MiMeDB: Showing metabocard for Fumitremorgin C (MMDBc0020457)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:34:08 UTC

Update Date

2024-04-30 19:35:35 UTC

Metabolite ID

MMDBc0020457

Metabolite Identification

Common Name

Fumitremorgin C

Description

Fumitremorgin C, also known as tryptoquivaline or SM-Q, belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Fumitremorgin C is produced by Aspergillus fumigatus and Neosartorya fischeri. Fumitremorgin C is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241221442D          

 28 32  0  0  1  0            999 V2000
    5.5187   -3.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5186   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -4.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -5.1661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5185   -5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5184   -6.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041   -5.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -5.5784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3751   -5.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -4.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -4.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551   -3.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -3.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -3.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -4.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -4.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -5.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -4.3409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0895   -6.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606   -6.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749   -7.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -5.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5026   -4.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177   -4.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21  2  1  1  0  0  0
  8 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END

HMDB0038642
     RDKit          3D
Fumitremorgin C
 53 57  0  0  0  0  0  0  0  0999 V2000
    7.1825   -1.0528    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783   -0.0880    1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.1952    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -1.2243   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -1.3310   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.3949   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.2498   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    0.8837   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.4000    0.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959    0.6415    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7520    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.2579   -0.8329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770    2.3466    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521    3.4020   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.6592   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265    4.4112    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.0677   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    0.0023    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9420    0.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.2430   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2848   -1.4440    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271   -2.8876    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9469   -3.4303    0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -2.3505   -0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -2.2776   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900   -3.1624   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9951   -1.0598   -1.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375   -0.9833   -1.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.1320    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317   -1.9994    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -0.6860    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169   -1.9516   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -2.1487   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.2589    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769    1.5668    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    1.6013   -1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    2.2297    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2191    2.7336   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    4.0564   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511    4.4492   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    5.1357    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2353    5.0184    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    3.9354    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -1.2144   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -1.2421    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053   -0.7392    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9763   -2.9048    2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -3.4994    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -3.7694    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858   -4.3224    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124   -1.1388   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -0.5854   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -2.0434   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 28  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  6
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
M  END


  Mrv0541 02241221442D          

 28 32  0  0  1  0            999 V2000
    5.5187   -3.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5186   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -4.3410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2330   -5.1661    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5185   -5.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5184   -6.4035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8041   -5.1659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0895   -5.5784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3751   -5.1659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -4.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5906   -4.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2551   -3.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4346   -3.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9497   -3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1291   -3.8269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2064   -3.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2852   -4.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056   -4.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5904   -5.4207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897   -3.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8042   -4.3409    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0895   -6.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3750   -6.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6606   -6.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3749   -7.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0176   -5.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5026   -4.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177   -4.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  0  0  0  0
  9 19  1  0  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  0  0  0  0
 21  2  1  1  0  0  0
  8 22  1  1  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
  4 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020457

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1

> <INCHI_KEY>
DBEYVIGIPJSTOR-FHWLQOOXSA-N

> <FORMULA>
C22H25N3O3

> <MOLECULAR_WEIGHT>
379.4522

> <EXACT_MASS>
379.189591681

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
42.52010047530972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.1129623283333334

> <ALOGPS_LOGS>
-2.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.79052044285027

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.106837658497426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6415973374064436

> <JCHEM_POLAR_SURFACE_AREA>
65.64000000000001

> <JCHEM_REFRACTIVITY>
106.56979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038642
     RDKit          3D
Fumitremorgin C
 53 57  0  0  0  0  0  0  0  0999 V2000
    7.1825   -1.0528    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783   -0.0880    1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.1952    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -1.2243   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -1.3310   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.3949   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.2498   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    0.8837   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.4000    0.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959    0.6415    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7520    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.2579   -0.8329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770    2.3466    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521    3.4020   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.6592   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265    4.4112    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.0677   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    0.0023    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9420    0.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.2430   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2848   -1.4440    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271   -2.8876    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9469   -3.4303    0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -2.3505   -0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -2.2776   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900   -3.1624   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9951   -1.0598   -1.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375   -0.9833   -1.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.1320    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317   -1.9994    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -0.6860    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169   -1.9516   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -2.1487   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.2589    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769    1.5668    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    1.6013   -1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    2.2297    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2191    2.7336   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    4.0564   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511    4.4492   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    5.1357    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2353    5.0184    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    3.9354    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -1.2144   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -1.2421    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053   -0.7392    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9763   -2.9048    2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -3.4994    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -3.7694    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858   -4.3224    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124   -1.1388   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -0.5854   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -2.0434   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 28  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  6
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      10.302  -5.793   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      10.301  -7.333   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      11.635  -8.103   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      11.635  -9.643   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.301 -10.413   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      10.301 -11.953   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0       8.968  -9.643   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       7.634 -10.413   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.300  -9.643   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.300  -8.103   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.836  -7.627   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.210  -6.220   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.678  -6.059   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.773  -7.305   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.241  -7.144   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.385  -5.737   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.399  -8.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.930  -8.873   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       4.835 -10.119   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       7.634  -7.333   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.968  -8.103   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.634 -11.953   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.300 -12.723   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.966 -11.953   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.300 -14.263   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.100 -10.119   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.005  -8.874   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.100  -7.628   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4   28                                                  
CONECT    4    3    5   26                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   21                                                  
CONECT    8    7    9   22                                                  
CONECT    9    8   10   19                                                  
CONECT   10    9   11   20                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   11   19                                                  
CONECT   19   18    9                                                       
CONECT   20   10   21                                                       
CONECT   21   20    7    2                                                  
CONECT   22    8   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    4   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27    3                                                       
MASTER        0    0    0    0    0    0    0    0   28    0   64    0
END

COMPND    HMDB0038642
HETATM    1  C1  UNL     1       7.182  -1.053   1.272  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.178  -0.088   1.501  1.00  0.00           O  
HETATM    3  C2  UNL     1       4.970  -0.195   0.828  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.732  -1.224  -0.058  1.00  0.00           C  
HETATM    5  C4  UNL     1       3.536  -1.331  -0.725  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.548  -0.395  -0.510  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.277  -0.250  -1.025  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.768   0.884  -0.427  1.00  0.00           C  
HETATM    9  N1  UNL     1       1.681   1.400   0.407  1.00  0.00           N  
HETATM   10  C8  UNL     1       2.796   0.642   0.387  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.994   0.752   1.057  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.630   1.258  -0.833  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.077   2.347   0.055  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.752   3.402  -0.304  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.178   3.659  -1.708  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.126   4.411   0.719  1.00  0.00           C  
HETATM   17  N2  UNL     1      -1.414   0.068  -0.759  1.00  0.00           N  
HETATM   18  C15 UNL     1      -2.558   0.002   0.086  1.00  0.00           C  
HETATM   19  O2  UNL     1      -2.850   0.942   0.871  1.00  0.00           O  
HETATM   20  C16 UNL     1      -3.363  -1.243  -0.036  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.285  -1.444   1.134  1.00  0.00           C  
HETATM   22  C18 UNL     1      -4.127  -2.888   1.538  1.00  0.00           C  
HETATM   23  C19 UNL     1      -2.947  -3.430   0.796  1.00  0.00           C  
HETATM   24  N3  UNL     1      -2.419  -2.350  -0.007  1.00  0.00           N  
HETATM   25  C20 UNL     1      -1.182  -2.278  -0.705  1.00  0.00           C  
HETATM   26  O3  UNL     1      -0.290  -3.162  -0.615  1.00  0.00           O  
HETATM   27  C21 UNL     1      -0.995  -1.060  -1.575  1.00  0.00           C  
HETATM   28  C22 UNL     1       0.437  -0.983  -1.985  1.00  0.00           C  
HETATM   29  H1  UNL     1       7.355  -1.132   0.197  1.00  0.00           H  
HETATM   30  H2  UNL     1       6.832  -1.999   1.732  1.00  0.00           H  
HETATM   31  H3  UNL     1       8.095  -0.686   1.827  1.00  0.00           H  
HETATM   32  H4  UNL     1       5.517  -1.952  -0.217  1.00  0.00           H  
HETATM   33  H5  UNL     1       3.354  -2.149  -1.425  1.00  0.00           H  
HETATM   34  H6  UNL     1       1.533   2.259   0.976  1.00  0.00           H  
HETATM   35  H7  UNL     1       4.177   1.567   1.755  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.578   1.601  -1.886  1.00  0.00           H  
HETATM   37  H9  UNL     1      -0.803   2.230   1.098  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.219   2.734  -2.317  1.00  0.00           H  
HETATM   39  H11 UNL     1      -3.228   4.056  -1.703  1.00  0.00           H  
HETATM   40  H12 UNL     1      -1.551   4.449  -2.156  1.00  0.00           H  
HETATM   41  H13 UNL     1      -2.876   5.136   0.343  1.00  0.00           H  
HETATM   42  H14 UNL     1      -1.235   5.018   1.010  1.00  0.00           H  
HETATM   43  H15 UNL     1      -2.485   3.935   1.670  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.880  -1.214  -1.002  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.324  -1.242   0.840  1.00  0.00           H  
HETATM   46  H18 UNL     1      -4.005  -0.739   1.940  1.00  0.00           H  
HETATM   47  H19 UNL     1      -3.976  -2.905   2.649  1.00  0.00           H  
HETATM   48  H20 UNL     1      -5.013  -3.499   1.243  1.00  0.00           H  
HETATM   49  H21 UNL     1      -2.173  -3.769   1.542  1.00  0.00           H  
HETATM   50  H22 UNL     1      -3.186  -4.322   0.194  1.00  0.00           H  
HETATM   51  H23 UNL     1      -1.612  -1.139  -2.499  1.00  0.00           H  
HETATM   52  H24 UNL     1       0.557  -0.585  -3.031  1.00  0.00           H  
HETATM   53  H25 UNL     1       0.820  -2.043  -2.037  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   32
CONECT    5    6    6   33
CONECT    6    7   10
CONECT    7    8    8   28
CONECT    8    9   12
CONECT    9   10   34
CONECT   10   11   11
CONECT   11   35
CONECT   12   13   17   36
CONECT   13   14   14   37
CONECT   14   15   16
CONECT   15   38   39   40
CONECT   16   41   42   43
CONECT   17   18   27
CONECT   18   19   19   20
CONECT   20   21   24   44
CONECT   21   22   45   46
CONECT   22   23   47   48
CONECT   23   24   49   50
CONECT   24   25
CONECT   25   26   26   27
CONECT   27   28   51
CONECT   28   52   53
END

HMDB0038642
     RDKit          3D
Fumitremorgin C
 53 57  0  0  0  0  0  0  0  0999 V2000
    7.1825   -1.0528    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1783   -0.0880    1.5006 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9700   -0.1952    0.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7322   -1.2243   -0.0580 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5360   -1.3310   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5479   -0.3949   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2768   -0.2498   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7679    0.8837   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6813    1.4000    0.4066 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7959    0.6415    0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    0.7520    1.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6301    1.2579   -0.8329 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0770    2.3466    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7521    3.4020   -0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777    3.6592   -1.7083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1265    4.4112    0.7193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4142    0.0677   -0.7588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    0.0023    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8501    0.9420    0.8710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3626   -1.2430   -0.0356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2848   -1.4440    1.1343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1271   -2.8876    1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9469   -3.4303    0.7964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4186   -2.3505   -0.0075 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1815   -2.2776   -0.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2900   -3.1624   -0.6148 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9951   -1.0598   -1.5748 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4375   -0.9833   -1.9852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3547   -1.1320    0.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8317   -1.9994    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0945   -0.6860    1.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5169   -1.9516   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3537   -2.1487   -1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5326    2.2589    0.9755 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1769    1.5668    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5778    1.6013   -1.8859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8032    2.2297    1.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2191    2.7336   -2.3174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283    4.0564   -1.7033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511    4.4492   -2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8760    5.1357    0.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2353    5.0184    1.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4849    3.9354    1.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8804   -1.2144   -1.0024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -1.2421    0.8402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0053   -0.7392    1.9403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9763   -2.9048    2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0128   -3.4994    1.2431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1729   -3.7694    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1858   -4.3224    0.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6124   -1.1388   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5572   -0.5854   -3.0306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8197   -2.0434   -2.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  8 12  1  0
 12 13  1  0
 13 14  2  3
 14 15  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
 11  3  1  0
 27 17  1  0
 10  6  1  0
 24 20  1  0
 28  7  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  4 32  1  0
  5 33  1  0
  9 34  1  0
 11 35  1  0
 12 36  1  6
 13 37  1  0
 15 38  1  0
 15 39  1  0
 15 40  1  0
 16 41  1  0
 16 42  1  0
 16 43  1  0
 20 44  1  6
 21 45  1  0
 21 46  1  0
 22 47  1  0
 22 48  1  0
 23 49  1  0
 23 50  1  0
 27 51  1  6
 28 52  1  0
 28 53  1  0
M  END

Synonyms

Value	Source
Tryptoquivaline	ChEBI
SM-Q	HMDB
Tryproquivaline L (9'r-(9'alpha(r*),9'abeta))-isomer	MeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4S(s)),9'abeta))-isomer	MeSH
Tryproquivaline N (2's-(2'alpha,9'alpha(r*),9'abeta))-isomer	MeSH
Tryproquivaline m (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH
Tryproquivaline D (2's-(2'alpha,9'alpha(4R(s)),9'abeta))-isomer	MeSH
Tryproquivaline L (9'r-(9'alpha(s*),9'abeta))-isomer	MeSH

Molecular Formula

C₂₂H₂₅N₃O₃

Average Mass

379.4522

Monoisotopic Mass

379.189591681

IUPAC Name

(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

Traditional Name

(1S,12S,15S)-7-methoxy-12-(2-methylprop-1-en-1-yl)-10,13,19-triazapentacyclo[11.7.0.0³,¹¹.0⁴,⁹.0¹⁵,¹⁹]icosa-3(11),4,6,8-tetraene-14,20-dione

CAS Registry Number

Not Available

SMILES

COC1=CC=C2C(NC3=C2C[C@@H]2N([C@H]3C=C(C)C)C(=O)[C@@H]3CCCN3C2=O)=C1

InChI Identifier

InChI=1S/C22H25N3O3/c1-12(2)9-18-20-15(14-7-6-13(28-3)10-16(14)23-20)11-19-21(26)24-8-4-5-17(24)22(27)25(18)19/h6-7,9-10,17-19,23H,4-5,8,11H2,1-3H3/t17-,18-,19-/m0/s1

InChI Key

DBEYVIGIPJSTOR-FHWLQOOXSA-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
Pyrrolidine
Pyrrole
Tertiary carboxylic acid amide
Heteroaromatic compound
Carboxamide group
Lactam
Azacycle
Ether
Carboxylic acid derivative
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:72763 )
organic heteropentacyclic compound (CHEBI:72763 )
indole alkaloid (CHEBI:72763 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.39 g/L	ALOGPS
logP	2.2	ALOGPS
logP	2.11	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	15.11	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	65.64 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	106.57 m³·mol⁻¹	ChemAxon
Polarizability	42.52 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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 (Non-derivatized) - 70eV, Positive	splash10-0w2a-8095000000-7194759fc8623292bdeb	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-0f0c39953390b4eda991	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-2119000000-673774e3d3fbffa8e334	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fu-9130000000-21de2d5497bc35a45a63	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-36a2fe9ac638e57b2fc2	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-7079000000-092c074c39d9e22324d6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gb9-9080000000-e123deaf8b2815821b01	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-bd5ffa7b6ba5e943ad00	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0009000000-5642131e191c150db5b4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00bi-3139000000-f79890b4f8399c58e00e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-478cc77e0dbfe3e7b7cb	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0009000000-16ac16601dba9cca9075	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-1229000000-742943f1d35328892cb7	2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0015463	Oxygen	Fumitremorgin C	Fumitremorgin C synthase	Synthesis	RHEA	34755880
MMDBr0015464	Fumitremorgin C	12alpha,13alpha-dihydroxyfumitremorgin C	Fumitremorgin C monooxygenase	Oxygenation	RHEA	34755880

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	3	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

HMDB0038642

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018037

KNApSAcK ID

C00011298

Chemspider ID

357779

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

403923

PDB ID

Not Available

ChEBI ID

72763

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 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Fumitremorgin C (MMDBc0020457)

MOL for #<Metabolite:0x0000564af1d3c858>

3D MOL for #<Metabolite:0x0000564af1d3c858>

3D SDF for #<Metabolite:0x0000564af1d3c858>

3D-SDF for #<Metabolite:0x0000564af1d3c858>

PDB for #<Metabolite:0x0000564af1d3c858>

3D PDB for #<Metabolite:0x0000564af1d3c858>

SMILES for #<Metabolite:0x0000564af1d3c858>

INCHI for #<Metabolite:0x0000564af1d3c858>

Structure for #<Metabolite:0x0000564af1d3c858>

3D Structure for #<Metabolite:0x0000564af1d3c858>