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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-13 11:48:40 UTC

Update Date

2022-03-07 02:57:14 UTC

HMDB ID

HMDB0041933

Secondary Accession Numbers

HMDB41933

Metabolite Identification

Common Name

Mitragynine

Description

Mitragynine itself acts primarily via -opioid receptors, although its oxidation product mitragynine-pseudoindoxyl, which is likely to be a major component of kratom that has been aged or stored for extended periods, acts as a fairly selective -opioid agonist with little affinity for receptors. Another alkaloid with a major contribution to the opioid activity of the kratom plant is the related compound 7-hydroxymitragynine, which while present in the plant in much smaller quantities than mitragynine, is a much more potent opioid agonist.

Structure

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


  Mrv0541 06301311542D          

 30 33  0  0  0  0            999 V2000
   -1.3038   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9592   -1.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0768    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0376   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0855    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1092    0.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8144   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618    1.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1908    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    0.4596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3043   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -1.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0038    2.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091    1.1965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 14  5  1  1  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 13  2  0  0  0  0
 16 17  1  1  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20  8  2  0  0  0  0
 21 15  1  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 25 19  1  0  0  0  0
 26 23  2  0  0  0  0
 27  2  1  0  0  0  0
 27 13  1  0  0  0  0
 28  3  1  0  0  0  0
 28 20  1  0  0  0  0
 29  4  1  0  0  0  0
 29 23  1  0  0  0  0
 19 30  1  6  0  0  0
M  END

HMDB0041933
     RDKit          3D
Mitragynine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -3.3966    0.4851    3.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.7367    2.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5771   -0.6735    1.7970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4422    0.2594    2.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7989   -0.1777    1.5167 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.9343    1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    0.6834    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.0633   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440   -0.7181   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710   -1.2982   -1.9045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852   -1.0486   -2.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6285   -1.3893   -3.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9152   -0.9864   -3.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5557   -0.2129   -2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.1495   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.9240   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8528    1.4449   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -0.2613   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7212    0.2392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7049   -0.0054   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284   -0.6732    0.3544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1620   -0.0198   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112   -0.8009   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747   -2.1577   -0.7607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5433   -3.1639   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600    1.4030    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    2.2600    0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786    1.9080   -0.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0148    3.2696   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694    1.4253    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    0.4616    4.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.5290    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -1.5776    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -1.1397    3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -1.7086    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530    0.0631    3.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    1.3060    1.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    1.8644    1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    1.1364    2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458    0.0936    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    1.6671    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574   -1.8758   -2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -1.9953   -4.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -1.2682   -4.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5630    0.1290   -3.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431    1.7850   -1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6347    0.7536   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922    2.3587   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438   -1.8130    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970   -0.2105   -1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634    1.0632   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -1.7029   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327   -0.3479   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4552   -3.1290    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -4.1429   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6089   -3.2685   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8762    3.3784    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    3.6661   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1400    3.8864   -0.0242 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 21  3  1  0
 19  5  1  0
 18  8  1  0
 18 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  6
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
M  END


  Mrv0541 06301311542D          

 30 33  0  0  0  0            999 V2000
   -1.3038   -0.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2091    0.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9592   -1.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9328    0.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0768    0.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3828    1.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0376   -0.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4434   -0.9198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6198   -0.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0855    1.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3435   -0.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0145    1.7448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1092    0.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8144   -0.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2618    1.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1908    1.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6495    0.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5381    0.4596    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3043   -0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6103    0.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3618    0.5068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1802    2.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8779    1.1504    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1671   -0.2772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2725    3.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3855    1.0079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651   -1.2356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0038    2.5760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091    1.1965    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  7  6  2  0  0  0  0
  8  6  1  0  0  0  0
 10  9  1  0  0  0  0
 14  5  1  1  0  0  0
 14 12  1  0  0  0  0
 15  9  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 13  2  0  0  0  0
 16 17  1  1  0  0  0
 18  7  1  0  0  0  0
 19 11  1  0  0  0  0
 20  8  2  0  0  0  0
 21 15  1  0  0  0  0
 21 18  2  0  0  0  0
 21 20  1  0  0  0  0
 22 15  2  0  0  0  0
 22 19  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 24 22  1  0  0  0  0
 25 10  1  0  0  0  0
 25 12  1  0  0  0  0
 25 19  1  0  0  0  0
 26 23  2  0  0  0  0
 27  2  1  0  0  0  0
 27 13  1  0  0  0  0
 28  3  1  0  0  0  0
 28 20  1  0  0  0  0
 29  4  1  0  0  0  0
 29 23  1  0  0  0  0
 19 30  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0041933

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@]12C[C@@H]([C@H](CC)CN1CCC1=C2NC2=C1C(OC)=CC=C2)C(=C/OC)\C(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19+/m1/s1

> <INCHI_KEY>
LELBFTMXCIIKKX-QVRQZEMUSA-N

> <FORMULA>
C23H30N2O4

> <MOLECULAR_WEIGHT>
398.4953

> <EXACT_MASS>
398.220557458

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
43.29206734937068

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.299593586666666

> <ALOGPS_LOGS>
-4.12

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.670276204945857

> <JCHEM_PKA_STRONGEST_BASIC>
7.3267983517564

> <JCHEM_POLAR_SURFACE_AREA>
63.790000000000006

> <JCHEM_REFRACTIVITY>
112.91319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mitragynine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041933
     RDKit          3D
Mitragynine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -3.3966    0.4851    3.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.7367    2.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5771   -0.6735    1.7970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4422    0.2594    2.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7989   -0.1777    1.5167 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.9343    1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    0.6834    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.0633   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440   -0.7181   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710   -1.2982   -1.9045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852   -1.0486   -2.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6285   -1.3893   -3.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9152   -0.9864   -3.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5557   -0.2129   -2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.1495   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.9240   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8528    1.4449   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -0.2613   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7212    0.2392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7049   -0.0054   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284   -0.6732    0.3544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1620   -0.0198   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112   -0.8009   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747   -2.1577   -0.7607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5433   -3.1639   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600    1.4030    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    2.2600    0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786    1.9080   -0.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0148    3.2696   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694    1.4253    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    0.4616    4.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.5290    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -1.5776    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -1.1397    3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -1.7086    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530    0.0631    3.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    1.3060    1.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    1.8644    1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    1.1364    2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458    0.0936    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    1.6671    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574   -1.8758   -2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -1.9953   -4.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -1.2682   -4.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5630    0.1290   -3.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431    1.7850   -1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6347    0.7536   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922    2.3587   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438   -1.8130    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970   -0.2105   -1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634    1.0632   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -1.7029   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327   -0.3479   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4552   -3.1290    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -4.1429   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6089   -3.2685   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8762    3.3784    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    3.6661   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1400    3.8864   -0.0242 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 21  3  1  0
 19  5  1  0
 18  8  1  0
 18 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  6
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
M  END

HEADER    PROTEIN                                 30-JUN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUN-13         0                                  
HETATM    1  C   UNK     0      -2.434  -0.782   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.124   1.793   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.257  -3.139   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.719   3.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.741   0.594   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.477   1.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.181   2.308   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.404  -0.063   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.561  -1.717   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.024  -1.805   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.026   2.146   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.641  -0.606   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.894   3.257   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.204   0.682   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.254  -0.341   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.489   2.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.356   3.345   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.812   1.603   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.871   0.858   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.035  -0.768   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.739   0.064   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.409   0.946   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.336   4.720   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0       5.372   2.147   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0       2.179  -0.517   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      -0.509   6.008   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -2.586   1.881   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       7.962  -2.306   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.874   4.809   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0       3.564   2.233   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   27                                                            
CONECT    3   28                                                            
CONECT    4   29                                                            
CONECT    5    1   14                                                       
CONECT    6    7    8                                                       
CONECT    7    6   18                                                       
CONECT    8    6   20                                                       
CONECT    9   10   15                                                       
CONECT   10    9   25                                                       
CONECT   11   16   19                                                       
CONECT   12   14   25                                                       
CONECT   13   17   27                                                       
CONECT   14    5   12   16                                                  
CONECT   15    9   21   22                                                  
CONECT   16   11   14   17                                                  
CONECT   17   13   16   23                                                  
CONECT   18    7   21   24                                                  
CONECT   19   11   22   25   30                                             
CONECT   20    8   21   28                                                  
CONECT   21   15   18   20                                                  
CONECT   22   15   19   24                                                  
CONECT   23   17   26   29                                                  
CONECT   24   18   22                                                       
CONECT   25   10   12   19                                                  
CONECT   26   23                                                            
CONECT   27    2   13                                                       
CONECT   28    3   20                                                       
CONECT   29    4   23                                                       
CONECT   30   19                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

COMPND    HMDB0041933
HETATM    1  C1  UNL     1      -3.397   0.485   3.158  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.662  -0.737   2.790  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.577  -0.673   1.797  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.442   0.259   2.179  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.799  -0.178   1.517  1.00  0.00           N  
HETATM    6  C5  UNL     1       1.691   0.934   1.550  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.998   0.683   0.845  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.812  -0.063  -0.414  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.644  -0.718  -0.699  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.771  -1.298  -1.904  1.00  0.00           N  
HETATM   11  C9  UNL     1       2.985  -1.049  -2.425  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.629  -1.389  -3.597  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.915  -0.986  -3.885  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.556  -0.213  -2.941  1.00  0.00           C  
HETATM   15  C13 UNL     1       4.947   0.149  -1.757  1.00  0.00           C  
HETATM   16  O1  UNL     1       5.563   0.924  -0.792  1.00  0.00           O  
HETATM   17  C14 UNL     1       6.853   1.445  -0.855  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.656  -0.261  -1.481  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.493  -0.721   0.239  1.00  0.00           C  
HETATM   20  C17 UNL     1      -0.705  -0.005  -0.340  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.928  -0.673   0.354  1.00  0.00           C  
HETATM   22  C19 UNL     1      -3.162  -0.020  -0.058  1.00  0.00           C  
HETATM   23  C20 UNL     1      -4.111  -0.801  -0.613  1.00  0.00           C  
HETATM   24  O2  UNL     1      -3.875  -2.158  -0.761  1.00  0.00           O  
HETATM   25  C21 UNL     1      -4.543  -3.164  -0.072  1.00  0.00           C  
HETATM   26  C22 UNL     1      -3.460   1.403   0.034  1.00  0.00           C  
HETATM   27  O3  UNL     1      -2.680   2.260   0.513  1.00  0.00           O  
HETATM   28  O4  UNL     1      -4.679   1.908  -0.425  1.00  0.00           O  
HETATM   29  C23 UNL     1      -5.015   3.270  -0.359  1.00  0.00           C  
HETATM   30  H1  UNL     1      -2.869   1.425   3.068  1.00  0.00           H  
HETATM   31  H2  UNL     1      -3.743   0.462   4.246  1.00  0.00           H  
HETATM   32  H3  UNL     1      -4.360   0.529   2.602  1.00  0.00           H  
HETATM   33  H4  UNL     1      -3.351  -1.578   2.479  1.00  0.00           H  
HETATM   34  H5  UNL     1      -2.218  -1.140   3.753  1.00  0.00           H  
HETATM   35  H6  UNL     1      -1.041  -1.709   1.935  1.00  0.00           H  
HETATM   36  H7  UNL     1      -0.253   0.063   3.272  1.00  0.00           H  
HETATM   37  H8  UNL     1      -0.606   1.306   1.969  1.00  0.00           H  
HETATM   38  H9  UNL     1       1.193   1.864   1.171  1.00  0.00           H  
HETATM   39  H10 UNL     1       1.939   1.136   2.615  1.00  0.00           H  
HETATM   40  H11 UNL     1       3.646   0.094   1.535  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.494   1.667   0.708  1.00  0.00           H  
HETATM   42  H13 UNL     1       1.057  -1.876  -2.416  1.00  0.00           H  
HETATM   43  H14 UNL     1       3.125  -1.995  -4.335  1.00  0.00           H  
HETATM   44  H15 UNL     1       5.412  -1.268  -4.826  1.00  0.00           H  
HETATM   45  H16 UNL     1       6.563   0.129  -3.115  1.00  0.00           H  
HETATM   46  H17 UNL     1       7.043   1.785  -1.902  1.00  0.00           H  
HETATM   47  H18 UNL     1       7.635   0.754  -0.483  1.00  0.00           H  
HETATM   48  H19 UNL     1       6.892   2.359  -0.218  1.00  0.00           H  
HETATM   49  H20 UNL     1       0.244  -1.813   0.390  1.00  0.00           H  
HETATM   50  H21 UNL     1      -0.797  -0.211  -1.424  1.00  0.00           H  
HETATM   51  H22 UNL     1      -0.663   1.063  -0.087  1.00  0.00           H  
HETATM   52  H23 UNL     1      -1.874  -1.703  -0.114  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.033  -0.348  -0.929  1.00  0.00           H  
HETATM   54  H25 UNL     1      -4.455  -3.129   1.016  1.00  0.00           H  
HETATM   55  H26 UNL     1      -4.067  -4.143  -0.374  1.00  0.00           H  
HETATM   56  H27 UNL     1      -5.609  -3.268  -0.338  1.00  0.00           H  
HETATM   57  H28 UNL     1      -5.876   3.378   0.328  1.00  0.00           H  
HETATM   58  H29 UNL     1      -5.363   3.666  -1.346  1.00  0.00           H  
HETATM   59  H30 UNL     1      -4.140   3.886  -0.024  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3   33   34
CONECT    3    4   21   35
CONECT    4    5   36   37
CONECT    5    6   19
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   42
CONECT   11   12   12   18
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   18   18
CONECT   16   17
CONECT   17   46   47   48
CONECT   19   20   49
CONECT   20   21   50   51
CONECT   21   22   52
CONECT   22   23   23   26
CONECT   23   24   53
CONECT   24   25
CONECT   25   54   55   56
CONECT   26   27   27   28
CONECT   28   29
CONECT   29   57   58   59
END

HMDB0041933
     RDKit          3D
Mitragynine
 59 62  0  0  0  0  0  0  0  0999 V2000
   -3.3966    0.4851    3.1584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617   -0.7367    2.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5771   -0.6735    1.7970 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4422    0.2594    2.1788 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7989   -0.1777    1.5167 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6905    0.9343    1.5497 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    0.6834    0.8452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8119   -0.0633   -0.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6440   -0.7181   -0.6994 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7710   -1.2982   -1.9045 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9852   -1.0486   -2.4254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6285   -1.3893   -3.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9152   -0.9864   -3.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5557   -0.2129   -2.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9475    0.1495   -1.7569 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5634    0.9240   -0.7919 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8528    1.4449   -0.8553 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6557   -0.2613   -1.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4933   -0.7212    0.2392 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7049   -0.0054   -0.3399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9284   -0.6732    0.3544 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1620   -0.0198   -0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1112   -0.8009   -0.6131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8747   -2.1577   -0.7607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5433   -3.1639   -0.0723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600    1.4030    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6799    2.2600    0.5127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6786    1.9080   -0.4253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0148    3.2696   -0.3594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8694    1.4253    3.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    0.4616    4.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602    0.5290    2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513   -1.5776    2.4790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2181   -1.1397    3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0408   -1.7086    1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530    0.0631    3.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6064    1.3060    1.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    1.8644    1.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9387    1.1364    2.6145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6458    0.0936    1.5354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4939    1.6671    0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0574   -1.8758   -2.4156 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -1.9953   -4.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4120   -1.2682   -4.8261 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5630    0.1290   -3.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0431    1.7850   -1.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6347    0.7536   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922    2.3587   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2438   -1.8130    0.3896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970   -0.2105   -1.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6634    1.0632   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8744   -1.7029   -0.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0327   -0.3479   -0.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4552   -3.1290    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0665   -4.1429   -0.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6089   -3.2685   -0.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8762    3.3784    0.3280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3626    3.6661   -1.3458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1400    3.8864   -0.0242 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  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 15 18  2  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 21  3  1  0
 19  5  1  0
 18  8  1  0
 18 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  2 33  1  0
  2 34  1  0
  3 35  1  6
  4 36  1  0
  4 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 17 46  1  0
 17 47  1  0
 17 48  1  0
 19 49  1  1
 20 50  1  0
 20 51  1  0
 21 52  1  6
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Mitragynine ethanedisulfonate	HMDB
SK And F-12711	HMDB
Mitragynine monohydrochloride	HMDB
SK And F 12711	HMDB
Mitragynine, (3beta,16E,20beta)-isomer	HMDB
Mitragynine, (16E)-isomer	HMDB
Mitragynine, (3beta,16E)-isomer	HMDB
16,17-Didehydro-9,17-dimethoxy-17,18-seco-20-alpha-yohimban-16-carboxylic acid methyl ester	HMDB
Kratom alkaloids	HMDB
Methyl (2E)-2-[(2S,4S,5S)-5-ethyl-12-methoxy-7,17-diazatetracyclo[8.7.0.0,.0,]heptadeca-1(10),11(16),12,14-tetraen-4-yl]-3-methoxyprop-2-enoic acid	HMDB

Chemical Formula

C₂₃H₃₀N₂O₄

Average Molecular Weight

398.4953

Monoisotopic Molecular Weight

398.220557458

IUPAC Name

methyl (2E)-2-[(2S,3S,12bS)-3-ethyl-8-methoxy-1H,2H,3H,4H,6H,7H,12H,12bH-indolo[2,3-a]quinolizin-2-yl]-3-methoxyprop-2-enoate

Traditional Name

mitragynine

CAS Registry Number

6202-22-8

SMILES

[H][C@@]12C[C@@H]([C@H](CC)CN1CCC1=C2NC2=C1C(OC)=CC=C2)C(=C/OC)\C(=O)OC

InChI Identifier

InChI=1S/C23H30N2O4/c1-5-14-12-25-10-9-15-21-18(7-6-8-20(21)28-3)24-22(15)19(25)11-16(14)17(13-27-2)23(26)29-4/h6-8,13-14,16,19,24H,5,9-12H2,1-4H3/b17-13+/t14-,16+,19+/m1/s1

InChI Key

LELBFTMXCIIKKX-QVRQZEMUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Aralkylamine
1,2-aminoalcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Organic nitrogen compound
Aromatic alcohol
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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
Water Solubility	0.03 g/L	ALOGPS
logP	4	ALOGPS
logP	3.3	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	16.67	ChemAxon
pKa (Strongest Basic)	7.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.79 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	112.91 m³·mol⁻¹	ChemAxon
Polarizability	43.29 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]-	223.09	30932474
DeepCCS	[M+Na]+	198.515	30932474
AllCCS	[M+H]+	197.1	32859911
AllCCS	[M+H-H2O]+	194.4	32859911
AllCCS	[M+NH4]+	199.5	32859911
AllCCS	[M+Na]+	200.2	32859911
AllCCS	[M-H]-	202.5	32859911
AllCCS	[M+Na-2H]-	203.3	32859911
AllCCS	[M+HCOO]-	204.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mitragynine	[H][C@@]12C[C@@H]([C@H](CC)CN1CCC1=C2NC2=C1C(OC)=CC=C2)C(=C/OC)\C(=O)OC	4357.1	Standard polar	33892256
Mitragynine	[H][C@@]12C[C@@H]([C@H](CC)CN1CCC1=C2NC2=C1C(OC)=CC=C2)C(=C/OC)\C(=O)OC	3176.0	Standard non polar	33892256
Mitragynine	[H][C@@]12C[C@@H]([C@H](CC)CN1CCC1=C2NC2=C1C(OC)=CC=C2)C(=C/OC)\C(=O)OC	3298.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mitragynine,1TMS,isomer #1	CC[C@@H]1CN2CCC3=C([C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC)N([Si](C)(C)C)C1=CC=CC(OC)=C31	3188.5	Semi standard non polar	33892256
Mitragynine,1TMS,isomer #1	CC[C@@H]1CN2CCC3=C([C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC)N([Si](C)(C)C)C1=CC=CC(OC)=C31	3047.4	Standard non polar	33892256
Mitragynine,1TBDMS,isomer #1	CC[C@@H]1CN2CCC3=C([C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC)N([Si](C)(C)C(C)(C)C)C1=CC=CC(OC)=C31	3306.0	Semi standard non polar	33892256
Mitragynine,1TBDMS,isomer #1	CC[C@@H]1CN2CCC3=C([C@@H]2C[C@@H]1/C(=C\OC)C(=O)OC)N([Si](C)(C)C(C)(C)C)C1=CC=CC(OC)=C31	3238.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mitragynine GC-MS (Non-derivatized) - 70eV, Positive	splash10-02ar-1149000000-68ad2024bca19f46b22f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mitragynine 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 - Mitragynine 30V, Positive-QTOF	splash10-00fr-0951000000-4ce6e7d171b4a8b9f426	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-0abc-0900000000-0e9bd1a4bf69873c1855	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 50V, Positive-QTOF	splash10-0abc-0910000000-46a09078f4c9a5dae86d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0009000000-2cb70db6c69d3a30aeac	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-00fr-0951000000-69cda91ab6af24245015	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-00fr-0951000000-4b0bcb4679340db8c3ae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0219000000-a1b22a55956cb3dda3a0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0009000000-5cbfe1d5ffc9f60c8ae8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 50V, Positive-QTOF	splash10-0abc-0910000000-77bb2f1a27a4563a8048	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0219000000-6315a3706073ff021f46	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 50V, Positive-QTOF	splash10-0abc-0900000000-cfb3e1d94aef2dfed415	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-0abc-0910000000-019cea7c9745a0870bf0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 30V, Positive-QTOF	splash10-00fr-0951000000-6b318d2f6e83ff879ad1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-0abc-0910000000-d78c732f5143375f63ce	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-0002-0219000000-4e25ac82e5f42b600634	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0009000000-a7daeb53ce2392a5cbcc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 6V, Positive-QTOF	splash10-0002-0219000000-0c8f367363e1f59d4f39	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0219000000-1ba9dc6bc213de40a8e8	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-00kb-0019000000-4a3248fba1292cfe9ecf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 20V, Positive-QTOF	splash10-00l2-1259000000-0c7ecfb4c67c6865e62e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 40V, Positive-QTOF	splash10-0a4j-1359000000-e92aafb89a073659ee2e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 10V, Negative-QTOF	splash10-0002-0009000000-8e6dc3406d97e509a68b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 20V, Negative-QTOF	splash10-0f6t-0009000000-3aa17544a9b8f0ba9317	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 40V, Negative-QTOF	splash10-00e9-2049000000-c8eb7cdb83396a685cb1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mitragynine 10V, Positive-QTOF	splash10-0002-0009000000-19dbf185295666c1c901	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00001751

Chemspider ID

2298865

KEGG Compound ID

C09226

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mitragynine

METLIN ID

Not Available

PubChem Compound

3034396

PDB ID

Not Available

ChEBI ID

6956

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

Not Available

Showing metabocard for Mitragynine (HMDB0041933)

MOL for HMDB0041933 (Mitragynine)

3D MOL for HMDB0041933 (Mitragynine)

3D SDF for HMDB0041933 (Mitragynine)

3D-SDF for HMDB0041933 (Mitragynine)

PDB for HMDB0041933 (Mitragynine)

3D PDB for HMDB0041933 (Mitragynine)

SMILES for HMDB0041933 (Mitragynine)

INCHI for HMDB0041933 (Mitragynine)

Structure for HMDB0041933 (Mitragynine)

3D Structure for HMDB0041933 (Mitragynine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra