NP-MRD: Showing NP-Card for Allo-Yohimbine (NP0138792)

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Record Information

Version

2.0

Created at

2022-06-29 19:17:14 UTC

Updated at

2022-06-29 19:17:14 UTC

NP-MRD ID

NP0138792

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Allo-Yohimbine

Description

Allo-yohimbine 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. Allo-Yohimbine is found in Alstonia yunnanensis and Rauvolfia caffra. Based on a literature review very few articles have been published on allo-yohimbine.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292221172D          

 26 30  0  0  1  0            999 V2000
    5.3837    3.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069    2.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896    1.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2002    1.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4723    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234   -0.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8512    0.5662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0407    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.0949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6917    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -0.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850   -0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636    0.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386    1.6627    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  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
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
  6 26  1  1  0  0  0
M  END

     RDKit          3D

 52 56  0  0  0  0  0  0  0  0999 V2000
   -4.8214    3.0807    1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4182    1.7126    1.1685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2795    1.3341    0.5043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5818    2.2383   -0.0251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9066   -0.1156    0.4295 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0548   -0.8188   -0.2750 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1144   -0.3471   -1.5703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6837   -2.2906   -0.2788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5137   -2.4768   -1.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3560   -1.5750   -0.9130 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3079   -2.3167   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -1.6404   -0.0644 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8767   -2.0894   -1.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9017   -1.0789   -1.4793 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1029    0.0236   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651    0.4617    0.1491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3408    1.4495    0.9814 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6824    1.6434    0.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5579    2.5217    1.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8985    2.4866    1.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3665    1.5822    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5075    0.6923   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1815    0.7555   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7293   -0.2369   -0.2285 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5000    0.2696    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6792   -0.2338   -0.3876 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0944    3.4267    0.2557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0077    3.7116    1.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7111    3.1056    1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7996   -0.4721    1.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0164   -0.6674    0.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9457    0.6167   -1.6634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5214   -2.6542    0.7531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5432   -2.8405   -0.6913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1583   -3.5373   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611   -2.4237   -2.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -1.4301   -1.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1926   -3.3136   -0.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7072   -2.5219    0.9429 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2672   -2.4098   -1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4220   -3.0195   -0.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5127   -0.5884   -2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8687   -1.5373   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7040    1.9832    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515    3.2163    2.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003    3.1662    1.6484 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4169    1.5605   -0.0128 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8487   -0.0183   -1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5785   -0.0613   -1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4781    1.3631    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5753   -0.2026    1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7562    0.5162   -1.2290 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  2  0
 21 22  1  0
 22 23  2  0
 16 24  1  0
 24 25  1  0
 25 26  1  0
 26  5  1  0
 26 10  1  0
 24 12  1  0
 23 15  1  0
 23 18  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
  5 30  1  1
  6 31  1  1
  7 32  1  0
  8 33  1  0
  8 34  1  0
  9 35  1  0
  9 36  1  0
 10 37  1  6
 11 38  1  0
 11 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 17 44  1  0
 19 45  1  0
 20 46  1  0
 21 47  1  0
 22 48  1  0
 24 49  1  6
 25 50  1  0
 25 51  1  0
 26 52  1  6
M  END


  Mrv1652306292221172D          

 26 30  0  0  1  0            999 V2000
    5.3837    3.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6559    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1175    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3069    2.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3896    1.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2002    1.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4723    0.2588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9339   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234   -0.2126    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8512    0.5662    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0407    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5023    0.0949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6917    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1533   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4254   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2360   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7744   -0.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5850   -0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3924   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6463   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0316    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7826    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4606    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2636    0.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7386    1.6627    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
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  6  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
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 24 25  1  0  0  0  0
 13 25  1  0  0  0  0
  6 26  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0138792

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)[C@H]1[C@@H](O)CC[C@@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+,19-/m1/s1

> <INCHI_KEY>
BLGXFZZNTVWLAY-FJDMERLMSA-N

> <FORMULA>
C21H26N2O3

> <MOLECULAR_WEIGHT>
354.45

> <EXACT_MASS>
354.194342705

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
40.05193870267507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1S,15S,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.0986582599999997

> <ALOGPS_LOGS>
-3.01

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
16.383745843388258

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.676982087170042

> <JCHEM_PKA_STRONGEST_BASIC>
7.481317332411742

> <JCHEM_POLAR_SURFACE_AREA>
65.56

> <JCHEM_REFRACTIVITY>
99.63100000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.48e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,15S,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      10.050   6.298   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      10.558   4.844   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.553   3.678   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.040   3.965   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.061   2.224   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.574   1.937   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.082   0.483   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.077  -0.684   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.564  -0.397   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.056   1.057   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.543   1.344   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.538   0.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.025   0.464   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.019  -0.703   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.527  -2.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.041  -2.444   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       7.046  -1.277   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0       8.559  -1.564   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.599  -0.108   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.206  -0.765   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.059   0.113   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.068   1.648   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.461   2.305   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.726   1.427   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.225   1.780   0.000  0.00  0.00           N+0
HETATM   26  O   UNK     0      12.579   3.104   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   26                                                  
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   25                                                  
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   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   19   25                                                  
CONECT   25   24   13                                                       
CONECT   26    6                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Value	Source
(16alpha,17alpha,20alpha)-17-Hydroxyyohimban-16-carboxylic acid methyl ester	ChEBI
Alloyohimbin	ChEBI
Alloyohimbine	ChEBI
Methyl (16alpha,17alpha,20alpha)-17-hydroxyyohimban-16-carboxylate	ChEBI
(16a,17a,20a)-17-Hydroxyyohimban-16-carboxylate methyl ester	Generator
(16a,17a,20a)-17-Hydroxyyohimban-16-carboxylic acid methyl ester	Generator
(16alpha,17alpha,20alpha)-17-Hydroxyyohimban-16-carboxylate methyl ester	Generator
(16Α,17α,20α)-17-hydroxyyohimban-16-carboxylate methyl ester	Generator
(16Α,17α,20α)-17-hydroxyyohimban-16-carboxylic acid methyl ester	Generator
Methyl (16a,17a,20a)-17-hydroxyyohimban-16-carboxylate	Generator
Methyl (16a,17a,20a)-17-hydroxyyohimban-16-carboxylic acid	Generator
Methyl (16alpha,17alpha,20alpha)-17-hydroxyyohimban-16-carboxylic acid	Generator
Methyl (16α,17α,20α)-17-hydroxyyohimban-16-carboxylate	Generator
Methyl (16α,17α,20α)-17-hydroxyyohimban-16-carboxylic acid	Generator

Chemical Formula

C₂₁H₂₆N₂O₃

Average Mass

354.4500 Da

Monoisotopic Mass

354.19434 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

522-94-1

SMILES

COC(=O)[C@H]1[C@@H](O)CC[C@@H]2CN3CCC4=C(NC5=CC=CC=C45)[C@@H]3C[C@H]12

InChI Identifier

InChI=1S/C21H26N2O3/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24/h2-5,12,15,17-19,22,24H,6-11H2,1H3/t12-,15+,17+,18+,19-/m1/s1

InChI Key

BLGXFZZNTVWLAY-FJDMERLMSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alstonia yunnanensis	LOTUS Database	35616633
Rauvolfia caffra	LOTUS Database	35616633

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
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Beta-hydroxy acid
Hydroxy acid
Benzenoid
Piperidine
Heteroaromatic compound
Methyl ester
Cyclic alcohol
Pyrrole
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Secondary alcohol
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organic oxide
Organonitrogen compound
Organic nitrogen compound
Organooxygen compound
Amine
Carbonyl group
Organic oxygen compound
Alcohol
Organopnictogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methyl 17-hydroxy-20xi-yohimban-16-carboxylate (CHEBI:48567 )

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

107761

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

120716

PDB ID

Not Available

ChEBI ID

48567

Good Scents ID

rw1408811

References

General References

Not Available

Showing NP-Card for Allo-Yohimbine (NP0138792)

MOL for NP0138792 (Allo-Yohimbine)

3D MOL for NP0138792 (Allo-Yohimbine)

3D SDF for NP0138792 (Allo-Yohimbine)

3D-SDF for NP0138792 (Allo-Yohimbine)

PDB for NP0138792 (Allo-Yohimbine)

3D PDB for NP0138792 (Allo-Yohimbine)

SMILES for NP0138792 (Allo-Yohimbine)

INCHI for NP0138792 (Allo-Yohimbine)

Structure for NP0138792 (Allo-Yohimbine)

3D Structure for NP0138792 (Allo-Yohimbine)