MiMeDB: Showing metabocard for Yamchaetoglobosin A (MMDBc0024474)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 14:16:54 UTC

Update Date

2022-08-31 06:49:40 UTC

Metabolite ID

MMDBc0024474

Metabolite Identification

Common Name

Yamchaetoglobosin A

Description

Yamchaetoglobosin A belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Yamchaetoglobosin A is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152116162D          

 50 53  0  0  1  0            999 V2000
    5.0363    5.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    5.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730    3.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8032    4.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -0.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8584   -1.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1857    3.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7090    0.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -1.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531    2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803    4.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7595    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7991    0.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5749    4.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008    4.2635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3954    4.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9525    3.2736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4676    3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0144    0.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5295    0.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3116    3.1011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0144   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9525    1.7662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0820    2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170    2.5199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6471    3.8548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6250    1.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7965    2.4337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7991   -0.2699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3394    1.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393    4.0048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0820    1.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    3.2587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1622    4.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2125    0.9122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2241    2.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417    4.4360    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6841    2.8433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447    3.4236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5212    4.3497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.0272    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266    3.7685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4717    2.4074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321    3.1873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9827    4.6084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  1  0  0  0  0
 14 13  1  0  0  0  0
 19  1  1  1  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  1  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21  3  1  1  0  0  0
 22  4  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 10  2  0  0  0  0
 24 23  1  0  0  0  0
 25 11  1  1  0  0  0
 26 12  2  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  6  0  0  0
 28 13  1  0  0  0  0
 29 14  1  0  0  0  0
 30 21  1  0  0  0  0
 30 27  1  0  0  0  0
 31 22  1  0  0  0  0
 31 25  1  0  0  0  0
 33 25  1  0  0  0  0
 33 28  1  6  0  0  0
 33 30  1  0  0  0  0
 33 32  1  0  0  0  0
 34 17  1  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 32  2  0  0  0  0
 36 18  2  0  0  0  0
 37 28  2  0  0  0  0
 38 29  2  0  0  0  0
 31 39  1  6  0  0  0
 40 32  1  0  0  0  0
 41  5  1  0  0  0  0
 41 29  1  0  0  0  0
 42  8  1  0  0  0  0
 43 11  1  0  0  0  0
 44 15  1  0  0  0  0
 19 45  1  6  0  0  0
 21 46  1  6  0  0  0
 25 47  1  6  0  0  0
 27 48  1  1  0  0  0
 30 49  1  6  0  0  0
 31 50  1  1  0  0  0
M  END


  Mrv1652305152116162D          

 50 53  0  0  1  0            999 V2000
    5.0363    5.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    5.5984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7730    3.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8032    4.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3735   -0.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8584   -1.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0062    3.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1857    3.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7090    0.0564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4911    3.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6789   -1.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3676    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6531    2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8803    4.1773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7595    1.5947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7991    0.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5749    4.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7008    4.2635    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3954    4.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9525    3.2736    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.4676    3.9410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0144    0.8101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5295    0.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3116    3.1011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0144   -0.5248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9525    1.7662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0820    2.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    2.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6170    2.5199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.6471    3.8548    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6250    1.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7965    2.4337    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.7991   -0.2699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3394    1.2142    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2393    4.0048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0820    1.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9386    3.2587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1622    4.5222    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2125    0.9122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2241    2.0212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3417    4.4360    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6841    2.8433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5447    3.4236    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5212    4.3497    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    4.0272    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266    3.7685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4717    2.4074    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1321    3.1873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9827    4.6084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  6  2  0  0  0  0
  9  8  1  0  0  0  0
 10  6  1  0  0  0  0
 11  8  2  0  0  0  0
 12  7  1  0  0  0  0
 14 13  1  0  0  0  0
 19  1  1  1  0  0  0
 19  9  1  0  0  0  0
 19 15  1  0  0  0  0
 20  2  1  0  0  0  0
 20 15  2  0  0  0  0
 20 18  1  0  0  0  0
 21  3  1  1  0  0  0
 22  4  2  0  0  0  0
 22 21  1  0  0  0  0
 23 16  1  0  0  0  0
 23 17  2  0  0  0  0
 24 10  2  0  0  0  0
 24 23  1  0  0  0  0
 25 11  1  1  0  0  0
 26 12  2  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  6  0  0  0
 28 13  1  0  0  0  0
 29 14  1  0  0  0  0
 30 21  1  0  0  0  0
 30 27  1  0  0  0  0
 31 22  1  0  0  0  0
 31 25  1  0  0  0  0
 33 25  1  0  0  0  0
 33 28  1  6  0  0  0
 33 30  1  0  0  0  0
 33 32  1  0  0  0  0
 34 17  1  0  0  0  0
 34 26  1  0  0  0  0
 35 27  1  0  0  0  0
 35 32  2  0  0  0  0
 36 18  2  0  0  0  0
 37 28  2  0  0  0  0
 38 29  2  0  0  0  0
 31 39  1  6  0  0  0
 40 32  1  0  0  0  0
 41  5  1  0  0  0  0
 41 29  1  0  0  0  0
 42  8  1  0  0  0  0
 43 11  1  0  0  0  0
 44 15  1  0  0  0  0
 19 45  1  6  0  0  0
 21 46  1  6  0  0  0
 25 47  1  6  0  0  0
 27 48  1  1  0  0  0
 30 49  1  6  0  0  0
 31 50  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0024474

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(C[C@]([H])(C)C(\[H])=C(/C)C=O)=C(\[H])[C@@]1([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]2([H])[C@]([H])(CC3=CNC4=CC=CC=C34)N=C(O)[C@@]12C(=O)CCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-25-31(39)22(4)21(3)30-27(16-23-17-34-26-12-7-6-10-24(23)26)35-32(40)33(25,30)28(37)13-14-29(38)41-5/h6-8,10-12,15,17-19,21,25,27,30-31,34,39H,4,9,13-14,16H2,1-3,5H3,(H,35,40)/b11-8+,20-15+/t19-,21+,25-,27-,30-,31+,33+/m0/s1

> <INCHI_KEY>
XVACANNIRRWPTB-YUUCEKJRSA-N

> <FORMULA>
C33H40N2O6

> <MOLECULAR_WEIGHT>
560.691

> <EXACT_MASS>
560.288637016

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
60.63985537750962

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-[(1S,3aS,4R,5S,7S,7aR)-4-[(1E,4S,5E)-4,6-dimethyl-7-oxohepta-1,5-dien-1-yl]-3,5-dihydroxy-1-[(1H-indol-3-yl)methyl]-7-methyl-6-methylidene-3a,4,5,6,7,7a-hexahydro-1H-isoindol-3a-yl]-4-oxobutanoate

> <ALOGPS_LOGP>
4.04

> <JCHEM_LOGP>
3.523922342291556

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.257082074541731

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.760441512475535

> <JCHEM_PKA_STRONGEST_BASIC>
5.421020869628523

> <JCHEM_POLAR_SURFACE_AREA>
129.05

> <JCHEM_REFRACTIVITY>
159.10490000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-[(1S,3aS,4R,5S,7S,7aR)-4-[(1E,4S,5E)-4,6-dimethyl-7-oxohepta-1,5-dien-1-yl]-3,5-dihydroxy-1-(1H-indol-3-ylmethyl)-7-methyl-6-methylidene-4,5,7,7a-tetrahydro-1H-isoindol-3a-yl]-4-oxobutanoate

> <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       9.401   9.365   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.964  10.450   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.243   6.272   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.433   8.763   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.551   4.543   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.630  -1.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.536  -2.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.212   6.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.680   6.713   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.257   0.105   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.117   5.628   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.067  -2.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.886   4.543   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.552   3.773   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.243   7.798   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      18.218   2.977   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      20.158   1.036   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.806   8.882   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.775   7.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.338   9.043   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.711   6.111   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.806   7.357   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.694   1.512   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.788   0.266   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      13.648   5.789   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.694  -0.980   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.711   3.297   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.220   3.773   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.219   4.543   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.085   4.704   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.275   7.196   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.233   3.036   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.553   4.543   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0      20.158  -0.504   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      15.567   2.266   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0       4.180   7.476   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      13.220   2.233   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.219   6.083   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      13.369   8.441   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      13.463   1.703   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       7.885   3.773   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0      11.838   8.280   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      10.610   5.308   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       6.617   6.391   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      10.306   8.120   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      17.338   7.518   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      12.743   7.035   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      17.681   4.494   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0      15.180   5.950   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      14.901   8.602   0.000  0.00  0.00           H+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   41                                                            
CONECT    6    7   10                                                       
CONECT    7    6   12                                                       
CONECT    8    9   11   42                                                  
CONECT    9    8   19                                                       
CONECT   10    6   24                                                       
CONECT   11    8   25   43                                                  
CONECT   12    7   26                                                       
CONECT   13   14   28                                                       
CONECT   14   13   29                                                       
CONECT   15   19   20   44                                                  
CONECT   16   23   27                                                       
CONECT   17   23   34                                                       
CONECT   18   20   36                                                       
CONECT   19    1    9   15   45                                             
CONECT   20    2   15   18                                                  
CONECT   21    3   22   30   46                                             
CONECT   22    4   21   31                                                  
CONECT   23   16   17   24                                                  
CONECT   24   10   23   26                                                  
CONECT   25   11   31   33   47                                             
CONECT   26   12   24   34                                                  
CONECT   27   16   30   35   48                                             
CONECT   28   13   33   37                                                  
CONECT   29   14   38   41                                                  
CONECT   30   21   27   33   49                                             
CONECT   31   22   25   39   50                                             
CONECT   32   33   35   40                                                  
CONECT   33   25   28   30   32                                             
CONECT   34   17   26                                                       
CONECT   35   27   32                                                       
CONECT   36   18                                                            
CONECT   37   28                                                            
CONECT   38   29                                                            
CONECT   39   31                                                            
CONECT   40   32                                                            
CONECT   41    5   29                                                       
CONECT   42    8                                                            
CONECT   43   11                                                            
CONECT   44   15                                                            
CONECT   45   19                                                            
CONECT   46   21                                                            
CONECT   47   25                                                            
CONECT   48   27                                                            
CONECT   49   30                                                            
CONECT   50   31                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  106    0
END

Synonyms

Not Available

Molecular Formula

C₃₃H₄₀N₂O₆

Average Mass

560.691

Monoisotopic Mass

560.288637016

IUPAC Name

methyl 4-[(1S,3aS,4R,5S,7S,7aR)-4-[(1E,4S,5E)-4,6-dimethyl-7-oxohepta-1,5-dien-1-yl]-3,5-dihydroxy-1-[(1H-indol-3-yl)methyl]-7-methyl-6-methylidene-3a,4,5,6,7,7a-hexahydro-1H-isoindol-3a-yl]-4-oxobutanoate

Traditional Name

methyl 4-[(1S,3aS,4R,5S,7S,7aR)-4-[(1E,4S,5E)-4,6-dimethyl-7-oxohepta-1,5-dien-1-yl]-3,5-dihydroxy-1-(1H-indol-3-ylmethyl)-7-methyl-6-methylidene-4,5,7,7a-tetrahydro-1H-isoindol-3a-yl]-4-oxobutanoate

CAS Registry Number

Not Available

SMILES

[H]\C(C[C@]([H])(C)C(\[H])=C(/C)C=O)=C(\[H])[C@@]1([H])[C@]([H])(O)C(=C)[C@@]([H])(C)[C@@]2([H])[C@]([H])(CC3=CNC4=CC=CC=C34)N=C(O)[C@@]12C(=O)CCC(=O)OC

InChI Identifier

InChI=1S/C33H40N2O6/c1-19(15-20(2)18-36)9-8-11-25-31(39)22(4)21(3)30-27(16-23-17-34-26-12-7-6-10-24(23)26)35-32(40)33(25,30)28(37)13-14-29(38)41-5/h6-8,10-12,15,17-19,21,25,27,30-31,34,39H,4,9,13-14,16H2,1-3,5H3,(H,35,40)/b11-8+,20-15+/t19-,21+,25-,27-,30-,31+,33+/m0/s1

InChI Key

XVACANNIRRWPTB-YUUCEKJRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Isoindole or derivatives
Isoindole
Gamma-keto acid
Fatty acid methyl ester
Fatty acid ester
Fatty acyl
Benzenoid
Substituted pyrrole
Keto acid
Heteroaromatic compound
Cyclic carboximidic acid
Methyl ester
Pyrroline
Pyrrole
Enal
Cyclic alcohol
Alpha,beta-unsaturated aldehyde
Secondary alcohol
Ketone
Carboxylic acid ester
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aldehyde
Alcohol
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	0.0033 g/L	ALOGPS
logP	4.04	ALOGPS
logP	3.52	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	2.76	ChemAxon
pKa (Strongest Basic)	5.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	129.05 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	159.1 m³·mol⁻¹	ChemAxon
Polarizability	60.64 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
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
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

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

78441866

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139591689

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 Yamchaetoglobosin A (MMDBc0024474)

MOL for #<Metabolite:0x00007f46e045c738>

3D MOL for #<Metabolite:0x00007f46e045c738>

3D SDF for #<Metabolite:0x00007f46e045c738>

3D-SDF for #<Metabolite:0x00007f46e045c738>

PDB for #<Metabolite:0x00007f46e045c738>

3D PDB for #<Metabolite:0x00007f46e045c738>

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INCHI for #<Metabolite:0x00007f46e045c738>

Structure for #<Metabolite:0x00007f46e045c738>

3D Structure for #<Metabolite:0x00007f46e045c738>