MiMeDB: Showing metabocard for Fumitremorgin A (MMDBc0018627)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 08:47:58 UTC

Update Date

2022-08-31 06:44:16 UTC

Metabolite ID

MMDBc0018627

Metabolite Identification

Common Name

Fumitremorgin A

Description

Fumitremorgin A belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Based on a literature review a significant number of articles have been published on Fumitremorgin A.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152110472D          

 46 51  0  0  1  0            999 V2000
    3.3792    3.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2691    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -3.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445   -3.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -4.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9525   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5718   -1.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720   -0.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    1.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740   -0.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782    0.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825   -2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5014    2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -0.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9957   -0.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -1.2990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6150   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -1.9840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9320   -2.8733    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8095   -0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -1.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4549   -0.3928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1126   -1.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -3.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -0.6949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6358   -0.4831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -2.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449   -1.5108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2348   -2.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    0.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    0.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -3.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828   -3.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649   -2.0977    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -2.6068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7550   -2.8155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6872   -0.0907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 13  8  1  0  0  0  0
 14 12  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 12  2  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 16  1  0  0  0  0
 23 21  2  0  0  0  0
 24 17  1  0  0  0  0
 25 15  1  1  0  0  0
 26 21  1  0  0  0  0
 27 24  1  0  0  0  0
 27 26  2  0  0  0  0
 28 26  1  0  0  0  0
 29 22  1  0  0  0  0
 31  5  1  0  0  0  0
 31  6  1  0  0  0  0
 31 17  1  0  0  0  0
 32 28  1  0  0  0  0
 32 30  1  0  0  0  0
 33 13  1  0  0  0  0
 33 22  1  0  0  0  0
 33 30  1  0  0  0  0
 34 23  1  0  0  0  0
 34 25  1  0  0  0  0
 34 27  1  0  0  0  0
 35 24  1  0  0  0  0
 35 29  1  0  0  0  0
 35 32  1  0  0  0  0
 36 29  2  0  0  0  0
 37 30  2  0  0  0  0
 32 38  1  6  0  0  0
 39  7  1  0  0  0  0
 39 20  1  0  0  0  0
 40 14  1  0  0  0  0
 28 40  1  6  0  0  0
 41 25  1  0  0  0  0
 42 31  1  0  0  0  0
 42 41  1  0  0  0  0
 22 43  1  6  0  0  0
 24 44  1  6  0  0  0
 25 45  1  1  0  0  0
 28 46  1  1  0  0  0
M  END


  Mrv1652305152110472D          

 46 51  0  0  1  0            999 V2000
    3.3792    3.0825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2691    1.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2092   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0753   -3.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6445   -3.5547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9858   -4.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204   -0.1839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9525   -0.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5718   -1.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2720   -0.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5522   -0.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559    1.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740   -0.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782    0.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1090   -2.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0825   -2.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5014    2.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -3.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -0.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9957   -0.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7580   -1.2990    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6150   -1.5026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7142   -1.9840    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9320   -2.8733    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8095   -0.9066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317   -1.7225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4549   -0.3928    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1126   -1.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681   -0.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8210   -3.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2226   -0.6949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6358   -0.4831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935   -2.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3449   -1.5108    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2348   -2.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7459    0.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1004    0.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.8795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3327    0.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3004   -3.6115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0828   -3.8730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9649   -2.0977    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -2.6068    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7550   -2.8155    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6872   -0.0907    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 11 10  2  0  0  0  0
 13  8  1  0  0  0  0
 14 12  1  0  0  0  0
 18  1  1  0  0  0  0
 18  2  1  0  0  0  0
 18 12  2  0  0  0  0
 19  3  1  0  0  0  0
 19  4  1  0  0  0  0
 19 15  2  0  0  0  0
 20 10  1  0  0  0  0
 20 16  2  0  0  0  0
 21 11  1  0  0  0  0
 22  9  1  0  0  0  0
 23 16  1  0  0  0  0
 23 21  2  0  0  0  0
 24 17  1  0  0  0  0
 25 15  1  1  0  0  0
 26 21  1  0  0  0  0
 27 24  1  0  0  0  0
 27 26  2  0  0  0  0
 28 26  1  0  0  0  0
 29 22  1  0  0  0  0
 31  5  1  0  0  0  0
 31  6  1  0  0  0  0
 31 17  1  0  0  0  0
 32 28  1  0  0  0  0
 32 30  1  0  0  0  0
 33 13  1  0  0  0  0
 33 22  1  0  0  0  0
 33 30  1  0  0  0  0
 34 23  1  0  0  0  0
 34 25  1  0  0  0  0
 34 27  1  0  0  0  0
 35 24  1  0  0  0  0
 35 29  1  0  0  0  0
 35 32  1  0  0  0  0
 36 29  2  0  0  0  0
 37 30  2  0  0  0  0
 32 38  1  6  0  0  0
 39  7  1  0  0  0  0
 39 20  1  0  0  0  0
 40 14  1  0  0  0  0
 28 40  1  6  0  0  0
 41 25  1  0  0  0  0
 42 31  1  0  0  0  0
 42 41  1  0  0  0  0
 22 43  1  6  0  0  0
 24 44  1  6  0  0  0
 25 45  1  1  0  0  0
 28 46  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0018627

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]2([H])CC(C)(C)OO[C@]([H])(C=C(C)C)N3C4=C(C=CC(OC)=C4)C(=C23)[C@]1([H])OCC=C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1

> <INCHI_KEY>
ACGHJVZDNQZJOV-BMOJZYMJSA-N

> <FORMULA>
C32H41N3O7

> <MOLECULAR_WEIGHT>
579.694

> <EXACT_MASS>
579.294450672

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
63.86510727815048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-[(3-methylbut-2-en-1-yl)oxy]-9-(2-methylprop-1-en-1-yl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.0^{2,7}.0^{8,25}.0^{15,23}.0^{17,21}]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione

> <ALOGPS_LOGP>
3.03

> <JCHEM_LOGP>
4.433178663333333

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.810981517905557

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.125312516887636

> <JCHEM_PKA_STRONGEST_BASIC>
-4.025524065680118

> <JCHEM_POLAR_SURFACE_AREA>
102.70000000000002

> <JCHEM_REFRACTIVITY>
156.90160000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-[(3-methylbut-2-en-1-yl)oxy]-9-(2-methylprop-1-en-1-yl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.0^{2,7}.0^{8,25}.0^{15,23}.0^{17,21}]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione

> <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       6.308   5.754   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.969   3.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.391  -8.132   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.007  -6.964   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.803  -6.635   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.573  -8.051   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.585  -0.343   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.111  -1.312   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.401  -2.679   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.508  -0.208   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.031  -0.140   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.331   3.272   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.031  -0.214   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.559   1.749   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.204  -5.471   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.390  -2.873   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.754  -5.081   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.536   4.231   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.471  -6.856   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.218  -1.574   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.859  -1.439   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.882  -2.425   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.148  -2.805   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.066  -3.703   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.740  -5.363   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.378  -1.692   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.606  -3.215   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.583  -0.733   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.677  -3.384   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.220  -0.338   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.266  -6.542   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.016  -1.297   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0       8.654  -0.902   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0       2.228  -3.903   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       6.244  -2.820   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0       7.905  -4.907   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.992   1.185   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.787   0.226   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -2.757  -1.642   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       4.354   0.790   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       2.427  -6.741   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       3.888  -7.230   0.000  0.00  0.00           O+0
HETATM   43  H   UNK     0       9.268  -3.916   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.057  -4.866   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.276  -5.256   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.149  -0.169   0.000  0.00  0.00           H+0
CONECT    1   18                                                            
CONECT    2   18                                                            
CONECT    3   19                                                            
CONECT    4   19                                                            
CONECT    5   31                                                            
CONECT    6   31                                                            
CONECT    7   39                                                            
CONECT    8    9   13                                                       
CONECT    9    8   22                                                       
CONECT   10   11   20                                                       
CONECT   11   10   21                                                       
CONECT   12   14   18                                                       
CONECT   13    8   33                                                       
CONECT   14   12   40                                                       
CONECT   15   19   25                                                       
CONECT   16   20   23                                                       
CONECT   17   24   31                                                       
CONECT   18    1    2   12                                                  
CONECT   19    3    4   15                                                  
CONECT   20   10   16   39                                                  
CONECT   21   11   23   26                                                  
CONECT   22    9   29   33   43                                             
CONECT   23   16   21   34                                                  
CONECT   24   17   27   35   44                                             
CONECT   25   15   34   41   45                                             
CONECT   26   21   27   28                                                  
CONECT   27   24   26   34                                                  
CONECT   28   26   32   40   46                                             
CONECT   29   22   35   36                                                  
CONECT   30   32   33   37                                                  
CONECT   31    5    6   17   42                                             
CONECT   32   28   30   35   38                                             
CONECT   33   13   22   30                                                  
CONECT   34   23   25   27                                                  
CONECT   35   24   29   32                                                  
CONECT   36   29                                                            
CONECT   37   30                                                            
CONECT   38   32                                                            
CONECT   39    7   20                                                       
CONECT   40   14   28                                                       
CONECT   41   25   42                                                       
CONECT   42   31   41                                                       
CONECT   43   22                                                            
CONECT   44   24                                                            
CONECT   45   25                                                            
CONECT   46   28                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  102    0
END

Synonyms

Value	Source
Fumitremorgin a, 5S-(5alpha,10beta,10abeta,14aalpha,15balpha)-isomer	MeSH

Molecular Formula

C₃₂H₄₁N₃O₇

Average Mass

579.694

Monoisotopic Mass

579.294450672

IUPAC Name

(9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-[(3-methylbut-2-en-1-yl)oxy]-9-(2-methylprop-1-en-1-yl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.0^{2,7}.0^{8,25}.0^{15,23}.0^{17,21}]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@@]1(O)N(C2=O)[C@@]2([H])CC(C)(C)OO[C@]([H])(C=C(C)C)N3C4=C(C=CC(OC)=C4)C(=C23)[C@]1([H])OCC=C(C)C

InChI Identifier

InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1

InChI Key

ACGHJVZDNQZJOV-BMOJZYMJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Anisole
Dioxopiperazine
2,5-dioxopiperazine
Alkyl aryl ether
N-alkylpiperazine
1,4-diazinane
Piperazine
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Pyrrolidine
Pyrrole
Carboxamide group
Lactam
Dialkyl peroxide
Azacycle
Ether
Oxacycle
Dialkyl ether
Carboxylic acid derivative
Alkanolamine
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:72766 )
organic heterohexacyclic compound (CHEBI:72766 )
indole alkaloid (CHEBI:72766 )
diol (CHEBI:72766 )
organic peroxide (CHEBI:72766 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.08 g/L	ALOGPS
logP	3.03	ALOGPS
logP	4.43	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	10.13	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	102.7 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	156.9 m³·mol⁻¹	ChemAxon
Polarizability	63.87 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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	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

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	5	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

C00011296

Chemspider ID

96882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

107713

PDB ID

Not Available

ChEBI ID

72766

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Fumitremorgin A (MMDBc0018627)

MOL for #<Metabolite:0x00007fecb1ea1aa0>

3D MOL for #<Metabolite:0x00007fecb1ea1aa0>

3D SDF for #<Metabolite:0x00007fecb1ea1aa0>

3D-SDF for #<Metabolite:0x00007fecb1ea1aa0>

PDB for #<Metabolite:0x00007fecb1ea1aa0>

3D PDB for #<Metabolite:0x00007fecb1ea1aa0>

SMILES for #<Metabolite:0x00007fecb1ea1aa0>

INCHI for #<Metabolite:0x00007fecb1ea1aa0>

Structure for #<Metabolite:0x00007fecb1ea1aa0>

3D Structure for #<Metabolite:0x00007fecb1ea1aa0>