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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:16:16 UTC

Update Date

2021-09-26 22:56:51 UTC

HMDB ID

HMDB0247263

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Hydroxymitragynine

Description

methyl 2-{5-ethyl-10-hydroxy-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(17),11(16),12,14-tetraen-4-yl}-3-methoxyprop-2-enoate belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group. Based on a literature review very few articles have been published on methyl 2-{5-ethyl-10-hydroxy-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(17),11(16),12,14-tetraen-4-yl}-3-methoxyprop-2-enoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-hydroxymitragynine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Hydroxymitragynine 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


  Mrv1533004171517442D          

 30 33  0  0  0  0            999 V2000
    0.6580   -3.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -2.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -2.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3053   -3.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290   -3.3303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816   -4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053   -3.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7763   -3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2986   -3.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -2.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397   -1.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6113   -2.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446   -1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -4.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9210   -4.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710   -1.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894    0.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604    0.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764   -2.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947   -0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    0.1183    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  1  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
  8 19  1  0  0  0  0
 12 19  1  0  0  0  0
 10 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END

HMDB0247263
     RDKit          3D
7-Hydroxymitragynine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.9935    0.1160    3.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -0.5117    2.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0162    0.3835    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    0.5756    2.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450    0.5600    1.3554 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    1.3329    1.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    1.0813    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887    0.0403    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0723   -1.1382    0.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964    0.6490   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.7821   -1.9857 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.3023   -2.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    0.2109   -3.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115   -0.3096   -3.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6211   -0.7486   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221   -0.6886   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2491   -1.1370    0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -1.6705    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520   -0.1558   -0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    0.9585    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176    0.3152   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.3049    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -0.1384   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618    0.5378    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5863    0.6298   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1491    1.9251   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6012   -0.7954   -1.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.6704   -2.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.5217   -2.1907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -2.1761   -3.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557    1.2005    3.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    0.0388    4.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512   -0.4449    4.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.8725    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -1.4072    2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    1.3617    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4956   -0.2398    2.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021    1.5177    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    2.4204    1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448    0.9546    2.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583    0.7488    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    2.0065    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.4651    0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5918    0.5618   -4.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707   -0.3730   -4.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6196   -1.1671   -1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624   -0.9208    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6214   -2.6255   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -1.8782    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    2.0812   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307    1.0564   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -0.4927   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.4065    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    1.0599    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718    2.6132   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529    2.3167    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1496    1.8942   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6850   -2.3683   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2106   -1.5034   -4.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -3.1011   -3.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  3
 24 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 22  3  1  0
 20  5  1  0
 19  8  1  0
 19 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
M  END


  Mrv1533004171517442D          

 30 33  0  0  0  0            999 V2000
    0.6580   -3.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0290   -2.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -2.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3053   -3.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290   -3.3303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5816   -4.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4053   -3.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7763   -3.2360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2986   -3.8747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3236   -2.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8397   -1.9027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6113   -2.1946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3446   -1.8165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -2.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995   -3.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2662   -3.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2270   -4.2887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9210   -4.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5721   -3.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5000   -2.5934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0473   -1.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2237   -1.9509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710   -1.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420   -0.5242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894    0.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0604    0.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9474   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5764   -2.0451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4947   -0.6185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8657    0.1183    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  1  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
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
  8 19  1  0  0  0  0
 12 19  1  0  0  0  0
 10 20  1  0  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  4  0  0  0
 25 26  1  0  0  0  0
 23 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247263

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1CN2CCC3(O)C(=NC4=CC=CC(OC)=C34)C2CC1C(=COC)C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3

> <INCHI_KEY>
RYENLSMHLCNXJT-UHFFFAOYSA-N

> <FORMULA>
C23H30N2O5

> <MOLECULAR_WEIGHT>
414.502

> <EXACT_MASS>
414.215472074

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
45.669847071328604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2-{3-ethyl-7a-hydroxy-8-methoxy-1H,2H,3H,4H,6H,7H,7aH,12bH-indolo[2,3-a]quinolizin-2-yl}-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
2.748353732999999

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.473692881706501

> <JCHEM_PKA_STRONGEST_BASIC>
7.316485354756701

> <JCHEM_POLAR_SURFACE_AREA>
80.59000000000002

> <JCHEM_REFRACTIVITY>
115.34659999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxymitragynine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247263
     RDKit          3D
7-Hydroxymitragynine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.9935    0.1160    3.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -0.5117    2.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0162    0.3835    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    0.5756    2.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450    0.5600    1.3554 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    1.3329    1.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    1.0813    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887    0.0403    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0723   -1.1382    0.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964    0.6490   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.7821   -1.9857 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.3023   -2.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    0.2109   -3.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115   -0.3096   -3.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6211   -0.7486   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221   -0.6886   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2491   -1.1370    0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -1.6705    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520   -0.1558   -0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    0.9585    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176    0.3152   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.3049    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -0.1384   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618    0.5378    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5863    0.6298   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1491    1.9251   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6012   -0.7954   -1.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.6704   -2.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.5217   -2.1907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -2.1761   -3.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557    1.2005    3.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    0.0388    4.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512   -0.4449    4.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.8725    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -1.4072    2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    1.3617    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4956   -0.2398    2.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021    1.5177    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    2.4204    1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448    0.9546    2.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583    0.7488    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    2.0065    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.4651    0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5918    0.5618   -4.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707   -0.3730   -4.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6196   -1.1671   -1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624   -0.9208    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6214   -2.6255   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -1.8782    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    2.0812   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307    1.0564   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -0.4927   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.4065    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    1.0599    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718    2.6132   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529    2.3167    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1496    1.8942   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6850   -2.3683   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2106   -1.5034   -4.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -3.1011   -3.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  3
 24 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 22  3  1  0
 20  5  1  0
 19  8  1  0
 19 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  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       1.228  -6.481   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.921  -5.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.458  -5.017   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.303  -6.305   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.841  -6.217   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.686  -7.504   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.223  -7.416   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.916  -6.041   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.891  -7.233   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       8.071  -4.753   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       9.034  -3.552   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      10.475  -4.097   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.843  -3.391   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.139  -4.223   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.066  -5.762   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.697  -6.467   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.624  -8.006   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      12.919  -8.838   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.401  -5.635   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.533  -4.841   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.688  -3.554   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.151  -3.642   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.306  -2.354   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.998  -0.979   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.153   0.309   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.846   1.684   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.768  -2.442   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.076  -3.818   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       0.923  -1.155   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.616   0.221   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   22                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   19                                             
CONECT    9    8                                                            
CONECT   10    8   11   20                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16    8   12                                                  
CONECT   20   10    5   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21    3   23                                                  
CONECT   23   22   24   27                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   23   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0247263
HETATM    1  C1  UNL     1      -2.994   0.116   3.935  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.831  -0.512   2.591  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.016   0.383   1.636  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.644   0.576   2.252  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.445   0.560   1.355  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.562   1.333   1.870  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.838   1.081   1.093  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.489   0.040   0.026  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.072  -1.138   0.638  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.396   0.649  -0.777  1.00  0.00           C  
HETATM   11  N2  UNL     1       1.752   0.782  -1.986  1.00  0.00           N  
HETATM   12  C9  UNL     1       3.078   0.302  -2.162  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.938   0.211  -3.250  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.212  -0.310  -3.151  1.00  0.00           C  
HETATM   15  C12 UNL     1       5.621  -0.749  -1.913  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.822  -0.689  -0.791  1.00  0.00           C  
HETATM   17  O2  UNL     1       5.249  -1.137   0.458  1.00  0.00           O  
HETATM   18  C14 UNL     1       6.560  -1.670   0.549  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.552  -0.156  -0.950  1.00  0.00           C  
HETATM   20  C16 UNL     1       0.150   0.958   0.021  1.00  0.00           C  
HETATM   21  C17 UNL     1      -1.018   0.315  -0.599  1.00  0.00           C  
HETATM   22  C18 UNL     1      -2.029  -0.305   0.320  1.00  0.00           C  
HETATM   23  C19 UNL     1      -3.369  -0.138  -0.332  1.00  0.00           C  
HETATM   24  C20 UNL     1      -4.362   0.538   0.152  1.00  0.00           C  
HETATM   25  O3  UNL     1      -5.586   0.630  -0.546  1.00  0.00           O  
HETATM   26  C21 UNL     1      -6.149   1.925  -0.665  1.00  0.00           C  
HETATM   27  C22 UNL     1      -3.601  -0.795  -1.641  1.00  0.00           C  
HETATM   28  O4  UNL     1      -4.704  -0.670  -2.198  1.00  0.00           O  
HETATM   29  O5  UNL     1      -2.581  -1.522  -2.191  1.00  0.00           O  
HETATM   30  C23 UNL     1      -2.702  -2.176  -3.418  1.00  0.00           C  
HETATM   31  H1  UNL     1      -3.256   1.200   3.842  1.00  0.00           H  
HETATM   32  H2  UNL     1      -2.037   0.039   4.497  1.00  0.00           H  
HETATM   33  H3  UNL     1      -3.751  -0.445   4.491  1.00  0.00           H  
HETATM   34  H4  UNL     1      -3.727  -0.872   2.104  1.00  0.00           H  
HETATM   35  H5  UNL     1      -2.141  -1.407   2.773  1.00  0.00           H  
HETATM   36  H6  UNL     1      -2.529   1.362   1.540  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.496  -0.240   2.988  1.00  0.00           H  
HETATM   38  H8  UNL     1      -0.702   1.518   2.865  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.322   2.420   1.905  1.00  0.00           H  
HETATM   40  H10 UNL     1       1.745   0.955   2.905  1.00  0.00           H  
HETATM   41  H11 UNL     1       3.658   0.749   1.735  1.00  0.00           H  
HETATM   42  H12 UNL     1       3.111   2.007   0.505  1.00  0.00           H  
HETATM   43  H13 UNL     1       1.241  -1.465   0.191  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.592   0.562  -4.206  1.00  0.00           H  
HETATM   45  H15 UNL     1       5.871  -0.373  -4.015  1.00  0.00           H  
HETATM   46  H16 UNL     1       6.620  -1.167  -1.790  1.00  0.00           H  
HETATM   47  H17 UNL     1       7.262  -0.921   0.132  1.00  0.00           H  
HETATM   48  H18 UNL     1       6.621  -2.626  -0.007  1.00  0.00           H  
HETATM   49  H19 UNL     1       6.838  -1.878   1.601  1.00  0.00           H  
HETATM   50  H20 UNL     1       0.073   2.081  -0.030  1.00  0.00           H  
HETATM   51  H21 UNL     1      -1.531   1.056  -1.277  1.00  0.00           H  
HETATM   52  H22 UNL     1      -0.683  -0.493  -1.316  1.00  0.00           H  
HETATM   53  H23 UNL     1      -1.860  -1.406   0.401  1.00  0.00           H  
HETATM   54  H24 UNL     1      -4.342   1.060   1.075  1.00  0.00           H  
HETATM   55  H25 UNL     1      -5.472   2.613  -1.198  1.00  0.00           H  
HETATM   56  H26 UNL     1      -6.253   2.317   0.366  1.00  0.00           H  
HETATM   57  H27 UNL     1      -7.150   1.894  -1.109  1.00  0.00           H  
HETATM   58  H28 UNL     1      -1.685  -2.368  -3.856  1.00  0.00           H  
HETATM   59  H29 UNL     1      -3.211  -1.503  -4.134  1.00  0.00           H  
HETATM   60  H30 UNL     1      -3.281  -3.101  -3.307  1.00  0.00           H  
CONECT    1    2   31   32   33
CONECT    2    3   34   35
CONECT    3    4   22   36
CONECT    4    5   37   38
CONECT    5    6   20
CONECT    6    7   39   40
CONECT    7    8   41   42
CONECT    8    9   10   19
CONECT    9   43
CONECT   10   11   11   20
CONECT   11   12
CONECT   12   13   13   19
CONECT   13   14   44
CONECT   14   15   15   45
CONECT   15   16   46
CONECT   16   17   19   19
CONECT   17   18
CONECT   18   47   48   49
CONECT   20   21   50
CONECT   21   22   51   52
CONECT   22   23   53
CONECT   23   24   24   27
CONECT   24   25   54
CONECT   25   26
CONECT   26   55   56   57
CONECT   27   28   28   29
CONECT   29   30
CONECT   30   58   59   60
END

HMDB0247263
     RDKit          3D
7-Hydroxymitragynine
 60 63  0  0  0  0  0  0  0  0999 V2000
   -2.9935    0.1160    3.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -0.5117    2.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0162    0.3835    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6440    0.5756    2.2522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4450    0.5600    1.3554 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5617    1.3329    1.8696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379    1.0813    1.0928 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4887    0.0403    0.0262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0723   -1.1382    0.6382 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3964    0.6490   -0.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7516    0.7821   -1.9857 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0784    0.3023   -2.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9383    0.2109   -3.2499 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2115   -0.3096   -3.1512 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6211   -0.7486   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8221   -0.6886   -0.7911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2491   -1.1370    0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602   -1.6705    0.5491 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520   -0.1558   -0.9500 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1504    0.9585    0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0176    0.3152   -0.5995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0292   -0.3049    0.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3691   -0.1384   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3618    0.5378    0.1523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5863    0.6298   -0.5457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1491    1.9251   -0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6012   -0.7954   -1.6411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7040   -0.6704   -2.1980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5805   -1.5217   -2.1907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7025   -2.1761   -3.4176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2557    1.2005    3.8424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    0.0388    4.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7512   -0.4449    4.4915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7268   -0.8725    2.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1414   -1.4072    2.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    1.3617    1.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4956   -0.2398    2.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7021    1.5177    2.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3222    2.4204    1.9054 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7448    0.9546    2.9052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6583    0.7488    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    2.0065    0.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -1.4651    0.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5918    0.5618   -4.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8707   -0.3730   -4.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6196   -1.1671   -1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2624   -0.9208    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6214   -2.6255   -0.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8379   -1.8782    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727    2.0812   -0.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5307    1.0564   -1.2771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -0.4927   -1.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8596   -1.4065    0.4005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421    1.0599    1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718    2.6132   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2529    2.3167    0.3658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1496    1.8942   -1.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6850   -2.3683   -3.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2106   -1.5034   -4.1340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2806   -3.1011   -3.3065 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  2  0
 10 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  3
 24 25  1  0
 25 26  1  0
 23 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 22  3  1  0
 20  5  1  0
 19  8  1  0
 19 12  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  6 39  1  0
  6 40  1  0
  7 41  1  0
  7 42  1  0
  9 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 18 47  1  0
 18 48  1  0
 18 49  1  0
 20 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 24 54  1  0
 26 55  1  0
 26 56  1  0
 26 57  1  0
 30 58  1  0
 30 59  1  0
 30 60  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 2-{5-ethyl-10-hydroxy-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1(17),11(16),12,14-tetraen-4-yl}-3-methoxyprop-2-enoic acid	Generator
Methyl 2-{5-ethyl-10-hydroxy-12-methoxy-7,17-diazatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-1(17),11(16),12,14-tetraen-4-yl}-3-methoxyprop-2-enoic acid	Generator

Chemical Formula

C₂₃H₃₀N₂O₅

Average Molecular Weight

414.502

Monoisotopic Molecular Weight

414.215472074

IUPAC Name

methyl 2-{3-ethyl-7a-hydroxy-8-methoxy-1H,2H,3H,4H,6H,7H,7aH,12bH-indolo[2,3-a]quinolizin-2-yl}-3-methoxyprop-2-enoate

Traditional Name

7-hydroxymitragynine

CAS Registry Number

Not Available

SMILES

CCC1CN2CCC3(O)C(=NC4=CC=CC(OC)=C34)C2CC1C(=COC)C(=O)OC

InChI Identifier

InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3

InChI Key

RYENLSMHLCNXJT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as corynanthean-type alkaloids. These are alkaloids with a structure based on the corynanthean nucleus, which is a tetracycle characterized by an indole fused to a quinolizidine. Additionally, the quinolizidine ring system is substituted to a 2-methylpropyl group and one ethyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Corynanthean-type alkaloids

Sub Class

Not Available

Direct Parent

Corynanthean-type alkaloids

Alternative Parents

Substituents

Corynanthean skeleton
Quinolizidine
Quinolizine
3-alkylindole
Indole or derivatives
Anisole
Phenol ether
Aralkylamine
Alkyl aryl ether
Piperidine
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tertiary alcohol
Amino acid or derivatives
Carboxylic acid ester
Ketimine
Tertiary aliphatic amine
Tertiary amine
Organic 1,3-dipolar compound
Azacycle
Propargyl-type 1,3-dipolar organic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Ether
Organooxygen compound
Imine
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organonitrogen compound
Alcohol
Amine
Organic oxygen compound
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	2.49	ALOGPS
logP	2.75	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.47	ChemAxon
pKa (Strongest Basic)	7.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.59 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	115.35 m³·mol⁻¹	ChemAxon
Polarizability	45.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	240.532	30932474
DeepCCS	[M+Na]+	215.761	30932474
AllCCS	[M+H]+	198.7	32859911
AllCCS	[M+H-H2O]+	196.2	32859911
AllCCS	[M+NH4]+	201.1	32859911
AllCCS	[M+Na]+	201.7	32859911
AllCCS	[M-H]-	204.2	32859911
AllCCS	[M+Na-2H]-	205.1	32859911
AllCCS	[M+HCOO]-	206.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	11.2932 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.98 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2056.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	179.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	187.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	353.6 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	497.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	301.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	945.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	450.6 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	1247.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	251.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	338.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	278.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	244.4 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	16.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Hydroxymitragynine	CCC1CN2CCC3(O)C(=NC4=CC=CC(OC)=C34)C2CC1C(=COC)C(=O)OC	4273.3	Standard polar	33892256
7-Hydroxymitragynine	CCC1CN2CCC3(O)C(=NC4=CC=CC(OC)=C34)C2CC1C(=COC)C(=O)OC	3228.9	Standard non polar	33892256
7-Hydroxymitragynine	CCC1CN2CCC3(O)C(=NC4=CC=CC(OC)=C34)C2CC1C(=COC)C(=O)OC	3129.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymitragynine GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-0298000000-14634774fe747710813f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymitragynine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymitragynine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Hydroxymitragynine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Hydroxymitragynine 6V, Positive-QTOF	splash10-014i-0311900000-9039d1a02e73745879c4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Hydroxymitragynine 6V, Positive-QTOF	splash10-014i-0311900000-b959ed86a2c3fac051a5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 10V, Positive-QTOF	splash10-014i-0001900000-619c6a4ef3ed15476988	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 20V, Positive-QTOF	splash10-014i-0029600000-ffadd0e6d34a4f1ae79f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 40V, Positive-QTOF	splash10-0f7a-4920000000-ffc3edd6991b0b182807	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 10V, Negative-QTOF	splash10-01q9-0009300000-e89046d9b784d8b1e7da	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 20V, Negative-QTOF	splash10-03dr-0019300000-13975e9ddd01d5eda0a9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Hydroxymitragynine 40V, Negative-QTOF	splash10-08fs-7698600000-19b5502f3453fd4dd801	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

52563243

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

74987192

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 7-Hydroxymitragynine (HMDB0247263)

MOL for HMDB0247263 (7-Hydroxymitragynine)

3D MOL for HMDB0247263 (7-Hydroxymitragynine)

3D SDF for HMDB0247263 (7-Hydroxymitragynine)

3D-SDF for HMDB0247263 (7-Hydroxymitragynine)

PDB for HMDB0247263 (7-Hydroxymitragynine)

3D PDB for HMDB0247263 (7-Hydroxymitragynine)

SMILES for HMDB0247263 (7-Hydroxymitragynine)

INCHI for HMDB0247263 (7-Hydroxymitragynine)

Structure for HMDB0247263 (7-Hydroxymitragynine)

3D Structure for HMDB0247263 (7-Hydroxymitragynine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra