NP-MRD: Showing NP-Card for Kirinine C (NP0067209)

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Record Information

Version

2.0

Created at

2022-04-28 11:36:55 UTC

Updated at

2022-04-28 11:36:55 UTC

NP-MRD ID

NP0067209

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Kirinine C

Description

(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]Nonadec-6-en-2-yl acetate 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. Kirinine C is found in Aconitum kirinense. Based on a literature review very few articles have been published on (1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]Nonadec-6-en-2-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213362D          

 27 32  0  0  1  0            999 V2000
    7.3921    1.1327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8095    0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4341   -0.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5888   -0.4301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0076    0.2243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1411   -0.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5274    0.6150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1023    1.2561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7266    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    0.7632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9612    1.2358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2934    2.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301    1.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.5589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1321   -0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8698   -0.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7028   -0.7979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0336   -1.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9262    1.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1182    1.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2742   -1.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7773   -1.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4626   -2.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5951   -1.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1485    1.4620    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
  1 10  1  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
  1 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  1  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  6  0  0  0
 14 22  1  1  0  0  0
  4 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 27  1  1  0  0  0
M  END

     RDKit          3D

 56 61  0  0  0  0  0  0  0  0999 V2000
    4.1415    1.2162    1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2553    0.7034    0.7841 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216    1.4775   -0.3663 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0557    0.6758   -1.6049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041   -0.6785   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6871   -0.7908   -0.0943 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7357   -0.7121    0.9785 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2312   -0.6920    2.2728 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8094   -1.9747   -0.1135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0003   -2.1835    1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0314   -1.0465    1.1895 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3662   -1.6798    1.0180 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7777   -2.3584    2.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1903   -2.6949   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591   -2.3987   -0.9870 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3555   -1.4049   -0.9648 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6303   -0.2293   -0.0568 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7082    0.6559   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5327    1.4900   -1.5371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8023    2.8429   -1.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6452    3.8056   -2.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2110    3.3010   -0.3017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9851   -0.1358   -0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4366   -0.7419    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7110    0.3116    0.2434 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1834    1.5617   -0.3588 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8080    2.6917    0.3887 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4974    2.2125    1.4552 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5067    0.6273    2.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1649    2.4891   -0.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1196    0.6249   -1.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5593    1.2041   -2.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8976   -0.9448   -2.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -1.3967   -1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5485   -1.4490    0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313   -0.9839    2.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2079   -2.8866   -0.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5064   -3.1840    0.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5601   -2.2877    2.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -0.4749    2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7113   -1.6382    3.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8520   -2.6553    2.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1625   -3.2616    2.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7840   -3.5836   -0.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0835   -1.1529   -1.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0094    1.2878    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6043    3.8928   -3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3268    4.7790   -2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154    3.4942   -3.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9332   -0.7700   -1.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7444    0.6643   -0.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7034    0.0377    1.2577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445   -1.3530    0.3444 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7212    0.5146    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8227    1.7104   -1.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9483    3.4716   -0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
 21 20  1  0
 20 22  2  0
 20 19  1  0
 19 18  1  0
 18 23  1  0
 23 24  1  0
 24 12  1  0
 12 13  1  1
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16  9  1  0
  9 10  1  0
 10 11  1  0
 11 17  1  0
 17 25  1  0
 25 26  1  0
 26 27  1  0
 26  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  6
  6  7  1  0
  7  8  1  0
  7  2  1  0
  2  1  2  3
 17 18  1  6
  6 25  1  0
 11 12  1  0
  2  3  1  0
 17 16  1  0
  6  9  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 18 46  1  1
 23 50  1  0
 23 51  1  0
 24 52  1  0
 24 53  1  0
 13 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 16 45  1  6
  9 37  1  6
 10 38  1  0
 10 39  1  0
 11 40  1  1
 25 54  1  1
 26 55  1  6
 27 56  1  0
  3 30  1  6
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  7 35  1  1
  8 36  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652304282213362D          

 27 32  0  0  1  0            999 V2000
    7.3921    1.1327    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8095    0.3858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4341   -0.3778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5888   -0.4301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0076    0.2243    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1411   -0.0518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5274    0.6150    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1023    1.2561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7266    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    0.7632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9612    1.2358    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2934    2.0343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301    1.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5550    0.5589    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1321   -0.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367   -0.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8698   -0.6167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7028   -0.7979    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0336   -1.5537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0188    0.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9262    1.1253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1182    1.2588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2742   -1.1927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7773   -1.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4626   -2.6092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5951   -1.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1485    1.4620    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  6  0  0  0
  1 10  1  0  0  0  0
  5 10  1  0  0  0  0
  8 11  1  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  1  0  0  0
 12 13  2  0  0  0  0
  1 13  1  0  0  0  0
  7 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 17 15  1  1  0  0  0
 17 18  1  0  0  0  0
  6 18  1  0  0  0  0
 18 19  1  1  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7 21  1  6  0  0  0
 14 22  1  1  0  0  0
  4 23  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 27  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067209

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)O[C@H]1CC[C@@]2(C)C=N[C@@H]3[C@@H]4C[C@H]2[C@]13[C@@H]1[C@@H](O)[C@@H]2CC[C@]41[C@H](O)C2=C

> <INCHI_IDENTIFIER>
InChI=1S/C22H29NO4/c1-10-12-4-7-21(19(10)26)13-8-14-20(3)6-5-15(27-11(2)24)22(14,17(21)16(12)25)18(13)23-9-20/h9,12-19,25-26H,1,4-8H2,2-3H3/t12-,13+,14-,15+,16+,17-,18-,19-,20+,21+,22-/m1/s1

> <INCHI_KEY>
YFVHJZDSOYGKPW-ORHDGNPGSA-N

> <FORMULA>
C22H29NO4

> <MOLECULAR_WEIGHT>
371.477

> <EXACT_MASS>
371.209658418

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.052145377778686

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadec-6-en-2-yl acetate

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
0.5345960206666671

> <ALOGPS_LOGS>
-3.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.718752374446922

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.99202598142886

> <JCHEM_PKA_STRONGEST_BASIC>
6.60958310782882

> <JCHEM_POLAR_SURFACE_AREA>
79.12

> <JCHEM_REFRACTIVITY>
98.25859999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.03e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadec-6-en-2-yl acetate

> <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  C   UNK     0      13.799   2.114   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.578   0.720   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.877  -0.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.299  -0.803   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.214   0.419   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.597  -0.097   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.451   1.148   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.524   2.345   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.690   1.366   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.363   1.425   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.128   2.307   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      11.748   3.797   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      13.309   3.633   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.636   1.043   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.847  -0.360   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.362  -0.769   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.224  -1.151   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.778  -1.489   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.396  -2.900   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       7.502   0.389   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.329   2.101   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.821   2.350   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      11.712  -2.226   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      12.651  -3.447   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      12.063  -4.871   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      14.177  -3.244   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.211   2.729   0.000  0.00  0.00           C+0
CONECT    1    2   10   13   27                                             
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   23                                                  
CONECT    5    4    6   10   11                                             
CONECT    6    5    7   18                                                  
CONECT    7    6    8   14   21                                             
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    1    5                                                  
CONECT   11    8    5   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12    1                                                       
CONECT   14    7   15   22                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17    6   19                                                  
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20    7                                                       
CONECT   22   14                                                            
CONECT   23    4   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
CONECT   27    1                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   64    0
END

View in JSmol

Synonyms

Value	Source
(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-Dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2,.0,.0,.0,]nonadec-6-en-2-yl acetic acid	Generator

Chemical Formula

C₂₂H₂₉NO₄

Average Mass

371.4770 Da

Monoisotopic Mass

371.20966 Da

IUPAC Name

(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadec-6-en-2-yl acetate

Traditional Name

(1R,2S,5R,8R,9R,10S,11R,13R,14S,15R,16R)-11,14-dihydroxy-5-methyl-12-methylidene-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadec-6-en-2-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)O[C@H]1CC[C@@]2(C)C=N[C@@H]3[C@@H]4C[C@H]2[C@]13[C@@H]1[C@@H](O)[C@@H]2CC[C@]41[C@H](O)C2=C

InChI Identifier

InChI=1S/C22H29NO4/c1-10-12-4-7-21(19(10)26)13-8-14-20(3)6-5-15(27-11(2)24)22(14,17(21)16(12)25)18(13)23-9-20/h9,12-19,25-26H,1,4-8H2,2-3H3/t12-,13+,14-,15+,16+,17-,18-,19-,20+,21+,22-/m1/s1

InChI Key

YFVHJZDSOYGKPW-ORHDGNPGSA-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 kirinense	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
Azepine
Tetrahydropyridine
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organonitrogen compound
Organooxygen compound
Imine
Organopnictogen compound
Alcohol
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
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	1.41	ALOGPS
logP	0.53	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.99	ChemAxon
pKa (Strongest Basic)	6.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	79.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	98.26 m³·mol⁻¹	ChemAxon
Polarizability	40.05 Å³	ChemAxon
Number of Rings	6	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

Not Available

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

162844513

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Kirinine C (NP0067209)

MOL for NP0067209 (Kirinine C)

3D MOL for NP0067209 (Kirinine C)

3D SDF for NP0067209 (Kirinine C)

3D-SDF for NP0067209 (Kirinine C)

PDB for NP0067209 (Kirinine C)

3D PDB for NP0067209 (Kirinine C)

SMILES for NP0067209 (Kirinine C)

INCHI for NP0067209 (Kirinine C)

Structure for NP0067209 (Kirinine C)

3D Structure for NP0067209 (Kirinine C)