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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 19:34:36 UTC

Update Date

2021-09-26 22:48:54 UTC

HMDB ID

HMDB0242242

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(+)-3,4-Didehydrocoronaridine

Description

(+)-3,4-Didehydrocoronaridine belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond. Based on a literature review very few articles have been published on (+)-3,4-Didehydrocoronaridine. This compound has been identified in human blood as reported by (PMID: 31557052 ). (+)-3,4-didehydrocoronaridine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (+)-3,4-Didehydrocoronaridine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1533004241511362D          

 25 29  0  0  0  0            999 V2000
    1.2601   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419   -1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5345   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0280    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777    1.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.4192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961    1.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7346    1.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926    0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277   -0.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9191    0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5091    0.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3047    1.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5103    1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9203    1.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372    0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8834   -0.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436   -0.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -1.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5158   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 13 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 19 21  1  0  0  0  0
  3 21  1  0  0  0  0
  7 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

HMDB0242242
     RDKit          3D
(+)-3,4-Didehydrocoronaridine
 49 53  0  0  0  0  0  0  0  0999 V2000
   -3.7374   -2.0559   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338   -0.5424   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -0.1381   -0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.5931    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    0.4706    2.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7252   -1.0353    2.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.4820    0.9151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465   -2.3302    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2479   -1.7315    1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.6802    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.3767   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053    1.0529   -0.9533 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    0.4940   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    0.7772   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386   -0.0071   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -1.0784   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -1.3901    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9580   -0.5853   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.6829    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.8562   -0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762    1.9255   -1.5830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1309    3.0450   -0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052    4.2310   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    1.0796    1.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -0.5542   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498   -2.5467   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189   -2.2871   -2.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986   -2.4521   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -0.1975   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6544   -0.1667   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    1.2089    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3899    0.8588    2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -1.2376    3.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231   -1.5332    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -2.6917   -0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785   -3.2410    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0057   -2.5691    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.4302    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    1.8882   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2860    1.6169   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924    0.1876   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -1.6822   -0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722   -2.2343    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7058    5.0088   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    4.6391   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2687    4.1137   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789    2.1740    1.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.6465    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.0470   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 11 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 19 25  1  0
 25  3  1  0
 24  5  1  0
 25  7  1  0
 18 10  1  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
M  END


  Mrv1533004241511362D          

 25 29  0  0  0  0            999 V2000
    1.2601   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5419   -1.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5345   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0280    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5691    1.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4777    1.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1999    1.4192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8961    1.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7346    1.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0970    1.0939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926    0.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277   -0.1994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1247    0.2420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9191    0.0194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5091    0.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3047    1.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5103    1.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9203    1.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9372    0.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840    0.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1031    0.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8834   -0.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1436   -0.9988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -1.0919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5158   -1.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 10 18  1  0  0  0  0
 13 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  0  0  0  0
  5 20  1  0  0  0  0
 19 21  1  0  0  0  0
  3 21  1  0  0  0  0
  7 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242242

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=CC2CN3CCC4=C(NC5=CC=CC=C45)C(C2)(C13)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3

> <INCHI_KEY>
CMKFQVZJOWHHDV-UHFFFAOYSA-N

> <FORMULA>
C21H24N2O2

> <MOLECULAR_WEIGHT>
336.435

> <EXACT_MASS>
336.183778021

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.81951686540023

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.191242942666666

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.37114941596033

> <JCHEM_PKA_STRONGEST_BASIC>
7.486466578744895

> <JCHEM_POLAR_SURFACE_AREA>
45.33

> <JCHEM_REFRACTIVITY>
98.71149999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242242
     RDKit          3D
(+)-3,4-Didehydrocoronaridine
 49 53  0  0  0  0  0  0  0  0999 V2000
   -3.7374   -2.0559   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338   -0.5424   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -0.1381   -0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.5931    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    0.4706    2.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7252   -1.0353    2.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.4820    0.9151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465   -2.3302    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2479   -1.7315    1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.6802    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.3767   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053    1.0529   -0.9533 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    0.4940   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    0.7772   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386   -0.0071   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -1.0784   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -1.3901    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9580   -0.5853   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.6829    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.8562   -0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762    1.9255   -1.5830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1309    3.0450   -0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052    4.2310   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    1.0796    1.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -0.5542   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498   -2.5467   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189   -2.2871   -2.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986   -2.4521   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -0.1975   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6544   -0.1667   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    1.2089    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3899    0.8588    2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -1.2376    3.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231   -1.5332    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -2.6917   -0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785   -3.2410    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0057   -2.5691    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.4302    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    1.8882   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2860    1.6169   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924    0.1876   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -1.6822   -0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722   -2.2343    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7058    5.0088   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    4.6391   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2687    4.1137   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789    2.1740    1.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.6465    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.0470   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 11 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 19 25  1  0
 25  3  1  0
 24  5  1  0
 25  7  1  0
 18 10  1  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       2.352  -2.690   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.012  -1.932   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.998  -0.392   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.052   0.762   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.062   1.891   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.892   3.441   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       2.240   2.649   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       3.539   3.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.105   3.474   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.781   2.042   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.213   0.611   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       6.398  -0.372   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       7.699   0.452   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.182   0.036   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.284   1.113   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.902   2.605   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.419   3.020   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.318   1.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.616   0.354   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.770   1.639   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.059   0.818   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.516  -1.183   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.135  -1.864   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.796  -2.038   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.696  -3.575   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   21                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   21                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   18                                                  
CONECT   11   10   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   10   13                                                  
CONECT   19   11   20   21   22                                             
CONECT   20   19    5                                                       
CONECT   21   19    3    7                                                  
CONECT   22   19   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0242242
HETATM    1  C1  UNL     1      -3.737  -2.056  -1.369  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.634  -0.542  -1.252  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.711  -0.138  -0.171  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.030   0.593   0.892  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.017   0.471   2.016  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.725  -1.035   2.126  1.00  0.00           C  
HETATM    7  N1  UNL     1      -1.163  -1.482   0.915  1.00  0.00           N  
HETATM    8  C7  UNL     1      -0.046  -2.330   0.936  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.248  -1.731   1.409  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.668  -0.680   0.447  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.975   0.377  -0.139  1.00  0.00           C  
HETATM   12  N2  UNL     1       1.805   1.053  -0.953  1.00  0.00           N  
HETATM   13  C11 UNL     1       3.031   0.494  -0.939  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.231   0.777  -1.574  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.339  -0.007  -1.344  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.227  -1.078  -0.469  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.060  -1.390   0.177  1.00  0.00           C  
HETATM   18  C16 UNL     1       2.958  -0.585  -0.072  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.464   0.683   0.119  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.828   1.856  -0.688  1.00  0.00           C  
HETATM   21  O1  UNL     1      -1.676   1.926  -1.583  1.00  0.00           O  
HETATM   22  O2  UNL     1      -0.131   3.045  -0.413  1.00  0.00           O  
HETATM   23  C19 UNL     1      -0.405   4.231  -1.131  1.00  0.00           C  
HETATM   24  C20 UNL     1      -0.694   1.080   1.573  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.264  -0.554  -0.192  1.00  0.00           C  
HETATM   26  H1  UNL     1      -2.750  -2.547  -1.238  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.119  -2.287  -2.370  1.00  0.00           H  
HETATM   28  H3  UNL     1      -4.399  -2.452  -0.567  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.265  -0.198  -2.230  1.00  0.00           H  
HETATM   30  H5  UNL     1      -4.654  -0.167  -1.115  1.00  0.00           H  
HETATM   31  H6  UNL     1      -3.900   1.209   0.971  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.390   0.859   2.960  1.00  0.00           H  
HETATM   33  H8  UNL     1      -1.138  -1.238   3.041  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.723  -1.533   2.307  1.00  0.00           H  
HETATM   35  H10 UNL     1       0.136  -2.692  -0.112  1.00  0.00           H  
HETATM   36  H11 UNL     1      -0.279  -3.241   1.539  1.00  0.00           H  
HETATM   37  H12 UNL     1       2.006  -2.569   1.333  1.00  0.00           H  
HETATM   38  H13 UNL     1       1.266  -1.430   2.454  1.00  0.00           H  
HETATM   39  H14 UNL     1       1.549   1.888  -1.519  1.00  0.00           H  
HETATM   40  H15 UNL     1       4.286   1.617  -2.249  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.292   0.188  -1.825  1.00  0.00           H  
HETATM   42  H17 UNL     1       6.108  -1.682  -0.301  1.00  0.00           H  
HETATM   43  H18 UNL     1       3.972  -2.234   0.866  1.00  0.00           H  
HETATM   44  H19 UNL     1      -0.706   5.009  -0.376  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.491   4.639  -1.636  1.00  0.00           H  
HETATM   46  H21 UNL     1      -1.269   4.114  -1.819  1.00  0.00           H  
HETATM   47  H22 UNL     1      -0.679   2.174   1.701  1.00  0.00           H  
HETATM   48  H23 UNL     1       0.121   0.647   2.165  1.00  0.00           H  
HETATM   49  H24 UNL     1      -0.975  -1.047  -1.117  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4    4   25
CONECT    4    5   31
CONECT    5    6   24   32
CONECT    6    7   33   34
CONECT    7    8   25
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   11   18
CONECT   11   12   19
CONECT   12   13   39
CONECT   13   14   14   18
CONECT   14   15   40
CONECT   15   16   16   41
CONECT   16   17   42
CONECT   17   18   18   43
CONECT   19   20   24   25
CONECT   20   21   21   22
CONECT   22   23
CONECT   23   44   45   46
CONECT   24   47   48
CONECT   25   49
END

HMDB0242242
     RDKit          3D
(+)-3,4-Didehydrocoronaridine
 49 53  0  0  0  0  0  0  0  0999 V2000
   -3.7374   -2.0559   -1.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6338   -0.5424   -1.2517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7114   -0.1381   -0.1712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0298    0.5931    0.8924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0167    0.4706    2.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7252   -1.0353    2.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627   -1.4820    0.9151 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0465   -2.3302    0.9362 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2479   -1.7315    1.4087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6676   -0.6802    0.4473 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    0.3767   -0.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8053    1.0529   -0.9533 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310    0.4940   -0.9395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2313    0.7772   -1.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3386   -0.0071   -1.3438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272   -1.0784   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -1.3901    0.1770 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9580   -0.5853   -0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4636    0.6829    0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.8562   -0.6881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6762    1.9255   -1.5830 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1309    3.0450   -0.4129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4052    4.2310   -1.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6936    1.0796    1.5726 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2636   -0.5542   -0.1924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7498   -2.5467   -1.2383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1189   -2.2871   -2.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3986   -2.4521   -0.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2645   -0.1975   -2.2298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6544   -0.1667   -1.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9002    1.2089    0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3899    0.8588    2.9601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -1.2376    3.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7231   -1.5332    2.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361   -2.6917   -0.1120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2785   -3.2410    1.5392 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0057   -2.5691    1.3330 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2657   -1.4302    2.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5489    1.8882   -1.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2860    1.6169   -2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924    0.1876   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1080   -1.6822   -0.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9722   -2.2343    0.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7058    5.0088   -0.3755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4913    4.6391   -1.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2687    4.1137   -1.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6789    2.1740    1.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.6465    2.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9753   -1.0470   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  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
 11 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 19 25  1  0
 25  3  1  0
 24  5  1  0
 25  7  1  0
 18 10  1  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  4 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 12 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 17 43  1  0
 23 44  1  0
 23 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Catharanthine monohydrochloride, (2alpha,5beta,6alpha,18beta)-isomer	HMDB
Catharanthine sulfate, (2alpha,5beta,6alpha,18beta)-isomer	HMDB
Methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylic acid	HMDB
Methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0,.0,.0,]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylic acid	HMDB

Chemical Formula

C₂₁H₂₄N₂O₂

Average Molecular Weight

336.435

Monoisotopic Molecular Weight

336.183778021

IUPAC Name

methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate

Traditional Name

methyl 17-ethyl-3,13-diazapentacyclo[13.3.1.0²,¹⁰.0⁴,⁹.0¹³,¹⁸]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate

CAS Registry Number

Not Available

SMILES

CCC1=CC2CN3CCC4=C(NC5=CC=CC=C45)C(C2)(C13)C(=O)OC

InChI Identifier

InChI=1S/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3

InChI Key

CMKFQVZJOWHHDV-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ibogan-type alkaloids. These are indole alkaloids with a structure based on the ibogamine skeleton or a derivative thereof. Ibogamine is a pentacyclic heterocyclic compound consisting of an indole fused to an azepane-containing tricyclic moiety ring. Iboga alkaloids arise from the cyclization of a secodine-type precursor through the formation of a 16,21 bond.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ibogan-type alkaloids

Sub Class

Not Available

Direct Parent

Ibogan-type alkaloids

Alternative Parents

Substituents

Ibogan skeleton
Catharanthine skeleton
Pyrroloazepine
3-alkylindole
Indole
Indole or derivatives
Piperidinecarboxylic acid
Azepine
Aralkylamine
Benzenoid
Piperidine
Methyl ester
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.56	ALOGPS
logP	3.19	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	16.37	ChemAxon
pKa (Strongest Basic)	7.49	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	45.33 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	98.71 m³·mol⁻¹	ChemAxon
Polarizability	37.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	232.486	30932474
DeepCCS	[M+Na]+	208.775	30932474
AllCCS	[M+H]+	181.7	32859911
AllCCS	[M+H-H2O]+	178.8	32859911
AllCCS	[M+NH4]+	184.3	32859911
AllCCS	[M+Na]+	185.1	32859911
AllCCS	[M-H]-	185.7	32859911
AllCCS	[M+Na-2H]-	185.2	32859911
AllCCS	[M+HCOO]-	184.8	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.	5.79 minutes	32390414
Predicted by Siyang on May 30, 2022	11.6747 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.36 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2009.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	226.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	177.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	174.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	143.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	452.8 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	421.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	327.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	902.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	462.6 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	1337.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	312.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	302.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	189.8 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(+)-3,4-Didehydrocoronaridine	CCC1=CC2CN3CCC4=C(NC5=CC=CC=C45)C(C2)(C13)C(=O)OC	3899.9	Standard polar	33892256
(+)-3,4-Didehydrocoronaridine	CCC1=CC2CN3CCC4=C(NC5=CC=CC=C45)C(C2)(C13)C(=O)OC	2554.6	Standard non polar	33892256
(+)-3,4-Didehydrocoronaridine	CCC1=CC2CN3CCC4=C(NC5=CC=CC=C45)C(C2)(C13)C(=O)OC	2813.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(+)-3,4-Didehydrocoronaridine,1TMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	2846.8	Semi standard non polar	33892256
(+)-3,4-Didehydrocoronaridine,1TMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	2716.5	Standard non polar	33892256
(+)-3,4-Didehydrocoronaridine,1TMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	3625.8	Standard polar	33892256
(+)-3,4-Didehydrocoronaridine,1TBDMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	2980.0	Semi standard non polar	33892256
(+)-3,4-Didehydrocoronaridine,1TBDMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	2956.4	Standard non polar	33892256
(+)-3,4-Didehydrocoronaridine,1TBDMS,isomer #1	CCC1=CC2CN3CCC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)C(C(=O)OC)(C2)C13	3715.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-3,4-Didehydrocoronaridine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-5049000000-13385620786460b12e57	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (+)-3,4-Didehydrocoronaridine 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 6V, Positive-QTOF	splash10-000f-0903000000-79b4b1d331c0726cf4c8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 10V, Positive-QTOF	splash10-000i-0009000000-1cddba253168da18a276	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 20V, Positive-QTOF	splash10-000i-0019000000-7a05aca91937e9e41118	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 40V, Positive-QTOF	splash10-0006-0900000000-2a5a9af8c219cbeae15d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 10V, Negative-QTOF	splash10-000i-0009000000-feefd2093b1b97404034	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 20V, Negative-QTOF	splash10-000i-0009000000-11dfe5b47259e34955e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (+)-3,4-Didehydrocoronaridine 40V, Negative-QTOF	splash10-004j-0090000000-77c942d1434cc90f78ec	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

370512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Catharanthine

METLIN ID

Not Available

PubChem Compound

418553

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (+)-3,4-Didehydrocoronaridine (HMDB0242242)

MOL for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

3D MOL for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

3D SDF for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

3D-SDF for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

PDB for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

3D PDB for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

SMILES for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

INCHI for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

Structure for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

3D Structure for HMDB0242242 ((+)-3,4-Didehydrocoronaridine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra