81 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

78438663

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fumigatonin

METLIN ID

Not Available

PubChem Compound

139588621

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 Fumigatonin (MMDBc0019935)

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