NP-MRD: Showing NP-Card for Dihydroatisine (NP0067178)

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Record Information

Version

2.0

Created at

2022-04-28 11:27:02 UTC

Updated at

2022-04-28 11:27:02 UTC

NP-MRD ID

NP0067178

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Dihydroatisine

Description

Dihydroatisine belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12. Dihydroatisine is found in Aconitum heterophyllum and Delphinium stapeliosum . Dihydroatisine was first documented in 2005 (PMID: 15664483). Based on a literature review very few articles have been published on Dihydroatisine (PMID: 18615279).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213272D          

 25 29  0  0  1  0            999 V2000
    4.2238    1.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7477    1.6705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8104    1.0738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2642    0.1063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9284    0.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9792    1.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6014    1.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    1.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.8682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4603    0.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0939   -0.2958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9430   -0.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447    0.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078    1.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    1.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7881    0.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3154    2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189    3.5678    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  1  0  0  0
 14 15  1  0  0  0  0
  7 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 11 18  1  1  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  1  0  0  0
  1 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END

     RDKit          3D

 60 64  0  0  0  0  0  0  0  0999 V2000
    4.1916    2.3962    1.3402 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5512    1.4579    0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    1.6885   -0.7249 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5971    0.5080   -1.5239 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7940   -0.7047   -1.0707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1678   -0.4642    0.3070 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7931   -1.8098    0.8431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5581   -2.2353    0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130   -1.3195    0.5749 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2990    0.1180    0.2378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1610    0.8854    1.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1069    0.0494    2.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8368   -1.0052    1.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9144   -1.7776    0.2869 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0610   -3.2667    0.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483   -1.3318   -1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945    0.1391   -1.0466 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2263    0.7844   -1.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3733    2.2448   -1.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026    2.9204   -2.2352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203    0.5084   -1.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1034    0.5754    0.3102 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5279    1.5996   -0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2956    0.0536    1.1608 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9751    0.1188    2.5025 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779    3.0895    1.8485 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1995    1.6717    2.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    2.6484   -1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6529    0.2966   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5004    0.6540   -2.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4343   -1.6031   -0.9992 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0467   -0.8921   -1.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183   -1.7373    1.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6369   -2.4896    0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -2.1672   -1.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2959   -3.2576    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4017   -1.3784    1.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4250    1.3146    1.9941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    1.7982    0.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8982    0.7278    2.4252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6552   -0.4095    2.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1884   -1.7631    1.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -0.6086    0.7362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1041   -3.5961    0.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5266   -3.7243   -0.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5326   -3.6579    1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5283   -1.6213   -1.8159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3254   -1.7288   -1.3697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2239    0.3404   -1.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205    0.7230   -2.9635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3705    2.7016   -1.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    2.3365   -0.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0738    3.2800   -1.7203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4369   -0.0587   -1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7932    1.5922   -1.1798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1790    1.1504    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1189    2.6202   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2526    1.3074   -1.7710 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2325   -0.5532    1.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853    0.8616    2.7617 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  1  6
 14 13  1  0
 13 12  1  0
 12 11  1  0
 10 11  1  1
 10 21  1  0
 21 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 17 16  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  6  7  1  1
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3 23  1  0
 23 22  1  0
  3  2  1  0
  2  1  2  3
  2 24  1  0
 24 25  1  0
 16 14  1  0
 22  6  1  0
  9 14  1  0
 24  6  1  0
 22 10  1  0
 15 44  1  0
 15 45  1  0
 15 46  1  0
 13 42  1  0
 13 43  1  0
 12 40  1  0
 12 41  1  0
 11 38  1  0
 11 39  1  0
 21 54  1  0
 21 55  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 16 47  1  0
 16 48  1  0
  9 37  1  1
  8 35  1  0
  8 36  1  0
  7 33  1  0
  7 34  1  0
  5 31  1  0
  5 32  1  0
  4 29  1  0
  4 30  1  0
  3 28  1  6
 23 57  1  0
 23 58  1  0
 22 56  1  1
  1 26  1  0
  1 27  1  0
 24 59  1  1
 25 60  1  0
M  END


  Mrv1652304282213272D          

 25 29  0  0  1  0            999 V2000
    4.2238    1.6301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9774    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7477    1.6705    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8104    1.0738    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2642    0.1063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9284    0.8598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268    0.3398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9792    1.0296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6014    1.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4361    1.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0228    0.8682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4603    0.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6368    0.2009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0939   -0.2958    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9430   -0.3138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4447    0.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3078    1.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275    1.5923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0345   -0.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7881    0.1467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0835    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3154    2.2691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    2.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189    3.5678    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  1  0  0  0
 14 15  1  0  0  0  0
  7 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  8 17  1  0  0  0  0
 11 18  1  1  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  1  1  0  0  0
  1 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067178

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@]12CCC[C@]3(CN(CCO)C1)[C@@H]2CC[C@@]12CC[C@@H](C[C@@H]31)C(=C)[C@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C22H35NO2/c1-15-16-4-8-21(19(15)25)9-5-17-20(2)6-3-7-22(17,18(21)12-16)14-23(13-20)10-11-24/h16-19,24-25H,1,3-14H2,2H3/t16-,17+,18+,19+,20-,21-,22-/m0/s1

> <INCHI_KEY>
KNYGXNFGZONVKK-BZDFKLGJSA-N

> <FORMULA>
C22H35NO2

> <MOLECULAR_WEIGHT>
345.527

> <EXACT_MASS>
345.266779371

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
40.92448040547507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,6R,7S,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecan-6-ol

> <ALOGPS_LOGP>
2.91

> <JCHEM_LOGP>
2.516913836

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
19.71210195887031

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.593206717793471

> <JCHEM_PKA_STRONGEST_BASIC>
9.70876155502128

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
100.31509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.77e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,6R,7S,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecan-6-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  N   UNK     0       7.884   3.043   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       9.291   3.670   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.729   3.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.979   2.004   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.960   0.198   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.333   1.605   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.583   0.634   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.561   1.922   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.723   3.112   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.281   3.407   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.776   1.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.726   0.468   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.189   0.375   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.909  -0.552   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.494  -0.586   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.563   0.892   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.308   2.603   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       3.038   2.972   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       9.398  -0.353   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.804   0.274   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.356   1.712   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.789   4.236   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.767   4.103   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.126   5.600   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       6.009   6.660   0.000  0.00  0.00           O+0
CONECT    1    2    6   23                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   21   22                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   19                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   15                                                  
CONECT    8    7    9   11   17                                             
CONECT    9    8   10                                                       
CONECT   10    9    4                                                       
CONECT   11    8   12   18                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14    7                                                       
CONECT   16   14   17                                                       
CONECT   17   16    8                                                       
CONECT   18   11                                                            
CONECT   19    5   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20    3                                                       
CONECT   22    3                                                            
CONECT   23    1   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₅NO₂

Average Mass

345.5270 Da

Monoisotopic Mass

345.26678 Da

IUPAC Name

(1S,2S,4S,6R,7S,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecan-6-ol

Traditional Name

(1S,2S,4S,6R,7S,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecan-6-ol

CAS Registry Number

Not Available

SMILES

C[C@]12CCC[C@]3(CN(CCO)C1)[C@@H]2CC[C@@]12CC[C@@H](C[C@@H]31)C(=C)[C@H]2O

InChI Identifier

InChI=1S/C22H35NO2/c1-15-16-4-8-21(19(15)25)9-5-17-20(2)6-3-7-22(17,18(21)12-16)14-23(13-20)10-11-24/h16-19,24-25H,1,3-14H2,2H3/t16-,17+,18+,19+,20-,21-,22-/m0/s1

InChI Key

KNYGXNFGZONVKK-BZDFKLGJSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Aconitum heterophyllum	Plant	KNApSAcK
Delphinium stapeliosum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as atisane diterpenoids. These are diterpenoids with a structure based on the atisane skeleton, which is a tetracyclic compound containing the [2,2,2]bicyc1ic ring system with the C15-C16 bridge attached at C12.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Atisane diterpenoids

Alternative Parents

Substituents

Atisane diterpenoid
Alkaloid or derivatives
Piperidine
Cyclic alcohol
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
1,2-aminoalcohol
Organoheterocyclic compound
Alkanolamine
Azacycle
Alcohol
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic nitrogen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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
logP	2.91	ALOGPS
logP	2.52	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	15.59	ChemAxon
pKa (Strongest Basic)	9.71	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	43.7 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	100.32 m³·mol⁻¹	ChemAxon
Polarizability	40.92 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00024882

Chemspider ID

10242731

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21606634

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Gonzalez P, Marin C, Rodriguez-Gonzalez I, Hitos AB, Rosales MJ, Reina M, Diaz JG, Gonzalez-Coloma A, Sanchez-Moreno M: In vitro activity of C20-diterpenoid alkaloid derivatives in promastigotes and intracellular amastigotes of Leishmania infantum. Int J Antimicrob Agents. 2005 Feb;25(2):136-41. doi: 10.1016/j.ijantimicag.2004.08.010. [PubMed:15664483 ]
Nisar M, Ahmad M, Wadood N, Lodhi MA, Shaheen F, Choudhary MI: New diterpenoid alkaloids from Aconitum heterophyllum Wall: Selective butyrylcholinestrase inhibitors. J Enzyme Inhib Med Chem. 2009 Feb;24(1):47-51. doi: 10.1080/14756360801906202. [PubMed:18615279 ]

Showing NP-Card for Dihydroatisine (NP0067178)

MOL for NP0067178 (Dihydroatisine)

3D MOL for NP0067178 (Dihydroatisine)

3D SDF for NP0067178 (Dihydroatisine)

3D-SDF for NP0067178 (Dihydroatisine)

PDB for NP0067178 (Dihydroatisine)

3D PDB for NP0067178 (Dihydroatisine)

SMILES for NP0067178 (Dihydroatisine)

INCHI for NP0067178 (Dihydroatisine)

Structure for NP0067178 (Dihydroatisine)

3D Structure for NP0067178 (Dihydroatisine)