NP-MRD: Showing NP-Card for reserpic acid (NP0241744)

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Record Information

Version

2.0

Created at

2022-09-07 01:53:59 UTC

Updated at

2022-09-07 01:54:00 UTC

NP-MRD ID

NP0241744

Secondary Accession Numbers

None

Natural Product Identification

Common Name

reserpic acid

Description

Reserpic acid, also known as reserpinolate, 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. reserpic acid is found in Rauvolfia vomitoria. Based on a literature review very few articles have been published on reserpic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072203542D          

 29 33  0  0  1  0            999 V2000
    7.7638    1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177    1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3397    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4079    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9838   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2229   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    0.0949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3356    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    0.5662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2529   -0.2126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4423   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    0.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9066    0.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761    1.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3623    1.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902    2.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866    1.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2588    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693    2.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913   -0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -0.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 12  8  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END

     RDKit          3D

 57 61  0  0  0  0  0  0  0  0999 V2000
    8.3058    1.5760   -0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9726    2.0400   -0.5211 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897    1.2127   -0.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0467   -0.1155    0.1042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9891   -0.9284    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7088   -0.4294    0.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.9709    0.4865 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5208   -0.0073    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1795    1.1118   -0.0687 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5120    0.8855   -0.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    1.6988   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0734   -0.2748    0.3966 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6465    0.0919   -0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0916   -0.2587   -0.9053 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4098   -1.4994   -0.1577 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8739   -1.6310    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7105   -0.7668   -0.7691 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0526   -1.0907   -0.5334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4116    0.6482   -0.4139 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2286    1.5629   -1.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0015    2.3110   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9585    0.9333   -0.6204 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4577    1.8106    0.4696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547    2.8948    0.2649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6388    1.4615    1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5789   -1.7508    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1952   -1.6855    0.6301 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7256   -2.2712    1.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0749   -2.3449    0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9515    2.3674   -0.8561 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5247    1.3567    0.6239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4057    0.6157   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0560   -0.4985    0.1663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0854   -1.9715    0.6494 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7654    2.0422   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4609    2.7458   -0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2716    0.2469    1.3013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1323   -0.5107   -1.6798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4543    1.1429   -1.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200   -0.5008   -2.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1854   -2.3772   -0.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2645   -2.6554    0.1036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1059   -1.2634    1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4033   -1.0535   -1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2589   -1.0537    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6112    0.7743    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6696    1.7099    0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5410    3.0802   -0.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3403    2.8855    0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9382    1.6163   -1.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0732    1.8191    2.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7494   -2.8315    1.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8120   -1.1494    1.9365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4033   -3.3112    1.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -1.6878    2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8896   -2.9021   -0.0884 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8378   -2.8501    1.4935 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 19  1  0
 19 17  1  0
 17 18  1  0
 17 16  1  0
 16 15  1  0
 15 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 14 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
 22 19  1  0
 14 15  1  0
 12 27  1  0
  6  7  1  0
  6 10  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 19 46  1  1
 17 44  1  6
 18 45  1  0
 16 42  1  0
 16 43  1  0
 15 41  1  6
 26 52  1  0
 26 53  1  0
 28 54  1  0
 28 55  1  0
 29 56  1  0
 29 57  1  0
  9 35  1  0
 11 36  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  4 33  1  0
  5 34  1  0
 12 37  1  1
 13 38  1  0
 13 39  1  0
 14 40  1  6
 22 50  1  6
 25 51  1  0
M  END


  Mrv1652309072203542D          

 29 33  0  0  1  0            999 V2000
    7.7638    1.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0177    1.3527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3397    0.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4079    0.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7299   -0.4097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9838   -0.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2229   -0.3765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6845    0.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127    0.9538    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9157    0.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5936    1.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    0.0949    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3356    0.7200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5250    0.5662    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2529   -0.2126    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4423   -0.3663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    0.2588    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9066    0.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761    1.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3623    1.6627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902    2.4415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9866    1.1913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2588    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693    2.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7204    2.5952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913   -0.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -0.6840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1402   -1.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9508   -1.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  1  0  0  0  0
 10 11  2  0  0  0  0
  3 11  1  0  0  0  0
 12  8  1  6  0  0  0
 12 13  1  0  0  0  0
 14 13  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 14 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 15 26  1  0  0  0  0
 26 27  1  0  0  0  0
 12 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  7 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0241744

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/t11-,15+,17-,18-,19+,21+/m1/s1

> <INCHI_KEY>
JVHNBFFHWQQPLL-WOXROFTLSA-N

> <FORMULA>
C22H28N2O5

> <MOLECULAR_WEIGHT>
400.475

> <EXACT_MASS>
400.19982201

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.94501496796687

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,15S,17R,18R,19S,20S)-17-hydroxy-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylic acid

> <JCHEM_LOGP>
-1.1488477370537515

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.184651352698445

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8972129781935854

> <JCHEM_PKA_STRONGEST_BASIC>
6.835508891857897

> <JCHEM_POLAR_SURFACE_AREA>
95.02000000000001

> <JCHEM_REFRACTIVITY>
107.43779999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,15S,17R,18R,19S,20S)-17-hydroxy-6,18-dimethoxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      14.492   1.868   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      13.100   2.525   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      11.834   1.648   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.961   0.113   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.696  -0.765   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.303  -0.108   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.883  -0.703   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.878   0.464   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       7.677   1.780   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       9.176   1.427   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.441   2.305   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.365   0.177   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.360   1.344   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.847   1.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.339  -0.397   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.826  -0.684   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.179   0.483   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.692   0.196   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       0.329   1.937   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.676   3.104   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.168   4.557   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.842   2.224   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.350   3.678   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.863   3.965   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.345   4.844   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       3.344  -1.564   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0       4.857  -1.277   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0       5.862  -2.444   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.375  -2.157   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8   29                                                  
CONECT    8    7    9   12                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10    3                                                       
CONECT   12    8   13   27                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   22                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   14   23                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   15   27                                                       
CONECT   27   26   12   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28    7                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   66    0
END

View in JSmol

Synonyms

Value	Source
18beta-Hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylic acid	ChEBI
Reserpinolic acid	ChEBI
18b-Hydroxy-11,17a-dimethoxy-3b,20a-yohimban-16b-carboxylate	Generator
18b-Hydroxy-11,17a-dimethoxy-3b,20a-yohimban-16b-carboxylic acid	Generator
18beta-Hydroxy-11,17alpha-dimethoxy-3beta,20alpha-yohimban-16beta-carboxylate	Generator
18Β-hydroxy-11,17α-dimethoxy-3β,20α-yohimban-16β-carboxylate	Generator
18Β-hydroxy-11,17α-dimethoxy-3β,20α-yohimban-16β-carboxylic acid	Generator
Reserpinolate	Generator
Reserpate	Generator
Reserpic acid, hydrochloride salt, (3beta,16beta,17alpha,18beta,20alpha)-isomer	MeSH

Chemical Formula

C₂₂H₂₈N₂O₅

Average Mass

400.4750 Da

Monoisotopic Mass

400.19982 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H28N2O5/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27)/t11-,15+,17-,18-,19+,21+/m1/s1

InChI Key

JVHNBFFHWQQPLL-WOXROFTLSA-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
Rauvolfia vomitoria	LOTUS Database	35616633

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
Pyridoindole
Beta-carboline
3-alkylindole
Indole or derivatives
Indole
Anisole
Aralkylamine
Alkyl aryl ether
Piperidine
Benzenoid
Heteroaromatic compound
Cyclic alcohol
Pyrrole
Amino acid or derivatives
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Amino acid
Carboxylic acid derivative
Carboxylic acid
Azacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic nitrogen compound
Alcohol
Carbonyl group
Amine
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organic oxide
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

yohimban alkaloid (CHEBI:46690 )

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

59170

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65747

PDB ID

Not Available

ChEBI ID

46690

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for reserpic acid (NP0241744)

MOL for NP0241744 (reserpic acid)

3D MOL for NP0241744 (reserpic acid)

3D SDF for NP0241744 (reserpic acid)

3D-SDF for NP0241744 (reserpic acid)

PDB for NP0241744 (reserpic acid)

3D PDB for NP0241744 (reserpic acid)

SMILES for NP0241744 (reserpic acid)

INCHI for NP0241744 (reserpic acid)

Structure for NP0241744 (reserpic acid)

3D Structure for NP0241744 (reserpic acid)