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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:26:12 UTC

Update Date

2021-10-01 21:50:23 UTC

HMDB ID

HMDB0252522

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Fumigaclavine C

Description

Fumigaclavine C belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines. Based on a literature review a significant number of articles have been published on Fumigaclavine C. This compound has been identified in human blood as reported by (PMID: 31557052 ). Fumigaclavine c is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Fumigaclavine C is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004161514202D          

 27 30  0  0  0  0            999 V2000
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590   -1.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  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
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  2  0  0  0  0
  8 22  1  0  0  0  0
 11 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END

HMDB0252522
     RDKit          3D
Fumigaclavine C
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.1248    0.5761   -1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914   -0.4049   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -0.7672   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631   -2.2580   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1379   -0.4528    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -0.0085    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.8293    1.4865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.3828    1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    2.2738    2.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.6157    2.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0968    2.1140    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130    1.2054    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    0.8766    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5158    0.0141   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -0.6612   -1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -0.7014   -1.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.6158   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7202    0.4065   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731    1.5136   -0.2438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654    2.0226   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    3.2630   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.3996   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.6885    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -0.8753    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9563   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.7830   -0.1897 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827   -3.0211   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865    1.1580   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568    0.8100   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.9658   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -2.7067    0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3796   -2.6028   -1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -2.6292    0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0586   -0.8173    0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2907    0.6050    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -1.0347    1.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    1.0416    2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    2.6814    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    3.3235    3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1163    2.3390    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -0.0817   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -1.6899   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076   -0.9351   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    1.3128   -1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -0.0476   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166    3.8542   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9960    3.0500    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    3.9399   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382   -0.5162    1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305    0.0891    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -1.6517    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1999   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9004   -1.9965   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427   -2.8469    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897   -3.8677   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -3.2475   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -2.8980   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 14  6  2  0
 26 16  1  0
 13  8  1  0
 17 12  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

  Mrv1533004161514202D          

 27 30  0  0  0  0            999 V2000
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6887   -0.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8806   -1.2945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1590   -1.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3930   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  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
  6 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 15 22  2  0  0  0  0
  8 22  1  0  0  0  0
 11 22  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 23 26  1  0  0  0  0
 26 27  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252522

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CN(C)C2CC3=C(NC4=CC=CC(C2C1OC(C)=O)=C34)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3

> <INCHI_KEY>
OSICWVVWEXKSBD-UHFFFAOYSA-N

> <FORMULA>
C23H30N2O2

> <MOLECULAR_WEIGHT>
366.505

> <EXACT_MASS>
366.230728214

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
41.97131895092604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <ALOGPS_LOGP>
4.31

> <JCHEM_LOGP>
3.845861202333333

> <ALOGPS_LOGS>
-4.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.445370057063926

> <JCHEM_PKA_STRONGEST_BASIC>
8.390647861190763

> <JCHEM_POLAR_SURFACE_AREA>
45.33

> <JCHEM_REFRACTIVITY>
109.04649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252522
     RDKit          3D
Fumigaclavine C
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.1248    0.5761   -1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914   -0.4049   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -0.7672   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631   -2.2580   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1379   -0.4528    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -0.0085    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.8293    1.4865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.3828    1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    2.2738    2.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.6157    2.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0968    2.1140    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130    1.2054    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    0.8766    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5158    0.0141   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -0.6612   -1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -0.7014   -1.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.6158   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7202    0.4065   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731    1.5136   -0.2438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654    2.0226   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    3.2630   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.3996   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.6885    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -0.8753    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9563   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.7830   -0.1897 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827   -3.0211   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865    1.1580   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568    0.8100   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.9658   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -2.7067    0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3796   -2.6028   -1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -2.6292    0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0586   -0.8173    0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2907    0.6050    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -1.0347    1.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    1.0416    2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    2.6814    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    3.3235    3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1163    2.3390    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -0.0817   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -1.6899   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076   -0.9351   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    1.3128   -1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -0.0476   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166    3.8542   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9960    3.0500    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    3.9399   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382   -0.5162    1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305    0.0891    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -1.6517    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1999   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9004   -1.9965   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427   -2.8469    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897   -3.8677   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -3.2475   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -2.8980   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 14  6  2  0
 26 16  1  0
 13  8  1  0
 17 12  1  0
  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 15 41  1  0
 15 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 21 46  1  0
 21 47  1  0
 21 48  1  0
 23 49  1  0
 24 50  1  0
 24 51  1  0
 24 52  1  0
 25 53  1  0
 25 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.454  -0.000   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.121   3.850   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       7.454   6.160   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.788   3.850   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.179  -1.941   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.286  -1.465   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.644  -2.416   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.297  -3.405   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.734  -4.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   22                                                  
CONECT    9    8   10   23                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   22                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15    6   17                                                  
CONECT   17   16    2   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   15    8   11                                                  
CONECT   23    9   24   25   26                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   23   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   60    0
END

COMPND    HMDB0252522
HETATM    1  C1  UNL     1      -5.125   0.576  -1.713  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.291  -0.405  -1.450  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.939  -0.767  -0.053  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.763  -2.258  -0.020  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.138  -0.453   0.815  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.779  -0.008   0.403  1.00  0.00           C  
HETATM    7  N1  UNL     1      -2.826   0.829   1.487  1.00  0.00           N  
HETATM    8  C7  UNL     1      -1.621   1.383   1.663  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.039   2.274   2.543  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.295   2.616   2.396  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.097   2.114   1.406  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.513   1.205   0.505  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.813   0.877   0.667  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.516   0.014  -0.120  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.851  -0.661  -1.233  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.627  -0.701  -1.085  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.240   0.616  -0.607  1.00  0.00           C  
HETATM   18  C17 UNL     1       2.720   0.407  -0.433  1.00  0.00           C  
HETATM   19  O1  UNL     1       3.473   1.514  -0.244  1.00  0.00           O  
HETATM   20  C18 UNL     1       4.465   2.023  -1.064  1.00  0.00           C  
HETATM   21  C19 UNL     1       5.149   3.263  -0.627  1.00  0.00           C  
HETATM   22  O2  UNL     1       4.716   1.400  -2.116  1.00  0.00           O  
HETATM   23  C20 UNL     1       3.025  -0.689   0.554  1.00  0.00           C  
HETATM   24  C21 UNL     1       4.527  -0.875   0.580  1.00  0.00           C  
HETATM   25  C22 UNL     1       2.447  -1.956  -0.086  1.00  0.00           C  
HETATM   26  N2  UNL     1       1.031  -1.783  -0.190  1.00  0.00           N  
HETATM   27  C23 UNL     1       0.483  -3.021  -0.713  1.00  0.00           C  
HETATM   28  H1  UNL     1      -5.586   1.158  -0.921  1.00  0.00           H  
HETATM   29  H2  UNL     1      -5.357   0.810  -2.742  1.00  0.00           H  
HETATM   30  H3  UNL     1      -3.847  -0.966  -2.251  1.00  0.00           H  
HETATM   31  H4  UNL     1      -4.777  -2.707   0.050  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.380  -2.603  -1.022  1.00  0.00           H  
HETATM   33  H6  UNL     1      -3.180  -2.629   0.819  1.00  0.00           H  
HETATM   34  H7  UNL     1      -6.059  -0.817   0.280  1.00  0.00           H  
HETATM   35  H8  UNL     1      -5.291   0.605   1.015  1.00  0.00           H  
HETATM   36  H9  UNL     1      -5.105  -1.035   1.764  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.631   1.042   2.108  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.666   2.681   3.335  1.00  0.00           H  
HETATM   39  H12 UNL     1       0.759   3.323   3.095  1.00  0.00           H  
HETATM   40  H13 UNL     1       2.116   2.339   1.245  1.00  0.00           H  
HETATM   41  H14 UNL     1      -1.096  -0.082  -2.171  1.00  0.00           H  
HETATM   42  H15 UNL     1      -1.205  -1.690  -1.440  1.00  0.00           H  
HETATM   43  H16 UNL     1       1.108  -0.935  -2.054  1.00  0.00           H  
HETATM   44  H17 UNL     1       1.133   1.313  -1.466  1.00  0.00           H  
HETATM   45  H18 UNL     1       3.064  -0.048  -1.427  1.00  0.00           H  
HETATM   46  H19 UNL     1       5.517   3.854  -1.490  1.00  0.00           H  
HETATM   47  H20 UNL     1       5.996   3.050   0.066  1.00  0.00           H  
HETATM   48  H21 UNL     1       4.469   3.940  -0.063  1.00  0.00           H  
HETATM   49  H22 UNL     1       2.638  -0.516   1.557  1.00  0.00           H  
HETATM   50  H23 UNL     1       5.031   0.089   0.757  1.00  0.00           H  
HETATM   51  H24 UNL     1       4.813  -1.652   1.323  1.00  0.00           H  
HETATM   52  H25 UNL     1       4.837  -1.200  -0.444  1.00  0.00           H  
HETATM   53  H26 UNL     1       2.900  -1.996  -1.103  1.00  0.00           H  
HETATM   54  H27 UNL     1       2.643  -2.847   0.509  1.00  0.00           H  
HETATM   55  H28 UNL     1       1.190  -3.868  -0.492  1.00  0.00           H  
HETATM   56  H29 UNL     1      -0.528  -3.247  -0.325  1.00  0.00           H  
HETATM   57  H30 UNL     1       0.389  -2.898  -1.810  1.00  0.00           H  
CONECT    1    2    2   28   29
CONECT    2    3   30
CONECT    3    4    5    6
CONECT    4   31   32   33
CONECT    5   34   35   36
CONECT    6    7   14   14
CONECT    7    8   37
CONECT    8    9    9   13
CONECT    9   10   38
CONECT   10   11   11   39
CONECT   11   12   40
CONECT   12   13   13   17
CONECT   13   14
CONECT   14   15
CONECT   15   16   41   42
CONECT   16   17   26   43
CONECT   17   18   44
CONECT   18   19   23   45
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   46   47   48
CONECT   23   24   25   49
CONECT   24   50   51   52
CONECT   25   26   53   54
CONECT   26   27
CONECT   27   55   56   57
END

HMDB0252522
     RDKit          3D
Fumigaclavine C
 57 60  0  0  0  0  0  0  0  0999 V2000
   -5.1248    0.5761   -1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2914   -0.4049   -1.4499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9388   -0.7672   -0.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7631   -2.2580   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1379   -0.4528    0.8152 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7795   -0.0085    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8259    0.8293    1.4865 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6206    1.3828    1.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386    2.2738    2.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2945    2.6157    2.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0968    2.1140    1.4065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5130    1.2054    0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8131    0.8766    0.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5158    0.0141   -0.1199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8512   -0.6612   -1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6271   -0.7014   -1.0848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2396    0.6158   -0.6074 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7202    0.4065   -0.4332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4731    1.5136   -0.2438 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4654    2.0226   -1.0636 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489    3.2630   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7156    1.3996   -2.1161 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246   -0.6885    0.5541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5274   -0.8753    0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4466   -1.9563   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0315   -1.7830   -0.1897 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4827   -3.0211   -0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5865    1.1580   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568    0.8100   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -0.9658   -2.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7770   -2.7067    0.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3796   -2.6028   -1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1799   -2.6292    0.8191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0586   -0.8173    0.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2907    0.6050    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1048   -1.0347    1.7636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6310    1.0416    2.1081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6656    2.6814    3.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    3.3235    3.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1163    2.3390    1.2454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0958   -0.0817   -2.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053   -1.6899   -1.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1076   -0.9351   -2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1327    1.3128   -1.4657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -0.0476   -1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166    3.8542   -1.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9960    3.0500    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687    3.9399   -0.0633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6382   -0.5162    1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0305    0.0891    0.7571 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8129   -1.6517    1.3234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8366   -1.1999   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9004   -1.9965   -1.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6427   -2.8469    0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1897   -3.8677   -0.4924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5276   -3.2475   -0.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3889   -2.8980   -1.8099 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
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 15 16  1  0
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 18 23  1  0
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 14  6  2  0
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 13  8  1  0
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  1 28  1  0
  1 29  1  0
  2 30  1  0
  4 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  5 36  1  0
  7 37  1  0
  9 38  1  0
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 18 45  1  0
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 27 56  1  0
 27 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4,6-Dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0,.0,]hexadeca-1(16),9,12,14-tetraen-3-yl acetic acid	HMDB
4,6-Dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetic acid	HMDB

Chemical Formula

C₂₃H₃₀N₂O₂

Average Molecular Weight

366.505

Monoisotopic Molecular Weight

366.230728214

IUPAC Name

4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

Traditional Name

4,6-dimethyl-10-(2-methylbut-3-en-2-yl)-6,11-diazatetracyclo[7.6.1.0²,⁷.0¹²,¹⁶]hexadeca-1(16),9,12,14-tetraen-3-yl acetate

CAS Registry Number

Not Available

SMILES

CC1CN(C)C2CC3=C(NC4=CC=CC(C2C1OC(C)=O)=C34)C(C)(C)C=C

InChI Identifier

InChI=1S/C23H30N2O2/c1-7-23(4,5)22-16-11-18-20(15-9-8-10-17(24-22)19(15)16)21(27-14(3)26)13(2)12-25(18)6/h7-10,13,18,20-21,24H,1,11-12H2,2-6H3

InChI Key

OSICWVVWEXKSBD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as clavines and derivatives. These are hydroxy and dehydro derivatives of 6,8-dimethylergolenes and the corresponding ergolines.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Clavines and derivatives

Direct Parent

Clavines and derivatives

Alternative Parents

Substituents

Clavine skeleton
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
3-alkylindole
Quinoline
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
Piperidine
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.31	ALOGPS
logP	3.85	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	16.45	ChemAxon
pKa (Strongest Basic)	8.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.05 m³·mol⁻¹	ChemAxon
Polarizability	41.97 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	224.031	30932474
DeepCCS	[M+Na]+	199.259	30932474
AllCCS	[M+H]+	191.7	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	194.0	32859911
AllCCS	[M+Na]+	194.7	32859911
AllCCS	[M-H]-	196.1	32859911
AllCCS	[M+Na-2H]-	196.2	32859911
AllCCS	[M+HCOO]-	196.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Fumigaclavine C	CC1CN(C)C2CC3=C(NC4=CC=CC(C2C1OC(C)=O)=C34)C(C)(C)C=C	3348.9	Standard polar	33892256
Fumigaclavine C	CC1CN(C)C2CC3=C(NC4=CC=CC(C2C1OC(C)=O)=C34)C(C)(C)C=C	2636.7	Standard non polar	33892256
Fumigaclavine C	CC1CN(C)C2CC3=C(NC4=CC=CC(C2C1OC(C)=O)=C34)C(C)(C)C=C	2770.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Fumigaclavine C,1TMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C)C(OC(C)=O)C(C)CN3C	2832.0	Semi standard non polar	33892256
Fumigaclavine C,1TMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C)C(OC(C)=O)C(C)CN3C	2699.9	Standard non polar	33892256
Fumigaclavine C,1TMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C)C(OC(C)=O)C(C)CN3C	3335.9	Standard polar	33892256
Fumigaclavine C,1TBDMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C(C)(C)C)C(OC(C)=O)C(C)CN3C	2957.6	Semi standard non polar	33892256
Fumigaclavine C,1TBDMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C(C)(C)C)C(OC(C)=O)C(C)CN3C	2926.9	Standard non polar	33892256
Fumigaclavine C,1TBDMS,isomer #1	C=CC(C)(C)C1=C2CC3C(C4=C2C(=CC=C4)N1[Si](C)(C)C(C)(C)C)C(OC(C)=O)C(C)CN3C	3412.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Fumigaclavine C GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gbc-2093000000-1edc6b0ee1f94492c831	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Fumigaclavine C GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 10V, Negative-QTOF	splash10-05fr-5009000000-b6f791e44f467ac9922b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 20V, Negative-QTOF	splash10-0a4i-3019000000-d22ba43423f7fb353b0a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 40V, Negative-QTOF	splash10-0zg3-2191000000-1282e8951182d39ab5a3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 10V, Positive-QTOF	splash10-0a4i-0069000000-b5f5c2165903613320b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 20V, Positive-QTOF	splash10-069r-0069000000-a48efa62106055872a8f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Fumigaclavine C 40V, Positive-QTOF	splash10-000i-0190000000-15bec592f7fe9f1b8759	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fumigaclavine C

METLIN ID

Not Available

PubChem Compound

75144606

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. Developmental and secondary metabolism regulator veA

General function:: Not Available
Specific function:: Component of the velvet transcription factor complex that controls sexual/asexual developmental ratio in response to light, promoting sexual development in the darkness while stimulating asexual sporulation under illumination (By similarity). The velvet complex hat acts as a global regulator for secondary metabolite gene expression (By similarity). Controls the expression of hundreds of genes, including those comprising more than a dozen known secondary metabolite gene clusters (PubMed:24116213). Controls the expression of the gliotoxin gene cluster (PubMed:23087369). Controls the expression of the fumagillin, fumitremorgin G, fumigaclavine C and glionitrin gene clusters (PubMed:24116213). The regulation of the fumagillin gene cluster and fumagillin production is performed through direct control of the expression of fumR (PubMed:24116213). Negatively regulates conidiation (PubMed:22970834, PubMed:23087369). Required for normal protease activity (PubMed:23087369).
Gene Name:: VEA
Uniprot ID:: E9RCK4
Molecular weight:: 63031.625

Showing metabocard for Fumigaclavine C (HMDB0252522)

MOL for HMDB0252522 (Fumigaclavine C)

3D MOL for HMDB0252522 (Fumigaclavine C)

3D SDF for HMDB0252522 (Fumigaclavine C)

3D-SDF for HMDB0252522 (Fumigaclavine C)

PDB for HMDB0252522 (Fumigaclavine C)

3D PDB for HMDB0252522 (Fumigaclavine C)

SMILES for HMDB0252522 (Fumigaclavine C)

INCHI for HMDB0252522 (Fumigaclavine C)

Structure for HMDB0252522 (Fumigaclavine C)

3D Structure for HMDB0252522 (Fumigaclavine C)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes