NP-MRD: Showing NP-Card for (6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol (NP0289922)

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Record Information

Version

2.0

Created at

2022-09-09 20:20:48 UTC

Updated at

2022-09-09 20:20:48 UTC

NP-MRD ID

NP0289922

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol

Description

Pumiliotoxin A belongs to the class of organic compounds known as pumiliotoxins, homopumiliotoxins, and allopumiliotoxins. These are neurotoxic alkaloids, containing a 8-methyl-octahydroindolizin-8-ol or 1-methyl-octahydro-1H-quinolizin-1-ol moiety. (6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol is found in Oophaga pumilio and Oophaga speciosa. (6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol was first documented in 2020 (PMID: 34163958). Based on a literature review very few articles have been published on Pumiliotoxin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 55 56  0  0  0  0  0  0  0  0999 V2000
   -4.6119    0.1540   -1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2898   -1.0212   -1.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2564   -1.9631   -0.6576 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8819   -3.0526   -0.0673 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6073   -1.1889    0.4324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748   -0.6373    1.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2791   -0.9844    0.3705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6132   -0.2292    1.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286    1.0650    0.9124 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3210    1.6816    2.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1245    0.6635   -0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625    0.7549   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0463    1.3219    0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3324    1.5928   -0.0952 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2388    1.9392    1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5564    0.6284    1.7013 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2330   -0.4572    0.7019 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9253    0.3546   -0.5333 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.0634   -0.3943   -1.5120 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7210   -0.4637   -2.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485   -1.7046   -1.0490 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7096    0.2411   -1.6937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6689    0.4335   -1.4199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2787    1.0455   -1.8997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4004   -0.0554   -2.9903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8897   -1.5856   -2.0200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9765   -0.6303   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5077   -2.2752   -1.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7897   -3.1216   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4504   -0.8945    1.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2399    0.4767    1.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0218   -1.0826    2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7266   -1.4084   -0.4877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8475   -0.8713    1.9224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3425    0.0248    2.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7832    1.7555    0.5807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859    2.8003    2.0540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1360    1.6368    2.9307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5024    1.1464    2.5927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7256    0.2123   -1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907    0.5677    1.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7965    2.2999    1.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6943    2.5677    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1162    2.4828    0.6723 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9973    0.4649    2.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6539    0.6206    1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1358   -1.0980    0.5082 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4382   -1.1361    1.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.6040   -1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5109    0.3045   -2.9976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2018   -1.4438   -3.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712   -0.2859   -3.6907 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2875   -2.3696   -1.6939 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.0606   -2.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0340   -0.5464   -2.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  1
 19 22  1  0
 22 12  1  0
 18 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  6
  4 29  1  0
  6 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  6
 10 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 13 41  1  0
 13 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  6
 20 50  1  0
 20 51  1  0
 20 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
M  END


  Mrv1652309092222202D          

 22 23  0  0  1  0            999 V2000
    2.0701   -3.8396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -3.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -2.6021    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4990   -3.0146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -1.7771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845   -0.1271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0701   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8253    2.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8859    2.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    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  1  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 14  1  1  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  1  0  0  0
 19 22  1  0  0  0  0
 12 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0289922

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@H](O)C(\C)=C\C[C@@H](C)\C=C1/CN2CCC[C@H]2[C@@](C)(O)C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H33NO2/c1-5-17(21)15(3)9-8-14(2)11-16-12-19(4,22)18-7-6-10-20(18)13-16/h9,11,14,17-18,21-22H,5-8,10,12-13H2,1-4H3/b15-9+,16-11-/t14-,17+,18+,19+/m1/s1

> <INCHI_KEY>
CUBVJLHFQCEJGM-SZIIBLSRSA-N

> <FORMULA>
C19H33NO2

> <MOLECULAR_WEIGHT>
307.478

> <EXACT_MASS>
307.251129307

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
36.99763954903164

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6Z,8S,8aS)-6-[(2R,4E,6S)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-octahydroindolizin-8-ol

> <JCHEM_LOGP>
2.7987485696666665

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.054515476019194

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.358990678240161

> <JCHEM_PKA_STRONGEST_BASIC>
10.18551758536024

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
94.25529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(6Z,8S,8aS)-6-[(2R,4E,6S)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       3.864  -7.167   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.864  -5.627   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.198  -4.857   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.531  -5.627   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       5.198  -3.317   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.864  -2.547   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.531  -2.547   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.531  -1.007   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.198  -0.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.864  -1.007   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.198   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.197   2.073   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.268   4.089   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.541   5.563   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.520   5.563   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14   19                                                  
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   12                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
Alkaloid 307a from dendrobates	MeSH

Chemical Formula

C₁₉H₃₃NO₂

Average Mass

307.4780 Da

Monoisotopic Mass

307.25113 Da

IUPAC Name

(6Z,8S,8aS)-6-[(2R,4E,6S)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-octahydroindolizin-8-ol

Traditional Name

(6Z,8S,8aS)-6-[(2R,4E,6S)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol

CAS Registry Number

Not Available

SMILES

CC[C@H](O)C(\C)=C\C[C@@H](C)\C=C1/CN2CCC[C@H]2[C@@](C)(O)C1

InChI Identifier

InChI=1S/C19H33NO2/c1-5-17(21)15(3)9-8-14(2)11-16-12-19(4,22)18-7-6-10-20(18)13-16/h9,11,14,17-18,21-22H,5-8,10,12-13H2,1-4H3/b15-9+,16-11-/t14-,17+,18+,19+/m1/s1

InChI Key

CUBVJLHFQCEJGM-SZIIBLSRSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Dendrobates pumilio	LOTUS Database	35616633
Oophaga speciosa	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pumiliotoxins, homopumiliotoxins, and allopumiliotoxins. These are neurotoxic alkaloids, containing a 8-methyl-octahydroindolizin-8-ol or 1-methyl-octahydro-1H-quinolizin-1-ol moiety.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Pumiliotoxins, homopumiliotoxins, and allopumiliotoxins

Sub Class

Not Available

Direct Parent

Pumiliotoxins, homopumiliotoxins, and allopumiliotoxins

Alternative Parents

Substituents

Pumiliotoxin-skeleton
Indolizidine
Piperidine
N-alkylpyrrolidine
Pyrrolidine
Tertiary alcohol
1,2-aminoalcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Amine
Organic nitrogen 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	2.8	ChemAxon
pKa (Strongest Acidic)	14.36	ChemAxon
pKa (Strongest Basic)	10.19	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	5	ChemAxon
Refractivity	94.26 m³·mol⁻¹	ChemAxon
Polarizability	37 Å³	ChemAxon
Number of Rings	2	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

9154941

KEGG Compound ID

C20033

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10979740

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu H, Margarita C, Jongcharoenkamol J, Nolan MD, Singh T, Andersson PG: Kinetic resolution of racemic allylic alcohols via iridium-catalyzed asymmetric hydrogenation: scope, synthetic applications and insight into the origin of selectivity. Chem Sci. 2020 Dec 8;12(5):1937-1943. doi: 10.1039/d0sc05276k. [PubMed:34163958 ]
LOTUS database [Link]

Showing NP-Card for (6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol (NP0289922)

MOL for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

3D MOL for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

3D SDF for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

3D-SDF for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

PDB for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

3D PDB for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

SMILES for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

INCHI for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

Structure for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)

3D Structure for NP0289922 ((6z,8s,8as)-6-[(2r,4e,6s)-6-hydroxy-2,5-dimethyloct-4-en-1-ylidene]-8-methyl-hexahydroindolizin-8-ol)