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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:24 UTC

Update Date

2022-03-07 02:52:28 UTC

HMDB ID

HMDB0030198

Secondary Accession Numbers

HMDB30198

Metabolite Identification

Common Name

(-)-Folicanthine

Description

(-)-Folicanthine belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. Based on a literature review a significant number of articles have been published on (-)-Folicanthine.

Structure

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


  Mrv0541 02241210492D          

 28 33  0  0  0  0            999 V2000
   -2.8613   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477   -1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476    1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476    0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163    1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163    2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 28  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
M  END

HMDB0030198
     RDKit          3D
(-)-Folicanthine
 58 63  0  0  0  0  0  0  0  0999 V2000
    1.0340   -3.3768   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -1.9957   -0.9702 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.6002   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -0.0908   -2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9579    0.2109   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215    0.6284   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    1.9082   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701    1.8260   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268    0.6150   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -0.0605   -2.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405   -0.2405   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -0.9153    0.2502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -2.1888    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6577   -0.0318    1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0592    2.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210    0.8516    3.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838    1.7648    3.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    1.8008    1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    0.8890    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506    1.0597   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5201    2.3072   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    2.8301    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609    2.2061    1.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1896    0.9784    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814    0.3828    1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -0.8716    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -1.5728    2.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -1.1359   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -3.3970   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -4.0351   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -3.7476    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572   -2.0784   -2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -1.9138   -3.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    0.1334   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819    0.4656   -3.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    2.7904   -0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0678    2.1285   -2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.9315   -2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130    2.6837   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124   -0.1692   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    0.4583   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.1028   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -0.9842   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -1.9536    0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6526   -2.6566    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -2.8771   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018   -0.7893    2.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.8419    4.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    2.4865    3.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.5709    1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475    2.7970   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    3.7907    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    2.6156    2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4495    0.4515    2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413   -2.2582    2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.1465    1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284   -0.9053    3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682   -1.2497   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28  2  1  0
 28  5  1  0
 11  6  1  0
 19 14  1  0
 25 20  1  0
 19  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
M  END


  Mrv0541 02241210492D          

 28 33  0  0  0  0            999 V2000
   -2.8613   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8613   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477   -1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1477   -0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286   -0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8613    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476    1.7270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4286    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1476    0.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163    1.7270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    1.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4299    0.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135    2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7163    2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7135   -2.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  7  8  1  0  0  0  0
  7 25  1  0  0  0  0
  8 10  1  0  0  0  0
  8  9  1  0  0  0  0
  9 12  1  0  0  0  0
  9 21  1  0  0  0  0
 10 11  1  0  0  0  0
 10 28  1  0  0  0  0
 11 12  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  2  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 17 21  1  0  0  0  0
 19 20  1  0  0  0  0
 19 26  1  0  0  0  0
 20 22  1  0  0  0  0
 20 21  1  0  0  0  0
 21 24  1  0  0  0  0
 22 23  1  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030198

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C24H30N4/c1-25-15-13-23(17-9-5-7-11-19(17)27(3)21(23)25)24-14-16-26(2)22(24)28(4)20-12-8-6-10-18(20)24/h5-12,21-22H,13-16H2,1-4H3

> <INCHI_KEY>
UEOHDZULNTUKEK-UHFFFAOYSA-N

> <FORMULA>
C24H30N4

> <MOLECULAR_WEIGHT>
374.5218

> <EXACT_MASS>
374.24704698

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
42.43037624585425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3a-{1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl}-1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole

> <ALOGPS_LOGP>
3.74

> <JCHEM_LOGP>
4.117419901333333

> <ALOGPS_LOGS>
-3.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
7.846023821044289

> <JCHEM_POLAR_SURFACE_AREA>
12.96

> <JCHEM_REFRACTIVITY>
116.37779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.83e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
folicanthine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030198
     RDKit          3D
(-)-Folicanthine
 58 63  0  0  0  0  0  0  0  0999 V2000
    1.0340   -3.3768   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -1.9957   -0.9702 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.6002   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -0.0908   -2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9579    0.2109   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215    0.6284   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    1.9082   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701    1.8260   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268    0.6150   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -0.0605   -2.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405   -0.2405   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -0.9153    0.2502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -2.1888    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6577   -0.0318    1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0592    2.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210    0.8516    3.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838    1.7648    3.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    1.8008    1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    0.8890    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506    1.0597   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5201    2.3072   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    2.8301    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609    2.2061    1.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1896    0.9784    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814    0.3828    1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -0.8716    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -1.5728    2.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -1.1359   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -3.3970   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -4.0351   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -3.7476    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572   -2.0784   -2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -1.9138   -3.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    0.1334   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819    0.4656   -3.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    2.7904   -0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0678    2.1285   -2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.9315   -2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130    2.6837   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124   -0.1692   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    0.4583   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.1028   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -0.9842   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -1.9536    0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6526   -2.6566    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -2.8771   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018   -0.7893    2.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.8419    4.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    2.4865    3.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.5709    1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475    2.7970   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    3.7907    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    2.6156    2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4495    0.4515    2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413   -2.2582    2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.1465    1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284   -0.9053    3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682   -1.2497   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28  2  1  0
 28  5  1  0
 11  6  1  0
 19 14  1  0
 25 20  1  0
 19  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  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  C   UNK     0      -5.341  -0.914   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.341  -2.454   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.009  -3.224   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.669  -2.454   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.669  -0.914   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.009  -0.141   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -1.337  -3.224   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -0.003  -2.454   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.003  -0.914   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       1.332  -3.224   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       2.667  -2.454   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -0.914   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.341   0.914   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.341   2.454   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.009   3.224   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   2.454   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   0.914   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.009   0.141   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       1.332   3.224   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      -0.003   2.454   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.003   0.914   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      -1.337   3.224   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      -2.669   2.454   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.669   0.914   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.337  -4.764   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.332   4.764   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.337   4.764   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.332  -4.764   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6    9                                                  
CONECT    6    1    5                                                       
CONECT    7    4    8   25                                                  
CONECT    8    7   10    9                                                  
CONECT    9    5    8   12   21                                             
CONECT   10    8   11   28                                                  
CONECT   11   10   12                                                       
CONECT   12    9   11                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18   21                                                  
CONECT   18   13   17                                                       
CONECT   19   16   20   26                                                  
CONECT   20   19   22   21                                                  
CONECT   21    9   17   20   24                                             
CONECT   22   20   23   27                                                  
CONECT   23   22   24                                                       
CONECT   24   21   23                                                       
CONECT   25    7                                                            
CONECT   26   19                                                            
CONECT   27   22                                                            
CONECT   28   10                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   66    0
END

COMPND    HMDB0030198
HETATM    1  C1  UNL     1       1.034  -3.377  -0.840  1.00  0.00           C  
HETATM    2  N1  UNL     1       0.585  -1.996  -0.970  1.00  0.00           N  
HETATM    3  C2  UNL     1       0.965  -1.600  -2.352  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.229  -0.091  -2.279  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.958   0.211  -0.851  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.422   0.628  -0.534  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.706   1.908  -1.286  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.070   1.826  -1.861  1.00  0.00           C  
HETATM    9  N2  UNL     1      -2.627   0.615  -1.384  1.00  0.00           N  
HETATM   10  C8  UNL     1      -3.485  -0.060  -2.322  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.541  -0.241  -0.960  1.00  0.00           C  
HETATM   12  N3  UNL     1      -2.028  -0.915   0.250  1.00  0.00           N  
HETATM   13  C10 UNL     1      -2.717  -2.189   0.276  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.658  -0.032   1.302  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.159  -0.059   2.601  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.721   0.852   3.532  1.00  0.00           C  
HETATM   17  C14 UNL     1      -0.784   1.765   3.110  1.00  0.00           C  
HETATM   18  C15 UNL     1      -0.280   1.801   1.824  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.717   0.889   0.888  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.951   1.060  -0.153  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.520   2.307  -0.433  1.00  0.00           C  
HETATM   22  C19 UNL     1       3.406   2.830   0.486  1.00  0.00           C  
HETATM   23  C20 UNL     1       3.761   2.206   1.654  1.00  0.00           C  
HETATM   24  C21 UNL     1       3.190   0.978   1.910  1.00  0.00           C  
HETATM   25  C22 UNL     1       2.281   0.383   1.022  1.00  0.00           C  
HETATM   26  N4  UNL     1       1.578  -0.872   1.023  1.00  0.00           N  
HETATM   27  C23 UNL     1       1.205  -1.573   2.204  1.00  0.00           C  
HETATM   28  C24 UNL     1       1.416  -1.136  -0.307  1.00  0.00           C  
HETATM   29  H1  UNL     1       2.120  -3.397  -1.131  1.00  0.00           H  
HETATM   30  H2  UNL     1       0.523  -4.035  -1.589  1.00  0.00           H  
HETATM   31  H3  UNL     1       0.959  -3.748   0.185  1.00  0.00           H  
HETATM   32  H4  UNL     1       1.957  -2.078  -2.577  1.00  0.00           H  
HETATM   33  H5  UNL     1       0.278  -1.914  -3.108  1.00  0.00           H  
HETATM   34  H6  UNL     1       2.322   0.133  -2.460  1.00  0.00           H  
HETATM   35  H7  UNL     1       0.682   0.466  -3.027  1.00  0.00           H  
HETATM   36  H8  UNL     1      -0.677   2.790  -0.576  1.00  0.00           H  
HETATM   37  H9  UNL     1       0.068   2.128  -2.049  1.00  0.00           H  
HETATM   38  H10 UNL     1      -2.097   1.931  -2.970  1.00  0.00           H  
HETATM   39  H11 UNL     1      -2.713   2.684  -1.497  1.00  0.00           H  
HETATM   40  H12 UNL     1      -4.512  -0.169  -1.891  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.549   0.458  -3.299  1.00  0.00           H  
HETATM   42  H14 UNL     1      -3.143  -1.103  -2.551  1.00  0.00           H  
HETATM   43  H15 UNL     1      -1.393  -0.984  -1.713  1.00  0.00           H  
HETATM   44  H16 UNL     1      -3.812  -1.954   0.137  1.00  0.00           H  
HETATM   45  H17 UNL     1      -2.653  -2.657   1.281  1.00  0.00           H  
HETATM   46  H18 UNL     1      -2.349  -2.877  -0.510  1.00  0.00           H  
HETATM   47  H19 UNL     1      -2.902  -0.789   2.921  1.00  0.00           H  
HETATM   48  H20 UNL     1      -2.100   0.842   4.541  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.440   2.487   3.855  1.00  0.00           H  
HETATM   50  H22 UNL     1       0.469   2.571   1.570  1.00  0.00           H  
HETATM   51  H23 UNL     1       2.248   2.797  -1.341  1.00  0.00           H  
HETATM   52  H24 UNL     1       3.837   3.791   0.259  1.00  0.00           H  
HETATM   53  H25 UNL     1       4.453   2.616   2.373  1.00  0.00           H  
HETATM   54  H26 UNL     1       3.449   0.451   2.837  1.00  0.00           H  
HETATM   55  H27 UNL     1       2.041  -2.258   2.473  1.00  0.00           H  
HETATM   56  H28 UNL     1       0.270  -2.146   1.977  1.00  0.00           H  
HETATM   57  H29 UNL     1       1.028  -0.905   3.090  1.00  0.00           H  
HETATM   58  H30 UNL     1       2.468  -1.250  -0.760  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3   28
CONECT    3    4   32   33
CONECT    4    5   34   35
CONECT    5    6   20   28
CONECT    6    7   11   19
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   11
CONECT   10   40   41   42
CONECT   11   12   43
CONECT   12   13   14
CONECT   13   44   45   46
CONECT   14   15   15   19
CONECT   15   16   47
CONECT   16   17   17   48
CONECT   17   18   49
CONECT   18   19   19   50
CONECT   20   21   21   25
CONECT   21   22   51
CONECT   22   23   23   52
CONECT   23   24   53
CONECT   24   25   25   54
CONECT   25   26
CONECT   26   27   28
CONECT   27   55   56   57
CONECT   28   58
END

HMDB0030198
     RDKit          3D
(-)-Folicanthine
 58 63  0  0  0  0  0  0  0  0999 V2000
    1.0340   -3.3768   -0.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5854   -1.9957   -0.9702 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9654   -1.6002   -2.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2292   -0.0908   -2.2787 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9579    0.2109   -0.8507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4215    0.6284   -0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7064    1.9082   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0701    1.8260   -1.8614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268    0.6150   -1.3839 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4845   -0.0605   -2.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5405   -0.2405   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0276   -0.9153    0.2502 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7174   -2.1888    0.2756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6577   -0.0318    1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0592    2.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7210    0.8516    3.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7838    1.7648    3.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    1.8008    1.8237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    0.8890    0.8884 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9506    1.0597   -0.1528 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5201    2.3072   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056    2.8301    0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7609    2.2061    1.6535 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1896    0.9784    1.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814    0.3828    1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5776   -0.8716    1.0227 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -1.5728    2.2042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -1.1359   -0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -3.3970   -1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5228   -4.0351   -1.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9591   -3.7476    0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9572   -2.0784   -2.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2784   -1.9138   -3.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3223    0.1334   -2.4598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6819    0.4656   -3.0274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6769    2.7904   -0.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0678    2.1285   -2.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    1.9315   -2.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7130    2.6837   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5124   -0.1692   -1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5493    0.4583   -3.2988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1433   -1.1028   -2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3926   -0.9842   -1.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8121   -1.9536    0.1375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6526   -2.6566    1.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3491   -2.8771   -0.5097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9018   -0.7893    2.9207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1003    0.8419    4.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    2.4865    3.8552 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4690    2.5709    1.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2475    2.7970   -1.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8372    3.7907    0.2595 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4532    2.6156    2.3733 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4495    0.4515    2.8369 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0413   -2.2582    2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2700   -2.1465    1.9768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0284   -0.9053    3.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4682   -1.2497   -0.7596 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  5 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  1  0
 28  2  1  0
 28  5  1  0
 11  6  1  0
 19 14  1  0
 25 20  1  0
 19  6  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
 10 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 21 51  1  0
 22 52  1  0
 23 53  1  0
 24 54  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
 28 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₃₀N₄

Average Molecular Weight

374.5218

Monoisotopic Molecular Weight

374.24704698

IUPAC Name

3a-{1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indol-3a-yl}-1,8-dimethyl-1H,2H,3H,3aH,8H,8aH-pyrrolo[2,3-b]indole

Traditional Name

folicanthine

CAS Registry Number

Not Available

SMILES

CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1

InChI Identifier

InChI=1S/C24H30N4/c1-25-15-13-23(17-9-5-7-11-19(17)27(3)21(23)25)24-14-16-26(2)22(24)28(4)20-12-8-6-10-18(20)24/h5-12,21-22H,13-16H2,1-4H3

InChI Key

UEOHDZULNTUKEK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrroloindoles. Pyrroloindoles are compounds containing a pyrroloindole moiety, which is a tricyclic heterocycle which consists of a pyrrole ring fused to an indole. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Indole is a bicyclic compound consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyrroloindoles

Direct Parent

Pyrroloindoles

Alternative Parents

Substituents

Pyrroloindole
Indole
Dialkylarylamine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aminal (CHEBI:38974 )
calycanthaceous alkaloid (CHEBI:38974 )
organonitrogen heterocyclic compound (CHEBI:38974 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030198)
Cell membrane (HMDB: HMDB0030198)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030198)

Source

Endogenous

Endogenous (HMDB: HMDB0030198)

Plant

Plant (HMDB: HMDB0030198)

Exogenous

Food

Food (HMDB: HMDB0030198)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0030198)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	118 - 119 °C	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
Water Solubility	0.28 g/L	ALOGPS
logP	3.74	ALOGPS
logP	4.12	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.96 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	116.38 m³·mol⁻¹	ChemAxon
Polarizability	42.43 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	189.797	31661259
DarkChem	[M-H]-	184.961	31661259
DeepCCS	[M-2H]-	218.164	30932474
DeepCCS	[M+Na]+	193.344	30932474
AllCCS	[M+H]+	189.8	32859911
AllCCS	[M+H-H2O]+	187.0	32859911
AllCCS	[M+NH4]+	192.5	32859911
AllCCS	[M+Na]+	193.2	32859911
AllCCS	[M-H]-	203.5	32859911
AllCCS	[M+Na-2H]-	203.3	32859911
AllCCS	[M+HCOO]-	203.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.68 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6889 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.79 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	84.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1059.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	192.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	182.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	67.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	296.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	344.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	906.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	835.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	95.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	995.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	226.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	301.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	545.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	617.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	25.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Folicanthine	CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1	3759.3	Standard polar	33892256
(-)-Folicanthine	CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1	2988.8	Standard non polar	33892256
(-)-Folicanthine	CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1	2722.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Folicanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000y-1519000000-035a5e9cd57d25b8773a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Folicanthine 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 - (-)-Folicanthine 10V, Positive-QTOF	splash10-004i-0009000000-dd276a39bacccac49f64	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Positive-QTOF	splash10-004i-0009000000-2561967c694c3e7bc2d4	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Positive-QTOF	splash10-0a4i-9807000000-da4d8c7b98985eab8eab	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Negative-QTOF	splash10-00di-0209000000-eb7113937528f7ad117d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Negative-QTOF	splash10-00di-0109000000-cab37224d4913dfa62e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Negative-QTOF	splash10-00di-0905000000-eb9f489c0be6b5214143	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Negative-QTOF	splash10-00di-0009000000-60bd8237f5606427e8d7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Negative-QTOF	splash10-00di-0009000000-5398d5132c89588c6944	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Negative-QTOF	splash10-01bi-0922000000-3b95f3d5885431cc2e5c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Positive-QTOF	splash10-004i-0009000000-e2e0109d840b32d9b4ee	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Positive-QTOF	splash10-004i-0009000000-55aba48b7031ec3e6836	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Positive-QTOF	splash10-014l-1109000000-8883d14150437156fd96	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002016

KNApSAcK ID

Not Available

Chemspider ID

525277

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

604246

PDB ID

Not Available

ChEBI ID

38974

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

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

Showing metabocard for (-)-Folicanthine (HMDB0030198)

MOL for HMDB0030198 ((-)-Folicanthine)

3D MOL for HMDB0030198 ((-)-Folicanthine)

3D SDF for HMDB0030198 ((-)-Folicanthine)

3D-SDF for HMDB0030198 ((-)-Folicanthine)

PDB for HMDB0030198 ((-)-Folicanthine)

3D PDB for HMDB0030198 ((-)-Folicanthine)

SMILES for HMDB0030198 ((-)-Folicanthine)

INCHI for HMDB0030198 ((-)-Folicanthine)

Structure for HMDB0030198 ((-)-Folicanthine)

3D Structure for HMDB0030198 ((-)-Folicanthine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra