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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:31:33 UTC

Update Date

2021-09-26 22:52:02 UTC

HMDB ID

HMDB0244362

Secondary Accession Numbers

None

Metabolite Identification

Common Name

11-Hydroxyyohimbine

Description

11-Hydroxyyohimbine 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 a small amount of articles have been published on 11-Hydroxyyohimbine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 11-hydroxyyohimbine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 11-Hydroxyyohimbine 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

  Mrv1652309102123312D          

 27 31  0  0  0  0            999 V2000
    5.3837   -2.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069   -1.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    0.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    1.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -0.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -0.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386   -0.8377    0.0000 O   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  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
  5 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 13 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 23 26  1  0  0  0  0
  6 27  1  0  0  0  0
M  END

HMDB0244362
     RDKit          3D
11-Hydroxyyohimbine
 53 57  0  0  0  0  0  0  0  0999 V2000
   -4.7357    3.0729    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3651    1.7612    1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    1.1532    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    1.8191   -0.1744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9203   -0.2159    1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -1.0820    0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2640   -0.7243    1.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2441   -0.8638   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403   -1.3698   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.9272   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115   -1.8645   -1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -1.5005   -0.8779 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7827   -2.0775   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -2.0574   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.6734    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -0.0719    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546    1.1460    0.8955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    1.3836    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    2.4878    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    2.4368    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413    3.5083    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408    1.2866    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4634    0.1733   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    0.2391    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.9139    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292   -0.0691    0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6933   -0.8076    0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183    3.5714    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    3.6861    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    3.0915   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.3108    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -2.1361    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323   -0.5949    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.2116   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1350   -1.3710   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0685   -2.4913   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -1.0048   -2.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.0846   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354   -1.9100   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -2.8953   -1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -1.5772   -2.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -3.1525   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103   -2.3606   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -2.7919    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739    1.8245    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526    3.3890    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255    3.4647    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2906    1.2570   -0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8760   -0.7250   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -1.7128    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3982    0.8680    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    0.1782    1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -1.8413    0.8674 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  1  0
 27  5  1  0
 27 10  1  0
 25 12  1  0
 24 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
M  END

  Mrv1652309102123312D          

 27 31  0  0  0  0            999 V2000
    5.3837   -2.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559   -1.7702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175   -1.1451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069   -1.2989    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2002   -0.2126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4723    0.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339    1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8512    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0407    0.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917    0.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533    1.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254    1.9803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360    2.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744    1.5090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850    1.6627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636   -0.1288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6414   -0.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386   -0.8377    0.0000 O   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  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
  5 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  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
 17 18  1  0  0  0  0
  9 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 13 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
 23 26  1  0  0  0  0
  6 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244362

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)C1C(O)CCC2CN3CCC4=C(NC5=C4C=CC(O)=C5)C3CC12

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O4/c1-27-21(26)19-15-9-17-20-14(13-4-3-12(24)8-16(13)22-20)6-7-23(17)10-11(15)2-5-18(19)25/h3-4,8,11,15,17-19,22,24-25H,2,5-7,9-10H2,1H3

> <INCHI_KEY>
MIUYYRGOYGWVDO-UHFFFAOYSA-N

> <FORMULA>
C21H26N2O4

> <MOLECULAR_WEIGHT>
370.449

> <EXACT_MASS>
370.189257325

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
41.50691009747797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 6,18-dihydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

> <ALOGPS_LOGP>
2.37

> <JCHEM_LOGP>
1.7950929383333334

> <ALOGPS_LOGS>
-2.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.684715009281248

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.525929426358102

> <JCHEM_PKA_STRONGEST_BASIC>
7.4646660414677575

> <JCHEM_POLAR_SURFACE_AREA>
85.79

> <JCHEM_REFRACTIVITY>
101.61190000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 6,18-dihydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244362
     RDKit          3D
11-Hydroxyyohimbine
 53 57  0  0  0  0  0  0  0  0999 V2000
   -4.7357    3.0729    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3651    1.7612    1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    1.1532    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    1.8191   -0.1744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9203   -0.2159    1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -1.0820    0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2640   -0.7243    1.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2441   -0.8638   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403   -1.3698   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.9272   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115   -1.8645   -1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -1.5005   -0.8779 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7827   -2.0775   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -2.0574   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.6734    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -0.0719    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546    1.1460    0.8955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    1.3836    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    2.4878    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    2.4368    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413    3.5083    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408    1.2866    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4634    0.1733   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    0.2391    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.9139    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292   -0.0691    0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6933   -0.8076    0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183    3.5714    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    3.6861    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    3.0915   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.3108    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -2.1361    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323   -0.5949    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.2116   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1350   -1.3710   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0685   -2.4913   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -1.0048   -2.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.0846   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354   -1.9100   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -2.8953   -1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -1.5772   -2.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -3.1525   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103   -2.3606   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -2.7919    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739    1.8245    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526    3.3890    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255    3.4647    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2906    1.2570   -0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8760   -0.7250   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -1.7128    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3982    0.8680    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    0.1782    1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -1.8413    0.8674 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  1  0
 27  5  1  0
 27 10  1  0
 25 12  1  0
 24 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0      10.050  -4.758   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.558  -3.304   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.553  -2.138   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.040  -2.425   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.061  -0.684   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.574  -0.397   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.082   1.057   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.077   2.224   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.564   1.937   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.056   0.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.543   0.196   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.538   1.363   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.025   1.076   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.019   2.243   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.527   3.697   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.041   3.984   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.046   2.817   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       8.559   3.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.599   1.648   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.726   0.113   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       4.225  -0.240   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.461  -0.765   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.068  -0.108   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.059   1.427   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.206   2.305   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.197  -0.985   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      12.579  -1.564   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7   27                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9    5   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14   21                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17    9                                                       
CONECT   19   14   20   25                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20   13                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   19                                                       
CONECT   26   23                                                            
CONECT   27    6                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   62    0
END

COMPND    HMDB0244362
HETATM    1  C1  UNL     1      -4.736   3.073   0.720  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.365   1.761   1.093  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.200   1.153   0.604  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.505   1.819  -0.174  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.920  -0.216   1.066  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.100  -1.082   0.627  1.00  0.00           C  
HETATM    7  O3  UNL     1      -5.264  -0.724   1.294  1.00  0.00           O  
HETATM    8  C5  UNL     1      -4.244  -0.864  -0.864  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.040  -1.370  -1.579  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.737  -0.927  -1.034  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.611  -1.865  -1.409  1.00  0.00           C  
HETATM   12  N1  UNL     1       0.645  -1.501  -0.878  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.783  -2.078  -1.448  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.972  -2.057  -0.513  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.121  -0.673   0.008  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.969  -0.072   0.469  1.00  0.00           C  
HETATM   17  N2  UNL     1       2.255   1.146   0.896  1.00  0.00           N  
HETATM   18  C13 UNL     1       3.567   1.384   0.736  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.351   2.488   1.022  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.697   2.437   0.742  1.00  0.00           C  
HETATM   21  O4  UNL     1       6.541   3.508   1.003  1.00  0.00           O  
HETATM   22  C16 UNL     1       6.241   1.287   0.182  1.00  0.00           C  
HETATM   23  C17 UNL     1       5.463   0.173  -0.109  1.00  0.00           C  
HETATM   24  C18 UNL     1       4.117   0.239   0.177  1.00  0.00           C  
HETATM   25  C19 UNL     1       0.722  -0.914   0.378  1.00  0.00           C  
HETATM   26  C20 UNL     1      -0.429  -0.069   0.799  1.00  0.00           C  
HETATM   27  C21 UNL     1      -1.693  -0.808   0.468  1.00  0.00           C  
HETATM   28  H1  UNL     1      -5.218   3.571   1.607  1.00  0.00           H  
HETATM   29  H2  UNL     1      -3.818   3.686   0.486  1.00  0.00           H  
HETATM   30  H3  UNL     1      -5.468   3.091  -0.090  1.00  0.00           H  
HETATM   31  H4  UNL     1      -2.862  -0.311   2.158  1.00  0.00           H  
HETATM   32  H5  UNL     1      -3.878  -2.136   0.798  1.00  0.00           H  
HETATM   33  H6  UNL     1      -6.032  -0.595   0.692  1.00  0.00           H  
HETATM   34  H7  UNL     1      -4.380   0.212  -1.024  1.00  0.00           H  
HETATM   35  H8  UNL     1      -5.135  -1.371  -1.285  1.00  0.00           H  
HETATM   36  H9  UNL     1      -3.068  -2.491  -1.679  1.00  0.00           H  
HETATM   37  H10 UNL     1      -3.106  -1.005  -2.644  1.00  0.00           H  
HETATM   38  H11 UNL     1      -1.447   0.085  -1.442  1.00  0.00           H  
HETATM   39  H12 UNL     1      -0.535  -1.910  -2.531  1.00  0.00           H  
HETATM   40  H13 UNL     1      -0.893  -2.895  -1.082  1.00  0.00           H  
HETATM   41  H14 UNL     1       2.106  -1.577  -2.400  1.00  0.00           H  
HETATM   42  H15 UNL     1       1.606  -3.153  -1.731  1.00  0.00           H  
HETATM   43  H16 UNL     1       3.910  -2.361  -1.036  1.00  0.00           H  
HETATM   44  H17 UNL     1       2.853  -2.792   0.319  1.00  0.00           H  
HETATM   45  H18 UNL     1       1.574   1.825   1.296  1.00  0.00           H  
HETATM   46  H19 UNL     1       3.953   3.389   1.456  1.00  0.00           H  
HETATM   47  H20 UNL     1       7.526   3.465   0.796  1.00  0.00           H  
HETATM   48  H21 UNL     1       7.291   1.257  -0.033  1.00  0.00           H  
HETATM   49  H22 UNL     1       5.876  -0.725  -0.544  1.00  0.00           H  
HETATM   50  H23 UNL     1       0.871  -1.713   1.159  1.00  0.00           H  
HETATM   51  H24 UNL     1      -0.398   0.868   0.174  1.00  0.00           H  
HETATM   52  H25 UNL     1      -0.344   0.178   1.877  1.00  0.00           H  
HETATM   53  H26 UNL     1      -1.582  -1.841   0.867  1.00  0.00           H  
CONECT    1    2   28   29   30
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   27   31
CONECT    6    7    8   32
CONECT    7   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   27   38
CONECT   11   12   39   40
CONECT   12   13   25
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   16   24
CONECT   16   17   25
CONECT   17   18   45
CONECT   18   19   19   24
CONECT   19   20   46
CONECT   20   21   22   22
CONECT   21   47
CONECT   22   23   48
CONECT   23   24   24   49
CONECT   25   26   50
CONECT   26   27   51   52
CONECT   27   53
END

HMDB0244362
     RDKit          3D
11-Hydroxyyohimbine
 53 57  0  0  0  0  0  0  0  0999 V2000
   -4.7357    3.0729    0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3651    1.7612    1.0934 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1997    1.1532    0.6043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5045    1.8191   -0.1744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9203   -0.2159    1.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1000   -1.0820    0.6269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2640   -0.7243    1.2944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2441   -0.8638   -0.8643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0403   -1.3698   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7368   -0.9272   -1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6115   -1.8645   -1.4093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -1.5005   -0.8779 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7827   -2.0775   -1.4478 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9717   -2.0574   -0.5132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.6734    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -0.0719    0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2546    1.1460    0.8955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    1.3836    0.7362 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3506    2.4878    1.0222 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    2.4368    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5413    3.5083    1.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2408    1.2866    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4634    0.1733   -0.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    0.2391    0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7224   -0.9139    0.3777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4292   -0.0691    0.7992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6933   -0.8076    0.4678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2183    3.5714    1.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    3.6861    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4676    3.0915   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8618   -0.3108    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8778   -2.1361    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323   -0.5949    0.6919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3802    0.2116   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1350   -1.3710   -1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0685   -2.4913   -1.6786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1061   -1.0048   -2.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4467    0.0846   -1.4416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5354   -1.9100   -2.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8928   -2.8953   -1.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1059   -1.5772   -2.3999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6064   -3.1525   -1.7307 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9103   -2.3606   -1.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8532   -2.7919    0.3194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739    1.8245    1.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9526    3.3890    1.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255    3.4647    0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2906    1.2570   -0.0327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8760   -0.7250   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8710   -1.7128    1.1593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3982    0.8680    0.1741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    0.1782    1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5820   -1.8413    0.8674 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 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  1  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 16 25  1  0
 25 26  1  0
 26 27  1  0
 27  5  1  0
 27 10  1  0
 25 12  1  0
 24 15  1  0
 24 18  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 17 45  1  0
 19 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 25 50  1  0
 26 51  1  0
 26 52  1  0
 27 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 6,18-dihydroxy-3,13-diazapentacyclo[11.8.0.0,.0,.0,]henicosa-2(10),4(9),5,7-tetraene-19-carboxylic acid	HMDB

Chemical Formula

C₂₁H₂₆N₂O₄

Average Molecular Weight

370.449

Monoisotopic Molecular Weight

370.189257325

IUPAC Name

methyl 6,18-dihydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

Traditional Name

methyl 6,18-dihydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(O)CCC2CN3CCC4=C(NC5=C4C=CC(O)=C5)C3CC12

InChI Identifier

InChI=1S/C21H26N2O4/c1-27-21(26)19-15-9-17-20-14(13-4-3-12(24)8-16(13)22-20)6-7-23(17)10-11(15)2-5-18(19)25/h3-4,8,11,15,17-19,22,24-25H,2,5-7,9-10H2,1H3

InChI Key

MIUYYRGOYGWVDO-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

Yohimbine
Corynanthean skeleton
Yohimbine alkaloid
Beta-carboline
Pyridoindole
Hydroxyindole
3-alkylindole
Indole
Indole or derivatives
1-hydroxy-2-unsubstituted benzenoid
Beta-hydroxy acid
Aralkylamine
Hydroxy acid
Piperidine
Benzenoid
Cyclic alcohol
Heteroaromatic compound
Pyrrole
Methyl ester
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Alcohol
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Amine
Organonitrogen 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	2.37	ALOGPS
logP	1.8	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	9.53	ChemAxon
pKa (Strongest Basic)	7.46	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	85.79 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.61 m³·mol⁻¹	ChemAxon
Polarizability	41.51 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]-	223.675	30932474
DeepCCS	[M+Na]+	198.923	30932474
AllCCS	[M+H]+	188.8	32859911
AllCCS	[M+H-H2O]+	186.3	32859911
AllCCS	[M+NH4]+	191.1	32859911
AllCCS	[M+Na]+	191.8	32859911
AllCCS	[M-H]-	187.1	32859911
AllCCS	[M+Na-2H]-	187.0	32859911
AllCCS	[M+HCOO]-	187.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxyyohimbine	COC(=O)C1C(O)CCC2CN3CCC4=C(NC5=C4C=CC(O)=C5)C3CC12	4067.5	Standard polar	33892256
11-Hydroxyyohimbine	COC(=O)C1C(O)CCC2CN3CCC4=C(NC5=C4C=CC(O)=C5)C3CC12	3090.9	Standard non polar	33892256
11-Hydroxyyohimbine	COC(=O)C1C(O)CCC2CN3CCC4=C(NC5=C4C=CC(O)=C5)C3CC12	3763.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxyyohimbine,3TMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C41	3400.1	Semi standard non polar	33892256
11-Hydroxyyohimbine,3TMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C41	3304.0	Standard non polar	33892256
11-Hydroxyyohimbine,3TMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C)C1=CC(O[Si](C)(C)C)=CC=C41	4006.3	Standard polar	33892256
11-Hydroxyyohimbine,3TBDMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C(C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C41	3953.5	Semi standard non polar	33892256
11-Hydroxyyohimbine,3TBDMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C(C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C41	3955.3	Standard non polar	33892256
11-Hydroxyyohimbine,3TBDMS,isomer #1	COC(=O)C1C(O[Si](C)(C)C(C)(C)C)CCC2CN3CCC4=C(C3CC21)N([Si](C)(C)C(C)(C)C)C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C41	4142.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gb9-1397000000-a236592350a3aac1c2cf	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxyyohimbine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	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 - 11-Hydroxyyohimbine 10V, Positive-QTOF	splash10-00di-0009000000-82ca21503d3d1b0df8c4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyyohimbine 20V, Positive-QTOF	splash10-00di-0009000000-12413b37b63c263a9362	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyyohimbine 40V, Positive-QTOF	splash10-03di-0930000000-b9a5a67fe2833b48cb03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyyohimbine 10V, Negative-QTOF	splash10-014i-0009000000-2129b5c4346826f8bf5e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyyohimbine 20V, Negative-QTOF	splash10-014i-0019000000-b731476565059bdc58e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxyyohimbine 40V, Negative-QTOF	splash10-000f-5169000000-e1625c4cd46e43830c3b	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

13395361

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18412807

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 11-Hydroxyyohimbine (HMDB0244362)

MOL for HMDB0244362 (11-Hydroxyyohimbine)

3D MOL for HMDB0244362 (11-Hydroxyyohimbine)

3D SDF for HMDB0244362 (11-Hydroxyyohimbine)

3D-SDF for HMDB0244362 (11-Hydroxyyohimbine)

PDB for HMDB0244362 (11-Hydroxyyohimbine)

3D PDB for HMDB0244362 (11-Hydroxyyohimbine)

SMILES for HMDB0244362 (11-Hydroxyyohimbine)

INCHI for HMDB0244362 (11-Hydroxyyohimbine)

Structure for HMDB0244362 (11-Hydroxyyohimbine)

3D Structure for HMDB0244362 (11-Hydroxyyohimbine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra