NP-MRD: Showing NP-Card for Vakhmatine (NP0067303)

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Record Information

Version

2.0

Created at

2022-04-28 11:53:21 UTC

Updated at

2022-04-28 11:53:21 UTC

NP-MRD ID

NP0067303

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Vakhmatine

Description

(1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]Nonadecane-3,6,10,19-tetrol belongs to the class of organic compounds known as hetisine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hetisine skeleton, which is a heptacyclic compound with an additional N-C-6 bond as compared with the hetidine-type, and thus, is one of most complex entries in the atisane-class. Vakhmatine is found in Consolida ajacis, Consolida ambigua L.P.W.Ball and V.H.Heywood and Delphinium palmatum. Based on a literature review very few articles have been published on (1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0¹,⁸.0⁵,¹⁷.0⁷,¹⁶.0⁹,¹⁴.0¹⁴,¹⁸]Nonadecane-3,6,10,19-tetrol.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282213532D          

 25 31  0  0  1  0            999 V2000
    3.1131    1.7383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2970    2.0196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    1.4170    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6257    1.1561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1376    0.7380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8077    1.2147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9887    2.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7566    2.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    2.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    2.1885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1749    2.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668    2.2733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0619    1.2235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7964    0.9586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8073    0.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965   -0.3390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1418   -1.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563    0.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5444    1.6337    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3602    1.9189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6429    2.6939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -0.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12  2  1  6  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
  3 19  1  0  0  0  0
 13 19  1  0  0  0  0
 20 19  1  6  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
 14 23  1  1  0  0  0
  5 24  1  6  0  0  0
  1 25  1  1  0  0  0
M  END

     RDKit          3D

 52 58  0  0  0  0  0  0  0  0999 V2000
    4.7227    0.5345   -1.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5245    0.1939   -0.8741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1196    0.1941    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6369   -0.0508    0.5722 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0728   -0.1271    1.9469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3770   -0.4183    1.9709 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1279    0.6332    1.1372 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5240    0.3378   -0.2119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4236    0.7834   -1.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6524    1.5012   -0.7301 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3900    2.0176   -1.7906 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4082    0.5074    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5078    0.0387    1.1971 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1987    0.3450    2.5040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966   -1.4498    1.0724 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8223   -2.1516    2.1017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7498   -1.5708    1.1350 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2601   -1.1551   -0.1916 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2354   -1.3477   -0.1195 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9025   -1.5601   -1.4226 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0101   -2.3969   -1.2202 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5041   -0.2139   -1.8660 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3138    0.7541   -1.7553 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6153    1.9567   -2.3801 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8770    0.9288   -0.3252 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4743    0.8333   -0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9886    0.5247   -2.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3063    1.1518    1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922   -0.6114    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6125   -0.9010    2.5016 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2386    0.8423    2.4534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685   -0.4999    2.9777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0188    1.6337    1.4992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598    1.5732   -1.9742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8349   -0.0457   -1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2534    2.3484   -0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8094    2.4065   -2.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3351    1.0106    0.4677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6928   -0.3369   -0.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7493   -0.1346    3.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1969    1.4492    2.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2456   -0.0418    2.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5701   -1.7632    0.0674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4319   -2.8012    1.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7413   -1.6984   -0.9987 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5015   -2.1709    0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721   -1.9804   -2.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9387   -2.9009   -0.3732 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8467   -0.2328   -2.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5241    0.2503   -2.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4814    1.8533   -2.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9342    1.9574    0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  1
 13 12  1  0
 12 10  1  0
 10 11  1  0
 10  9  1  0
  8  9  1  6
  8 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25  4  1  0
  4  5  1  1
  5  6  1  0
  6  7  1  0
  6 17  1  0
 17 15  1  0
 15 16  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  7 13  1  0
 15 13  1  0
 25  8  1  0
  7  8  1  0
 17 18  1  0
  4 19  1  0
  2 22  1  0
 14 40  1  0
 14 41  1  0
 14 42  1  0
 12 38  1  0
 12 39  1  0
 10 36  1  1
 11 37  1  0
  9 34  1  0
  9 35  1  0
 18 45  1  6
 19 46  1  1
 20 47  1  6
 21 48  1  0
 22 49  1  6
 23 50  1  6
 24 51  1  0
 25 52  1  1
  5 30  1  0
  5 31  1  0
  6 32  1  1
  7 33  1  1
 15 43  1  6
 16 44  1  0
  3 28  1  0
  3 29  1  0
  1 26  1  0
  1 27  1  0
M  END


  Mrv1652304282213532D          

 25 31  0  0  1  0            999 V2000
    3.1131    1.7383    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2970    2.0196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4747    1.4170    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6257    1.1561    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1376    0.7380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8077    1.2147    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9887    2.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7566    2.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2644    2.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370    2.1885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1749    2.7816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8668    2.2733    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0619    1.2235    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7964    0.9586    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8073    0.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0965   -0.3390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1418   -1.1628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3492    0.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2563    0.8676    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5444    1.6337    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3602    1.9189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6429    2.6939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071    0.8056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859   -0.0856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8642    2.0796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12  2  1  6  0  0  0
 13 12  1  6  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  6  0  0  0
 16 18  1  0  0  0  0
 19 18  1  6  0  0  0
  3 19  1  0  0  0  0
 13 19  1  0  0  0  0
 20 19  1  6  0  0  0
 10 20  1  0  0  0  0
 20 21  1  0  0  0  0
  6 21  1  0  0  0  0
 21 22  1  6  0  0  0
 14 23  1  1  0  0  0
  5 24  1  6  0  0  0
  1 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0067303

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@]12C[C@H](O)C[C@@]34[C@H]5[C@H]6[C@H](O)[C@H]7[C@H](O)[C@@H]3[C@]6(C[C@@H]([C@H]14)N5[C@H]2O)CC7=C

> <INCHI_IDENTIFIER>
InChI=1S/C20H27NO4/c1-7-3-19-6-9-14-18(2)4-8(22)5-20(14)15(19)13(24)10(7)12(23)11(19)16(20)21(9)17(18)25/h8-17,22-25H,1,3-6H2,2H3/t8-,9-,10-,11+,12+,13-,14+,15+,16+,17-,18+,19-,20-/m0/s1

> <INCHI_KEY>
JCKZXMNGGNWPAP-AJVITKMJSA-N

> <FORMULA>
C20H27NO4

> <MOLECULAR_WEIGHT>
345.439

> <EXACT_MASS>
345.194008353

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
36.914764442743646

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-3,6,10,19-tetrol

> <ALOGPS_LOGP>
-0.40

> <JCHEM_LOGP>
-1.2869885336666669

> <ALOGPS_LOGS>
-1.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.18155065577615

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.083741972683061

> <JCHEM_PKA_STRONGEST_BASIC>
7.582825162621111

> <JCHEM_POLAR_SURFACE_AREA>
84.16000000000001

> <JCHEM_REFRACTIVITY>
89.48849999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-3,6,10,19-tetrol

> <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       5.811   3.245   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.288   3.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.753   2.645   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.168   2.158   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.257   1.378   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.508   2.268   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.846   3.788   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.279   4.351   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.494   4.721   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.002   4.085   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.193   5.192   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.485   4.244   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.849   2.284   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.220   1.789   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.240   0.212   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.914  -0.633   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       3.998  -2.170   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.518   0.053   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.345   1.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.016   3.050   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.672   3.582   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.200   5.029   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.733   1.504   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.347  -0.160   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.213   3.882   0.000  0.00  0.00           O+0
CONECT    1    2   14   25                                                  
CONECT    2    1    3   12                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6   24                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    4   11   20                                             
CONECT   11   10   12                                                       
CONECT   12   11    2   13                                                  
CONECT   13   12   14   19                                                  
CONECT   14   13    1   15   23                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    3   13   20                                             
CONECT   20   19   10   21                                                  
CONECT   21   20    6   22                                                  
CONECT   22   21                                                            
CONECT   23   14                                                            
CONECT   24    5                                                            
CONECT   25    1                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇NO₄

Average Mass

345.4390 Da

Monoisotopic Mass

345.19401 Da

IUPAC Name

(1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-3,6,10,19-tetrol

Traditional Name

(1S,3R,5R,6S,8R,9S,10S,11R,14R,16S,17S,18R,19R)-5-methyl-12-methylidene-7-azaheptacyclo[9.6.2.0^{1,8}.0^{5,17}.0^{7,16}.0^{9,14}.0^{14,18}]nonadecane-3,6,10,19-tetrol

CAS Registry Number

Not Available

SMILES

C[C@@]12C[C@H](O)C[C@@]34[C@H]5[C@H]6[C@H](O)[C@H]7[C@H](O)[C@@H]3[C@]6(C[C@@H]([C@H]14)N5[C@H]2O)CC7=C

InChI Identifier

InChI=1S/C20H27NO4/c1-7-3-19-6-9-14-18(2)4-8(22)5-20(14)15(19)13(24)10(7)12(23)11(19)16(20)21(9)17(18)25/h8-17,22-25H,1,3-6H2,2H3/t8-,9-,10-,11+,12+,13-,14+,15+,16+,17-,18+,19-,20-/m0/s1

InChI Key

JCKZXMNGGNWPAP-AJVITKMJSA-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 L.P.W.Ball and V.H.Heywood	Plant	KNApSAcK
Delphinium palmatum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hetisine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hetisine skeleton, which is a heptacyclic compound with an additional N-C-6 bond as compared with the hetidine-type, and thus, is one of most complex entries in the atisane-class.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Hetisine-type diterpenoid alkaloids

Alternative Parents

Substituents

Hetisine-type diterpenoid alkaloid
Quinolizidine
Azaspirodecane
Alkaloid or derivatives
Isoindole or derivatives
Isoindoline
Indolizidine
Indole or derivatives
Azepane
N-alkylpyrrolidine
Piperidine
Pyrrolidine
Cyclic alcohol
Secondary alcohol
Hemiaminal
Azacycle
Organoheterocyclic compound
Polyol
Alkanolamine
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
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	-0.4	ALOGPS
logP	-1.3	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	13.08	ChemAxon
pKa (Strongest Basic)	7.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	84.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.49 m³·mol⁻¹	ChemAxon
Polarizability	36.91 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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

163104529

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Vakhmatine (NP0067303)

MOL for NP0067303 (Vakhmatine)

3D MOL for NP0067303 (Vakhmatine)

3D SDF for NP0067303 (Vakhmatine)

3D-SDF for NP0067303 (Vakhmatine)

PDB for NP0067303 (Vakhmatine)

3D PDB for NP0067303 (Vakhmatine)

SMILES for NP0067303 (Vakhmatine)

INCHI for NP0067303 (Vakhmatine)

Structure for NP0067303 (Vakhmatine)

3D Structure for NP0067303 (Vakhmatine)