NP-MRD: Showing NP-Card for 7,24-Secoajaconine (NP0067177)

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Record Information

Version

2.0

Created at

2022-04-28 11:26:56 UTC

Updated at

2022-04-28 11:26:57 UTC

NP-MRD ID

NP0067177

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7,24-Secoajaconine

Description

Dihydroajaconine 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. 7,24-Secoajaconine is found in Consolida ajacis, Consolida ambigua, Consolida amibigua and Consolida oliveriana. 7,24-Secoajaconine was first documented in 2016 (PMID: 26545636). Based on a literature review a small amount of articles have been published on Dihydroajaconine (PMID: 33351595) (PMID: 27860043).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213262D          

 26 30  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  1  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
    3.2115    2.3941    0.0000 O   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  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  9 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
  7 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  6  0  0  0
 12 19  1  1  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  1  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END

     RDKit          3D

 61 65  0  0  0  0  0  0  0  0999 V2000
   -4.4686    1.1220   -1.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6473    0.8147   -0.7522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127    1.8531    0.0306 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1572    1.4507    1.4951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3273    0.2016    1.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0100   -0.4996    0.3936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1093    0.2955   -0.4864 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4058    1.7614   -0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3406   -0.0466   -0.4613 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9511    0.1343   -1.8531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -1.1114   -2.3623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6039   -1.7252   -1.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1114   -1.6756    0.0252 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4610   -2.9769    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8817   -0.5865    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5280    0.7142    0.1640 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2934    1.7377    0.7987 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0960    3.0871    0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    3.1323   -1.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1226    0.9324    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6422   -1.4510   -0.0433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1313   -1.8356    1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5900   -1.8851    0.6976 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4080   -2.4062    1.6824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656   -0.5926   -0.3344 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -1.3634   -1.4691 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6533    2.1418   -1.9998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9821    0.3412   -2.2644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2979    2.8608   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    2.2914    2.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2233    1.3079    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339   -0.4866    2.3097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4037    0.4124    2.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4398    0.1648   -1.5613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503    2.4337   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9557    2.0969    0.7705 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1433    0.3830   -2.5901 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6747    0.9487   -1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2085   -0.7755   -3.2677 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8873   -1.8549   -2.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6277   -1.3050   -1.5020 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6956   -2.8065   -1.6869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5684   -3.0660    0.6959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1944   -2.8391    1.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704   -3.8465    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8128   -0.6164    1.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9579   -0.7403    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9506    1.7945    1.8660 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798    1.5068    0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0989    3.5046    0.3495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164    3.8202    0.6819 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0563    3.9264   -1.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8495    0.8377    1.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9002    1.9505   -0.0080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585   -2.1181   -0.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0130   -1.0691    1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1535   -2.8580    1.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5876   -2.4861   -0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0008   -3.0842    1.2415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1281   -1.0105    0.3212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2243   -0.8416   -2.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  1
 13 12  1  0
 12 11  1  0
 11 10  1  0
  9 10  1  6
  9 20  1  0
 20 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 16 15  1  0
  9 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23  6  1  0
  6  5  1  1
  5  4  1  0
  4  3  1  0
  3  8  1  0
  8  7  1  0
  3  2  1  0
  2  1  2  3
  2 25  1  0
 25 26  1  0
 15 13  1  0
  7  6  1  0
 21 13  1  0
 25  6  1  0
  7  9  1  0
 14 43  1  0
 14 44  1  0
 14 45  1  0
 12 41  1  0
 12 42  1  0
 11 39  1  0
 11 40  1  0
 10 37  1  0
 10 38  1  0
 20 53  1  0
 20 54  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 15 46  1  0
 15 47  1  0
 21 55  1  6
 22 56  1  0
 22 57  1  0
 23 58  1  6
 24 59  1  0
  5 32  1  0
  5 33  1  0
  4 30  1  0
  4 31  1  0
  3 29  1  1
  8 35  1  0
  8 36  1  0
  7 34  1  6
  1 27  1  0
  1 28  1  0
 25 60  1  1
 26 61  1  0
M  END


  Mrv1652304282213262D          

 26 30  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  1  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
    3.2115    2.3941    0.0000 O   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  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  6  0  0  0
  9 11  1  6  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
  7 16  1  6  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8 18  1  6  0  0  0
 12 19  1  1  0  0  0
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  3 22  1  0  0  0  0
  3 23  1  1  0  0  0
  1 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0067177

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C22H35NO3/c1-14-15-4-7-22(19(14)26)17(10-15)21-6-3-5-20(2,16(21)11-18(22)25)12-23(13-21)8-9-24/h15-19,24-26H,1,3-13H2,2H3/t15-,16+,17-,18+,19+,20-,21-,22+/m0/s1

> <INCHI_KEY>
LAGBIQKFHSDYJZ-GADKELDLSA-N

> <FORMULA>
C22H35NO3

> <MOLECULAR_WEIGHT>
361.526

> <EXACT_MASS>
361.261693991

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
41.77215249385927

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,4S,6R,7R,8R,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecane-6,8-diol

> <ALOGPS_LOGP>
1.44

> <JCHEM_LOGP>
1.2861027690000006

> <ALOGPS_LOGS>
-2.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.745719182856998

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.942885912487192

> <JCHEM_PKA_STRONGEST_BASIC>
9.557566962861278

> <JCHEM_POLAR_SURFACE_AREA>
63.93000000000001

> <JCHEM_REFRACTIVITY>
101.83059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4S,6R,7R,8R,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecane-6,8-diol

> <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  O   UNK     0       5.995   4.469   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.776   1.621   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.726   0.468   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.189   0.375   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.909  -0.552   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.494  -0.586   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.563   0.892   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.308   2.603   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.038   2.972   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.398  -0.353   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.804   0.274   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.356   1.712   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.789   4.236   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.767   4.103   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.126   5.600   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.009   6.660   0.000  0.00  0.00           O+0
CONECT    1    2    6   24                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   22   23                                             
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7   20                                             
CONECT    6    5    1                                                       
CONECT    7    5    8   16                                                  
CONECT    8    7    9   12   18                                             
CONECT    9    8   10   11                                                  
CONECT   10    9    4                                                       
CONECT   11    9                                                            
CONECT   12    8   13   19                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15    7                                                       
CONECT   17   15   18                                                       
CONECT   18   17    8                                                       
CONECT   19   12                                                            
CONECT   20    5   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    3                                                       
CONECT   23    3                                                            
CONECT   24    1   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   60    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₅NO₃

Average Mass

361.5260 Da

Monoisotopic Mass

361.26169 Da

IUPAC Name

(1S,2S,4S,6R,7R,8R,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecane-6,8-diol

Traditional Name

(1S,2S,4S,6R,7R,8R,10R,11R)-13-(2-hydroxyethyl)-11-methyl-5-methylidene-13-azapentacyclo[9.3.3.2^{4,7}.0^{1,10}.0^{2,7}]nonadecane-6,8-diol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C22H35NO3/c1-14-15-4-7-22(19(14)26)17(10-15)21-6-3-5-20(2,16(21)11-18(22)25)12-23(13-21)8-9-24/h15-19,24-26H,1,3-13H2,2H3/t15-,16+,17-,18+,19+,20-,21-,22+/m0/s1

InChI Key

LAGBIQKFHSDYJZ-GADKELDLSA-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
Consolida ajacis	LOTUS Database	35616633
Consolida ambigua	LOTUS Database	35616633
Consolida amibigua	Plant	KNApSAcK
Consolida oliveriana	LOTUS Database	35616633

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
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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	1.44	ALOGPS
logP	1.29	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	13.94	ChemAxon
pKa (Strongest Basic)	9.56	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	63.93 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	101.83 m³·mol⁻¹	ChemAxon
Polarizability	41.77 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

C00024881

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101118337

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liu XY, Wang FP, Qin Y: Synthesis of Three-Dimensionally Fascinating Diterpenoid Alkaloids and Related Diterpenes. Acc Chem Res. 2021 Jan 5;54(1):22-34. doi: 10.1021/acs.accounts.0c00720. Epub 2020 Dec 22. [PubMed:33351595 ]
Cheng H, Zeng FH, Yang X, Meng YJ, Xu L, Wang FP: Collective Total Syntheses of Atisane-Type Diterpenes and Atisine-Type Diterpenoid Alkaloids: (+/-)-Spiramilactone B, (+/-)-Spiraminol, (+/-)-Dihydroajaconine, and (+/-)-Spiramines C and D. Angew Chem Int Ed Engl. 2016 Jan 4;55(1):392-6. doi: 10.1002/anie.201508996. Epub 2015 Nov 6. [PubMed:26545636 ]
Li XH, Zhu M, Wang ZX, Liu XY, Song H, Zhang D, Wang FP, Qin Y: Synthesis of Atisine, Ajaconine, Denudatine, and Hetidine Diterpenoid Alkaloids by a Bioinspired Approach. Angew Chem Int Ed Engl. 2016 Dec 12;55(50):15667-15671. doi: 10.1002/anie.201609882. Epub 2016 Nov 17. [PubMed:27860043 ]

Showing NP-Card for 7,24-Secoajaconine (NP0067177)

MOL for NP0067177 (7,24-Secoajaconine)

3D MOL for NP0067177 (7,24-Secoajaconine)

3D SDF for NP0067177 (7,24-Secoajaconine)

3D-SDF for NP0067177 (7,24-Secoajaconine)

PDB for NP0067177 (7,24-Secoajaconine)

3D PDB for NP0067177 (7,24-Secoajaconine)

SMILES for NP0067177 (7,24-Secoajaconine)

INCHI for NP0067177 (7,24-Secoajaconine)

Structure for NP0067177 (7,24-Secoajaconine)

3D Structure for NP0067177 (7,24-Secoajaconine)