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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:53 UTC

Update Date

2022-03-07 02:52:29 UTC

HMDB ID

HMDB0030280

Secondary Accession Numbers

HMDB30280

Metabolite Identification

Common Name

(-)-Chimonanthine

Description

(-)-Chimonanthine 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 very few articles have been published on (-)-Chimonanthine.

Structure

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


  Mrv0541 02241214362D          

 26 31  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
  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
  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 26  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
 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 25  1  0  0  0  0
 23 24  1  0  0  0  0
M  END

HMDB0030280
     RDKit          3D
(-)-Chimonanthine
 52 57  0  0  0  0  0  0  0  0999 V2000
   -2.6086   -1.0457    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -0.1964    2.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056    1.1464    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    1.5952    1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2496    0.4577    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    0.3299   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    1.4012   -1.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022    2.5257   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.8874    0.6920 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    2.5995    1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664    0.6029    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -0.5562    1.0188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0946   -1.5864    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142   -2.9052   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -3.6693   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -3.1065   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -1.7916   -1.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123   -1.0394   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728    0.4187   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0949    1.3832   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960    1.0832   -2.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -0.2051   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -1.1826   -1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.8715   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -1.6746    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -0.7178    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.1141    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403   -0.6541    3.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -2.0442    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.1653    1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362    1.7462    2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095    1.6799    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    2.5629    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2931    1.6833   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9370    1.0501   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    2.8812   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3943   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    1.8488    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6040    3.3679    0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975    3.1244    2.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371    0.5849   -0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6347   -0.7710    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -3.3514    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -4.6897   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337   -3.7187   -2.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -1.4155   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    2.3976   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    1.8715   -2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -0.4339   -2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -2.2052   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -2.7013    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -1.1420    1.8292 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
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26  2  1  0
 26  5  1  0
 11  6  1  0
 18 13  1  0
 24 19  1  0
 18  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  1  0
M  END


  Mrv0541 02241214362D          

 26 31  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
  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
  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 26  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
 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 25  1  0  0  0  0
 23 24  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030280

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC2(C1NC1=C2C=CC=C1)C12CCN(C)C1NC1=C2C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H26N4/c1-25-13-11-21(15-7-3-5-9-17(15)23-19(21)25)22-12-14-26(2)20(22)24-18-10-6-4-8-16(18)22/h3-10,19-20,23-24H,11-14H2,1-2H3

> <INCHI_KEY>
HOYXPMHLHJOGHD-UHFFFAOYSA-N

> <FORMULA>
C22H26N4

> <MOLECULAR_WEIGHT>
346.4686

> <EXACT_MASS>
346.215746852

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
38.578074036214275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
3.51

> <JCHEM_LOGP>
2.8468884386666664

> <ALOGPS_LOGS>
-4.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.861890429830527

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.861890429830531

> <JCHEM_PKA_STRONGEST_BASIC>
7.580988007057345

> <JCHEM_POLAR_SURFACE_AREA>
30.54

> <JCHEM_REFRACTIVITY>
107.90819999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
chimonanthine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030280
     RDKit          3D
(-)-Chimonanthine
 52 57  0  0  0  0  0  0  0  0999 V2000
   -2.6086   -1.0457    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -0.1964    2.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056    1.1464    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    1.5952    1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2496    0.4577    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    0.3299   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    1.4012   -1.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022    2.5257   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.8874    0.6920 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    2.5995    1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664    0.6029    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -0.5562    1.0188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0946   -1.5864    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142   -2.9052   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -3.6693   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -3.1065   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -1.7916   -1.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123   -1.0394   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728    0.4187   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0949    1.3832   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960    1.0832   -2.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -0.2051   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -1.1826   -1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.8715   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -1.6746    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -0.7178    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.1141    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403   -0.6541    3.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -2.0442    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.1653    1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362    1.7462    2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095    1.6799    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    2.5629    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2931    1.6833   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9370    1.0501   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    2.8812   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3943   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    1.8488    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6040    3.3679    0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975    3.1244    2.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371    0.5849   -0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6347   -0.7710    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -3.3514    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -4.6897   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337   -3.7187   -2.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -1.4155   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    2.3976   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    1.8715   -2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -0.4339   -2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -2.2052   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -2.7013    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -1.1420    1.8292 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
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26  2  1  0
 26  5  1  0
 11  6  1  0
 18 13  1  0
 24 19  1  0
 18  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  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
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                                                       
CONECT    8    7   10    9                                                  
CONECT    9    5    8   12   21                                             
CONECT   10    8   11   26                                                  
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                                                       
CONECT   20   19   22   21                                                  
CONECT   21    9   17   20   24                                             
CONECT   22   20   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   21   23                                                       
CONECT   25   22                                                            
CONECT   26   10                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   62    0
END

COMPND    HMDB0030280
HETATM    1  C1  UNL     1      -2.609  -1.046   2.510  1.00  0.00           C  
HETATM    2  N1  UNL     1      -1.485  -0.196   2.273  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.806   1.146   1.928  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.469   1.595   1.293  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.250   0.458   0.388  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.925   0.330  -0.440  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.117   1.401  -1.442  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.702   2.526  -0.593  1.00  0.00           C  
HETATM    9  N2  UNL     1       2.069   1.887   0.692  1.00  0.00           N  
HETATM   10  C8  UNL     1       3.179   2.600   1.274  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.266   0.603   0.290  1.00  0.00           C  
HETATM   12  N3  UNL     1       2.390  -0.556   1.019  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.095  -1.586   0.045  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.514  -2.905  -0.121  1.00  0.00           C  
HETATM   15  C12 UNL     1       2.053  -3.669  -1.196  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.183  -3.106  -2.085  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.751  -1.792  -1.937  1.00  0.00           C  
HETATM   18  C15 UNL     1       1.212  -1.039  -0.868  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.473   0.419  -0.513  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.095   1.383  -1.265  1.00  0.00           C  
HETATM   21  C18 UNL     1      -3.196   1.083  -2.019  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.687  -0.205  -2.023  1.00  0.00           C  
HETATM   23  C20 UNL     1      -3.073  -1.183  -1.272  1.00  0.00           C  
HETATM   24  C21 UNL     1      -1.963  -0.872  -0.514  1.00  0.00           C  
HETATM   25  N4  UNL     1      -1.161  -1.675   0.379  1.00  0.00           N  
HETATM   26  C22 UNL     1      -0.559  -0.718   1.292  1.00  0.00           C  
HETATM   27  H1  UNL     1      -3.324  -1.114   1.673  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.140  -0.654   3.408  1.00  0.00           H  
HETATM   29  H3  UNL     1      -2.210  -2.044   2.824  1.00  0.00           H  
HETATM   30  H4  UNL     1      -2.610   1.165   1.164  1.00  0.00           H  
HETATM   31  H5  UNL     1      -2.036   1.746   2.822  1.00  0.00           H  
HETATM   32  H6  UNL     1       0.209   1.680   2.156  1.00  0.00           H  
HETATM   33  H7  UNL     1      -0.726   2.563   0.822  1.00  0.00           H  
HETATM   34  H8  UNL     1       0.293   1.683  -2.073  1.00  0.00           H  
HETATM   35  H9  UNL     1       1.937   1.050  -2.139  1.00  0.00           H  
HETATM   36  H10 UNL     1       2.670   2.881  -1.050  1.00  0.00           H  
HETATM   37  H11 UNL     1       1.074   3.394  -0.486  1.00  0.00           H  
HETATM   38  H12 UNL     1       3.949   1.849   1.535  1.00  0.00           H  
HETATM   39  H13 UNL     1       3.604   3.368   0.565  1.00  0.00           H  
HETATM   40  H14 UNL     1       2.797   3.124   2.173  1.00  0.00           H  
HETATM   41  H15 UNL     1       3.037   0.585  -0.546  1.00  0.00           H  
HETATM   42  H16 UNL     1       2.635  -0.771   2.029  1.00  0.00           H  
HETATM   43  H17 UNL     1       3.204  -3.351   0.588  1.00  0.00           H  
HETATM   44  H18 UNL     1       2.391  -4.690  -1.306  1.00  0.00           H  
HETATM   45  H19 UNL     1       0.834  -3.719  -2.919  1.00  0.00           H  
HETATM   46  H20 UNL     1       0.067  -1.415  -2.674  1.00  0.00           H  
HETATM   47  H21 UNL     1      -1.744   2.398  -1.267  1.00  0.00           H  
HETATM   48  H22 UNL     1      -3.691   1.872  -2.624  1.00  0.00           H  
HETATM   49  H23 UNL     1      -4.564  -0.434  -2.628  1.00  0.00           H  
HETATM   50  H24 UNL     1      -3.480  -2.205  -1.289  1.00  0.00           H  
HETATM   51  H25 UNL     1      -1.083  -2.701   0.320  1.00  0.00           H  
HETATM   52  H26 UNL     1       0.274  -1.142   1.829  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3   26
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   19   26
CONECT    6    7   11   18
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   11
CONECT   10   38   39   40
CONECT   11   12   41
CONECT   12   13   42
CONECT   13   14   14   18
CONECT   14   15   43
CONECT   15   16   16   44
CONECT   16   17   45
CONECT   17   18   18   46
CONECT   19   20   20   24
CONECT   20   21   47
CONECT   21   22   22   48
CONECT   22   23   49
CONECT   23   24   24   50
CONECT   24   25
CONECT   25   26   51
CONECT   26   52
END

HMDB0030280
     RDKit          3D
(-)-Chimonanthine
 52 57  0  0  0  0  0  0  0  0999 V2000
   -2.6086   -1.0457    2.5102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4853   -0.1964    2.2730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8056    1.1464    1.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    1.5952    1.2926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2496    0.4577    0.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9248    0.3299   -0.4402 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1166    1.4012   -1.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7022    2.5257   -0.5926 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687    1.8874    0.6920 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1788    2.5995    1.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664    0.6029    0.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -0.5562    1.0188 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0946   -1.5864    0.0448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5142   -2.9052   -0.1215 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0533   -3.6693   -1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -3.1065   -2.0853 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -1.7916   -1.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123   -1.0394   -0.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4728    0.4187   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0949    1.3832   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1960    1.0832   -2.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -0.2051   -2.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0727   -1.1826   -1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9633   -0.8715   -0.5142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -1.6746    0.3794 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -0.7178    1.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.1141    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1403   -0.6541    3.4081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2100   -2.0442    2.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6095    1.1653    1.1639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0362    1.7462    2.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2095    1.6799    2.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7255    2.5629    0.8215 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2931    1.6833   -2.0729 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9370    1.0501   -2.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6700    2.8812   -1.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739    3.3943   -0.4856 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9493    1.8488    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6040    3.3679    0.5654 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7975    3.1244    2.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0371    0.5849   -0.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6347   -0.7710    2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -3.3514    0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3915   -4.6897   -1.3061 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8337   -3.7187   -2.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -1.4155   -2.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7437    2.3976   -1.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6907    1.8715   -2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5642   -0.4339   -2.6280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800   -2.2052   -1.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -2.7013    0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2744   -1.1420    1.8292 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
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  5 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26  2  1  0
 26  5  1  0
 11  6  1  0
 18 13  1  0
 24 19  1  0
 18  6  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 10 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 20 47  1  0
 21 48  1  0
 22 49  1  0
 23 50  1  0
 25 51  1  0
 26 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Demethyl-calycanthidine	HMDB
1-Demethylcalycanthidine	HMDB
Chimonanthin	HMDB
Chimonanthine	HMDB
L-Chimonanthine	HMDB

Chemical Formula

C₂₂H₂₆N₄

Average Molecular Weight

346.4686

Monoisotopic Molecular Weight

346.215746852

IUPAC Name

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

Traditional Name

chimonanthine

CAS Registry Number

5545-89-1

SMILES

CN1CCC2(C1NC1=C2C=CC=C1)C12CCN(C)C1NC1=C2C=CC=C1

InChI Identifier

InChI=1S/C22H26N4/c1-25-13-11-21(15-7-3-5-9-17(15)23-19(21)25)22-12-14-26(2)20(22)24-18-10-6-4-8-16(18)22/h3-10,19-20,23-24H,11-14H2,1-2H3

InChI Key

HOYXPMHLHJOGHD-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
Dihydroindole
Secondary aliphatic/aromatic amine
Benzenoid
N-alkylpyrrolidine
Pyrrole
Pyrrolidine
Azacycle
Secondary amine
Hydrocarbon derivative
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

ring assembly (CHEBI:38955 )
calycanthaceous alkaloid (CHEBI:38955 )
pyrroloindole (CHEBI:38955 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030280)

Cellular substructure

Membrane (HMDB: HMDB0030280)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030280)

Source

Endogenous

Endogenous (HMDB: HMDB0030280)

Plant

Plant (HMDB: HMDB0030280)

Exogenous

Food

Food (HMDB: HMDB0030280)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	188 - 189 °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	0.028 g/L	ALOGPS
logP	3.51	ALOGPS
logP	2.85	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	15.86	ChemAxon
pKa (Strongest Basic)	7.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	30.54 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	107.91 m³·mol⁻¹	ChemAxon
Polarizability	38.58 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]+	182.08	31661259
DarkChem	[M-H]-	178.423	31661259
DeepCCS	[M-2H]-	210.851	30932474
DeepCCS	[M+Na]+	186.078	30932474
AllCCS	[M+H]+	185.3	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	188.2	32859911
AllCCS	[M+Na]+	189.0	32859911
AllCCS	[M-H]-	194.8	32859911
AllCCS	[M+Na-2H]-	194.3	32859911
AllCCS	[M+HCOO]-	193.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(-)-Chimonanthine	CN1CCC2(C1NC1=C2C=CC=C1)C12CCN(C)C1NC1=C2C=CC=C1	4202.1	Standard polar	33892256
(-)-Chimonanthine	CN1CCC2(C1NC1=C2C=CC=C1)C12CCN(C)C1NC1=C2C=CC=C1	3152.4	Standard non polar	33892256
(-)-Chimonanthine	CN1CCC2(C1NC1=C2C=CC=C1)C12CCN(C)C1NC1=C2C=CC=C1	2741.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(-)-Chimonanthine,1TMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3NC12	2950.8	Semi standard non polar	33892256
(-)-Chimonanthine,1TMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3NC12	3009.8	Standard non polar	33892256
(-)-Chimonanthine,2TMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3N([Si](C)(C)C)C12	2929.7	Semi standard non polar	33892256
(-)-Chimonanthine,2TMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3N([Si](C)(C)C)C12	3008.9	Standard non polar	33892256
(-)-Chimonanthine,1TBDMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C(C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3NC12	3160.9	Semi standard non polar	33892256
(-)-Chimonanthine,1TBDMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C(C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3NC12	3338.9	Standard non polar	33892256
(-)-Chimonanthine,2TBDMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C(C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C12	3324.9	Semi standard non polar	33892256
(-)-Chimonanthine,2TBDMS,isomer #1	CN1CCC2(C34CCN(C)C3N([Si](C)(C)C(C)(C)C)C3=CC=CC=C34)C3=CC=CC=C3N([Si](C)(C)C(C)(C)C)C12	3578.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Chimonanthine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fz9-0839000000-e6dc51fe7686225cb76e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Chimonanthine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (-)-Chimonanthine 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 - (-)-Chimonanthine 10V, Positive-QTOF	splash10-0002-0009000000-ede6dda140966de044ba	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 20V, Positive-QTOF	splash10-0002-1009000000-5fc4e48dea2309927723	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 40V, Positive-QTOF	splash10-001r-6094000000-72a46e04248bd284193c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 10V, Negative-QTOF	splash10-0002-0209000000-f04b1a47b3ee880c297d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 20V, Negative-QTOF	splash10-0002-1109000000-036750f7127d1ff0f027	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 40V, Negative-QTOF	splash10-0avi-2934000000-45e537f8de9ae517804d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 10V, Positive-QTOF	splash10-0002-0009000000-37c95b847a9e45a22589	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 20V, Positive-QTOF	splash10-0002-0019000000-5f6508ee1c8e805d7483	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 40V, Positive-QTOF	splash10-0fdx-2695000000-2bc392ec5723c1849154	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 10V, Negative-QTOF	splash10-0002-0009000000-a5ed12fd7e24b3ac19f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 20V, Negative-QTOF	splash10-0002-0009000000-a5ed12fd7e24b3ac19f5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (-)-Chimonanthine 40V, Negative-QTOF	splash10-00di-0902000000-eaebb7fc5a7a7f5c48bf	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

FDB002115

KNApSAcK ID

C00026840

Chemspider ID

520787

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

599086

PDB ID

Not Available

ChEBI ID

38955

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 (-)-Chimonanthine (HMDB0030280)

MOL for HMDB0030280 ((-)-Chimonanthine)

3D MOL for HMDB0030280 ((-)-Chimonanthine)

3D SDF for HMDB0030280 ((-)-Chimonanthine)

3D-SDF for HMDB0030280 ((-)-Chimonanthine)

PDB for HMDB0030280 ((-)-Chimonanthine)

3D PDB for HMDB0030280 ((-)-Chimonanthine)

SMILES for HMDB0030280 ((-)-Chimonanthine)

INCHI for HMDB0030280 ((-)-Chimonanthine)

Structure for HMDB0030280 ((-)-Chimonanthine)

3D Structure for HMDB0030280 ((-)-Chimonanthine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra