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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:14:34 UTC

Update Date

2021-09-26 22:58:09 UTC

HMDB ID

HMDB0248072

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ajmalicine

Description

methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor. Based on a literature review very few articles have been published on methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ajmalicine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ajmalicine 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


  Mrv1533004171514292D          

 26 30  0  0  0  0            999 V2000
    3.1037   -1.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316   -1.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1805   -2.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0978   -3.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -3.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0151   -4.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535   -4.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814   -5.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -4.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025   -5.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131   -5.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2515   -5.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0620   -5.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3342   -4.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239   -3.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269   -3.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7048   -3.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4509   -3.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5191   -4.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411   -4.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950   -4.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852   -4.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362   -3.9080    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
  3  5  1  0  0  0  0
  5  6  2  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 16 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 10 26  1  0  0  0  0
M  END

HMDB0248072
     RDKit          3D
Ajmalicine
 50 54  0  0  0  0  0  0  0  0999 V2000
   -4.3850   -4.4956    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467   -3.1122   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -2.3479    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -2.8727    1.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -0.9596    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0198   -0.4281   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.8931   -1.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    1.7746   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205    3.1386   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.3112    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    2.0513    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.3471    1.0766 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    2.1916    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.4690    1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791    0.4270    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.2891    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582   -1.1315   -0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5898   -0.9848   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5488   -1.5824   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.2105   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3011   -0.2252   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563    0.3771   -0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261    0.0170   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.0026    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -0.4894   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688   -0.1657    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3656   -4.7081    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697   -5.0477   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -4.8447    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8725   -1.0354   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    1.8911   -1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849    3.0820    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    3.6422   -1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    3.7786    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7011    1.6717    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    2.3300   -0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    3.0263    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1896    3.0015    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.6732    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    2.2204    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636    0.9494    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6675   -1.8243   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2373   -2.3730   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6193   -1.6984   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581    0.0317   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636    1.1533    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -0.6212    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    0.0594   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5934   -1.5774   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7650   -0.4808    1.5796 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 26 10  1  0
 24 12  1  0
 23 15  1  0
 23 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
M  END


  Mrv1533004171514292D          

 26 30  0  0  0  0            999 V2000
    3.1037   -1.1001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316   -1.8790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3700   -2.5041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1805   -2.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0978   -3.2829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2873   -3.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0151   -4.2154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5535   -4.8405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814   -5.6193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3641   -4.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9025   -5.3119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131   -5.1582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2515   -5.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0620   -5.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3342   -4.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -4.2256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239   -3.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269   -3.7096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7048   -3.2395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4509   -3.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5191   -4.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8411   -4.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0950   -4.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9852   -4.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4468   -3.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362   -3.9080    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
  3  5  1  0  0  0  0
  5  6  2  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
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  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  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 15 23  1  0  0  0  0
 18 23  1  0  0  0  0
 16 24  1  0  0  0  0
 12 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
  5 26  1  0  0  0  0
 10 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248072

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1=COC(C)C2CN3CCC4=C(NC5=CC=CC=C45)C3CC12

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3

> <INCHI_KEY>
GRTOGORTSDXSFK-UHFFFAOYSA-N

> <FORMULA>
C21H24N2O3

> <MOLECULAR_WEIGHT>
352.434

> <EXACT_MASS>
352.178692641

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14931386456516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

> <ALOGPS_LOGP>
3.41

> <JCHEM_LOGP>
2.5527263909999993

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.37471266895661

> <JCHEM_PKA_STRONGEST_BASIC>
7.330841264046228

> <JCHEM_POLAR_SURFACE_AREA>
54.56

> <JCHEM_REFRACTIVITY>
99.83640000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ajmalicine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248072
     RDKit          3D
Ajmalicine
 50 54  0  0  0  0  0  0  0  0999 V2000
   -4.3850   -4.4956    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467   -3.1122   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -2.3479    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -2.8727    1.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -0.9596    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0198   -0.4281   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.8931   -1.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    1.7746   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205    3.1386   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.3112    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    2.0513    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.3471    1.0766 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    2.1916    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.4690    1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791    0.4270    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.2891    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582   -1.1315   -0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5898   -0.9848   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5488   -1.5824   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.2105   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3011   -0.2252   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563    0.3771   -0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261    0.0170   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.0026    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -0.4894   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688   -0.1657    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3656   -4.7081    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697   -5.0477   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -4.8447    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8725   -1.0354   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    1.8911   -1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849    3.0820    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    3.6422   -1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    3.7786    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7011    1.6717    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    2.3300   -0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    3.0263    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1896    3.0015    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.6732    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    2.2204    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636    0.9494    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6675   -1.8243   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2373   -2.3730   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6193   -1.6984   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581    0.0317   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636    1.1533    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -0.6212    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    0.0594   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5934   -1.5774   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7650   -0.4808    1.5796 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 26 10  1  0
 24 12  1  0
 23 15  1  0
 23 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
 19 43  1  0
 20 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       5.794  -2.054   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.286  -3.507   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.291  -4.674   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       7.804  -4.387   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.783  -6.128   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.270  -6.415   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.762  -7.869   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.767  -9.036   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.259 -10.489   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.280  -8.749   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.285  -9.916   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       8.798  -9.629   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0       9.803 -10.795   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.316 -10.508   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.824  -9.055   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.819  -7.888   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0      11.618  -6.571   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      13.117  -6.925   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.382  -6.047   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.775  -6.704   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.902  -8.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.637  -9.117   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.244  -8.459   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.306  -8.175   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.301  -7.008   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.788  -7.295   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   26                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   26                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   24                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   23                                                  
CONECT   16   15   17   24                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   18                                                  
CONECT   24   16   12   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25    5   10                                                  
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

COMPND    HMDB0248089
HETATM    1  C1  UNL     1      -4.095   4.163   1.444  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.190   2.780   1.188  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.065   2.110   0.668  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.073   2.838   0.484  1.00  0.00           O  
HETATM    5  C3  UNL     1      -3.095   0.683   0.381  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.197  -0.001   0.607  1.00  0.00           C  
HETATM    7  O3  UNL     1      -4.355  -1.363   0.375  1.00  0.00           O  
HETATM    8  C5  UNL     1      -3.357  -2.053  -0.360  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.443  -3.504   0.062  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.995  -1.504  -0.106  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.916  -2.060  -0.948  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.321  -1.398  -0.916  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.421  -2.074  -1.465  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.588  -1.193  -1.849  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.852  -0.173  -0.802  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.749   0.394  -0.199  1.00  0.00           C  
HETATM   17  N2  UNL     1       2.211   1.276   0.703  1.00  0.00           N  
HETATM   18  C13 UNL     1       3.551   1.300   0.706  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.506   2.019   1.431  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.833   1.770   1.153  1.00  0.00           C  
HETATM   21  C16 UNL     1       6.258   0.862   0.209  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.309   0.160  -0.499  1.00  0.00           C  
HETATM   23  C18 UNL     1       3.970   0.388  -0.242  1.00  0.00           C  
HETATM   24  C19 UNL     1       0.401  -0.045  -0.630  1.00  0.00           C  
HETATM   25  C20 UNL     1      -0.606   0.309   0.475  1.00  0.00           C  
HETATM   26  C21 UNL     1      -1.930   0.016  -0.148  1.00  0.00           C  
HETATM   27  H1  UNL     1      -4.804   4.658   0.718  1.00  0.00           H  
HETATM   28  H2  UNL     1      -3.069   4.562   1.298  1.00  0.00           H  
HETATM   29  H3  UNL     1      -4.390   4.429   2.478  1.00  0.00           H  
HETATM   30  H4  UNL     1      -5.082   0.510   1.010  1.00  0.00           H  
HETATM   31  H5  UNL     1      -3.586  -1.967  -1.442  1.00  0.00           H  
HETATM   32  H6  UNL     1      -3.761  -4.129  -0.817  1.00  0.00           H  
HETATM   33  H7  UNL     1      -4.199  -3.686   0.842  1.00  0.00           H  
HETATM   34  H8  UNL     1      -2.460  -3.820   0.456  1.00  0.00           H  
HETATM   35  H9  UNL     1      -1.748  -1.761   0.968  1.00  0.00           H  
HETATM   36  H10 UNL     1      -1.280  -2.104  -2.005  1.00  0.00           H  
HETATM   37  H11 UNL     1      -0.763  -3.130  -0.652  1.00  0.00           H  
HETATM   38  H12 UNL     1       1.097  -2.587  -2.410  1.00  0.00           H  
HETATM   39  H13 UNL     1       1.791  -2.841  -0.754  1.00  0.00           H  
HETATM   40  H14 UNL     1       3.479  -1.878  -1.953  1.00  0.00           H  
HETATM   41  H15 UNL     1       2.454  -0.726  -2.851  1.00  0.00           H  
HETATM   42  H16 UNL     1       1.634   1.877   1.332  1.00  0.00           H  
HETATM   43  H17 UNL     1       4.159   2.723   2.162  1.00  0.00           H  
HETATM   44  H18 UNL     1       6.596   2.323   1.709  1.00  0.00           H  
HETATM   45  H19 UNL     1       7.331   0.697   0.021  1.00  0.00           H  
HETATM   46  H20 UNL     1       5.573  -0.558  -1.244  1.00  0.00           H  
HETATM   47  H21 UNL     1       0.087   0.575  -1.509  1.00  0.00           H  
HETATM   48  H22 UNL     1      -0.393  -0.407   1.325  1.00  0.00           H  
HETATM   49  H23 UNL     1      -0.416   1.292   0.855  1.00  0.00           H  
HETATM   50  H24 UNL     1      -1.905   0.251  -1.257  1.00  0.00           H  
CONECT    1    2   27   28   29
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6    6   26
CONECT    6    7   30
CONECT    7    8
CONECT    8    9   10   31
CONECT    9   32   33   34
CONECT   10   11   26   35
CONECT   11   12   36   37
CONECT   12   13   24
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   16   23
CONECT   16   17   24
CONECT   17   18   42
CONECT   18   19   19   23
CONECT   19   20   43
CONECT   20   21   21   44
CONECT   21   22   45
CONECT   22   23   23   46
CONECT   24   25   47
CONECT   25   26   48   49
CONECT   26   50
END

HMDB0248072
     RDKit          3D
Ajmalicine
 50 54  0  0  0  0  0  0  0  0999 V2000
   -4.3850   -4.4956    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467   -3.1122   -0.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1898   -2.3479    0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3221   -2.8727    1.1482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0930   -0.9596    0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0198   -0.4281   -0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.8931   -1.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9192    1.7746   -0.7440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5205    3.1386   -0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    1.3112    0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    2.0513    0.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462    1.3471    1.0766 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3892    2.1916    1.1441 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6525    1.4690    1.6316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8791    0.4270    0.5790 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7767   -0.2891    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582   -1.1315   -0.7897 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5898   -0.9848   -0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5488   -1.5824   -1.7311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8839   -1.2105   -1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3011   -0.2252   -0.8065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3563    0.3771   -0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0261    0.0170   -0.0704 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4385   -0.0026    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6681   -0.4894   -0.2354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9688   -0.1657    0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3656   -4.7081    0.7884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3697   -5.0477   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5353   -4.8447    0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8725   -1.0354   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2096    1.8911   -1.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4849    3.0820    0.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7345    3.6422   -1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8539    3.7786    0.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7011    1.6717    1.3673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5693    2.3300   -0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9414    3.0263    0.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1896    3.0015    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6374    2.6732    0.1682 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4436    2.2204    1.6643 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4636    0.9494    2.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6675   -1.8243   -1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2373   -2.3730   -2.4263 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6193   -1.6984   -2.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3581    0.0317   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6636    1.1533    0.6665 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -0.6212    1.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6763    0.0594   -1.1769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5934   -1.5774   -0.3218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7650   -0.4808    1.5796 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 26 10  1  0
 24 12  1  0
 23 15  1  0
 23 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  6 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 17 42  1  0
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 20 44  1  0
 21 45  1  0
 22 46  1  0
 24 47  1  0
 25 48  1  0
 25 49  1  0
 26 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0,.0,.0,]henicosa-2(10),4,6,8,18-pentaene-19-carboxylic acid	Generator
19-Epiajmalicine	MeSH, HMDB
Lamuran	MeSH, HMDB
Ajmalicine, (3-beta,19beta)-isomer	MeSH, HMDB
Ajmalicine, (3beta,19alpha)-isomer	MeSH, HMDB
Ajmalicine, (hydrochloride(19beta,20alpha))-isomer	MeSH, HMDB
Ajmalicine, PO4(19alpha)-isomer	MeSH, HMDB
Akuammigine	MeSH
Raubasine HCL	MeSH, HMDB
Raubasine hydrochloride	MeSH, HMDB
Ajmalicine, (19alpha,20alpha)-isomer	MeSH, HMDB
Ajmalicine, hydrochloride(19alpha)-isomer	MeSH, HMDB
delta-Yohimbine	MeSH, HMDB
Tetrahydro-alstonine	MeSH, HMDB
Ajmalicine hydrochloride	MeSH, HMDB
Ajmalicine, (3beta,19alpha,20alpha)-isomer	MeSH, HMDB
Ajmalicine	MeSH, HMDB
Ajmalicine, (19beta)-isomer	MeSH, HMDB
Ajmalicine, (19beta,20alpha)-isomer	MeSH, HMDB
Raubasine	MeSH, HMDB
Rauvasan	MeSH, HMDB
Tetrahydroalstonine	MeSH, HMDB
Methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,18-pentaene-19-carboxylic acid	Generator, HMDB

Chemical Formula

C₂₁H₂₄N₂O₃

Average Molecular Weight

352.434

Monoisotopic Molecular Weight

352.178692641

IUPAC Name

methyl 16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate

Traditional Name

ajmalicine

CAS Registry Number

Not Available

SMILES

COC(=O)C1=COC(C)C2CN3CCC4=C(NC5=CC=CC=C45)C3CC12

InChI Identifier

InChI=1S/C21H24N2O3/c1-12-16-10-23-8-7-14-13-5-3-4-6-18(13)22-20(14)19(23)9-15(16)17(11-26-12)21(24)25-2/h3-6,11-12,15-16,19,22H,7-10H2,1-2H3

InChI Key

GRTOGORTSDXSFK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as yohimbine alkaloids. These are alkaloids containing the pentacyclic yohimban skeleton. The Yohimbinoid alkaloids contain a carbocyclic ring E arising through C-17 to C-18 bond formation in a corynantheine precursor.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Yohimbine alkaloids

Sub Class

Not Available

Direct Parent

Yohimbine alkaloids

Alternative Parents

Substituents

Ajmalicine-skeleton
18-oxayohimban
Corynanthean skeleton
Yohimbine alkaloid
Beta-carboline
Pyridoindole
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Benzenoid
Piperidine
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Heteroaromatic compound
Pyrrole
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid derivative
Azacycle
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organonitrogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	3.41	ALOGPS
logP	2.55	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	16.37	ChemAxon
pKa (Strongest Basic)	7.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.56 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	99.84 m³·mol⁻¹	ChemAxon
Polarizability	39.15 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]-	222.99	30932474
DeepCCS	[M+Na]+	198.217	30932474
AllCCS	[M+H]+	186.1	32859911
AllCCS	[M+H-H2O]+	183.3	32859911
AllCCS	[M+NH4]+	188.7	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	186.8	32859911
AllCCS	[M+Na-2H]-	186.5	32859911
AllCCS	[M+HCOO]-	186.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.5606 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.41 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ajmalicine,1TMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C)C1=CC=CC=C41	3228.3	Semi standard non polar	33892256
Ajmalicine,1TMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C)C1=CC=CC=C41	2908.4	Standard non polar	33892256
Ajmalicine,1TMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C)C1=CC=CC=C41	3854.7	Standard polar	33892256
Ajmalicine,1TBDMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C41	3365.9	Semi standard non polar	33892256
Ajmalicine,1TBDMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C41	3101.5	Standard non polar	33892256
Ajmalicine,1TBDMS,isomer #1	COC(=O)C1=COC(C)C2CN3CCC4=C(C3CC12)N([Si](C)(C)C(C)(C)C)C1=CC=CC=C41	3940.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ajmalicine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00e9-0895000000-e563c0154e65ac6c799d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ajmalicine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ajmalicine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ajmalicine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ajmalicine 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 - Ajmalicine 6V, Positive-QTOF	splash10-004i-0940000000-98be36b106375d7fc7da	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-cd071cf095e0237b74f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-4bb02e96c74232c058c2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-014i-9500000000-1e96cb457f8c91498aec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-f00243e52baff434ad2b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-004i-1900000000-deb8d54b3ea4eedadb5d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-ef9eb684c5ada893a7ee	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0219000000-809fdb92b446adff748d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-066r-0950000000-cf8708c6f94b5af05d5b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0409000000-ab8129159907732e561c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-1466ebb012a006a2374d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-b2c48e3802b185025b8e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-9231853df07362fe4d28	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-f2f2c64c0e5b954dba95	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-004i-0910000000-38e91660539fc8ebb167	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Negative-QTOF	splash10-0udi-0239000000-c8ff565937d7437e93dd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udl-0619000000-310f681cd910c5bcc3cb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udl-0619000000-52eadbe3fc4a73d79050	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-577be15ea9319ec33678	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-0899e5d135935629c0c9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udi-0009000000-08e084f0e782b4f57deb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udl-0619000000-e629d6156728a64ee6e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-88931492f3ad3195e007	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0006-0900000000-3144bb796c171b2eb736	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Ajmalicine 6V, Positive-QTOF	splash10-0udl-0619000000-bd27a101ac37fedba11e	2021-09-20	HMDB team, MONA	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

220386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

251561

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 Ajmalicine (HMDB0248072)

MOL for HMDB0248072 (Ajmalicine)

3D MOL for HMDB0248072 (Ajmalicine)

3D SDF for HMDB0248072 (Ajmalicine)

3D-SDF for HMDB0248072 (Ajmalicine)

PDB for HMDB0248072 (Ajmalicine)

3D PDB for HMDB0248072 (Ajmalicine)

SMILES for HMDB0248072 (Ajmalicine)

INCHI for HMDB0248072 (Ajmalicine)

Structure for HMDB0248072 (Ajmalicine)

3D Structure for HMDB0248072 (Ajmalicine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra