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Showing metabocard for (-)-Folicanthine (HMDB0030198)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:35:24 UTC
Update Date2022-03-07 02:52:28 UTC
HMDB IDHMDB0030198
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
Data?1563861952
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0030198 ((-)-Folicanthine)


  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
Download

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

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
Download

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


  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

$$$$
Download

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

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
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PDB for HMDB0030198 ((-)-Folicanthine)

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

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
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SMILES for HMDB0030198 ((-)-Folicanthine)

CN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C1
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INCHI for HMDB0030198 ((-)-Folicanthine)

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
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC24H30N4
Average Molecular Weight374.5218
Monoisotopic Molecular Weight374.24704698
IUPAC Name3a-{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 Namefolicanthine
CAS Registry NumberNot 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 KeyUEOHDZULNTUKEK-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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassPyrroloindoles
Direct ParentPyrroloindoles
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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point118 - 119 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP3.74ALOGPS
logP4.12ChemAxon
logS-3.1ALOGPS
pKa (Strongest Basic)7.85ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.96 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity116.38 m³·mol⁻¹ChemAxon
Polarizability42.43 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+189.79731661259
DarkChem[M-H]-184.96131661259
DeepCCS[M-2H]-218.16430932474
DeepCCS[M+Na]+193.34430932474
AllCCS[M+H]+189.832859911
AllCCS[M+H-H2O]+187.032859911
AllCCS[M+NH4]+192.532859911
AllCCS[M+Na]+193.232859911
AllCCS[M-H]-203.532859911
AllCCS[M+Na-2H]-203.332859911
AllCCS[M+HCOO]-203.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-FolicanthineCN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C13759.3Standard polar33892256
(-)-FolicanthineCN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C12988.8Standard non polar33892256
(-)-FolicanthineCN1CCC2(C1N(C)C1=C2C=CC=C1)C12CCN(C)C1N(C)C1=C2C=CC=C12722.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Folicanthine GC-MS (Non-derivatized) - 70eV, Positivesplash10-000y-1519000000-035a5e9cd57d25b8773a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-Folicanthine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Positive-QTOFsplash10-004i-0009000000-dd276a39bacccac49f642016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Positive-QTOFsplash10-004i-0009000000-2561967c694c3e7bc2d42016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Positive-QTOFsplash10-0a4i-9807000000-da4d8c7b98985eab8eab2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Negative-QTOFsplash10-00di-0209000000-eb7113937528f7ad117d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Negative-QTOFsplash10-00di-0109000000-cab37224d4913dfa62e72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Negative-QTOFsplash10-00di-0905000000-eb9f489c0be6b52141432016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Negative-QTOFsplash10-00di-0009000000-60bd8237f5606427e8d72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Negative-QTOFsplash10-00di-0009000000-5398d5132c89588c69442021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Negative-QTOFsplash10-01bi-0922000000-3b95f3d5885431cc2e5c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 10V, Positive-QTOFsplash10-004i-0009000000-e2e0109d840b32d9b4ee2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 20V, Positive-QTOFsplash10-004i-0009000000-55aba48b7031ec3e68362021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-Folicanthine 40V, Positive-QTOFsplash10-014l-1109000000-8883d14150437156fd962021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002016
KNApSAcK IDNot Available
Chemspider ID525277
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound604246
PDB IDNot Available
ChEBI ID38974
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .