NP-MRD: Showing NP-Card for Stigmastanol (NP0045510)

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Record Information

Version

2.0

Created at

2022-03-17 19:21:11 UTC

Updated at

2022-03-17 19:21:12 UTC

NP-MRD ID

NP0045510

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Stigmastanol

Description

Stigmastanol, also known as beta-sitostanol or dihydrositosterol, belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Stigmastanol is found in Abies sachalinensis, Alnus japonica, Alsophila podophylla, Alsophila spinulosa, Amphilectus fucorum, Arabidopsis thaliana, Axinella aruensis, Axinella cannabina, Calendula officinalis , Calycanthus floridus, Calyx nicaeensis, Campanula medium, Cannabis sativa, Chattonella marina, Chelonanthus albus, Clerodendrum fragrans, Coffea charrieriana, Coffea congensis, Coffea eugenioides , Coffea hetero calyx, Coffea humblotiana, Coffea humilis, Coffea kapakata, Coffea liberica var.dewevrei , Coffea liberica var.liberica , Coffea pseudozanguebariae, Coffea racemosa, Coffea salvatrix, Coffea sessiliflora, Coffea stenophylla, Conium maculatum, Costus tonkinensis, Cyathea podophylla, Cymbopogon martinii, Cymodocea nodosa, Dracaena cinnabari, Dysidea fragilis, Fagara tessmannii Engl., Gleichenia japonica, Gonimbrasia belina, Halocynthia aurantium, Homo sapiens, Hordeum vulgare L.cv Mammut , Isodon japonicus, Isodon lophanthoides, Kalanchoe petitiana, Lessingianthus mollissimus, Litsea japonica, Morella rubra, Neolitsea aciculata, Nigella sativa , Ophiognomonia leptostyla, Panax quinquefolius, Papaver somniferum , Petrosia ficiformis, Phallusia nigra, Pinus wallichiana, Posidonia oceanica , Rhaponticum carthamoides , Salpa thompsoni, Salsola collina, Saussurea controversa, Drimia sanguinea, Setaria italica, Stephania sinica, Pteleopsis hylodendron, Thomandersia laurifolia, Trichosanthes kirilowii and Zea mays. Stigmastanol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305221920002D          

 30 33  0  0  0  0            999 V2000
    4.0644   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7769   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7797   -2.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3425   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5394   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5097   -4.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7251   -4.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4414   -3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0545   -3.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3490   -2.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9951   -2.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5644   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2105   -1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9074   -4.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3644   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1228   -3.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5205   -3.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5535   -3.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7769   -2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7689   -3.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1666   -2.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9513   -3.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5974   -2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3051   -3.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 23  1  0  0  0  0
M  END


  Mrv1652305221920002D          

 30 33  0  0  0  0            999 V2000
    4.0644   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0644   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7769   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7797   -2.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3425   -1.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -0.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5394   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1269   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5097   -4.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7251   -4.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4414   -3.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0545   -3.5743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3490   -2.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9951   -2.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5644   -2.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2105   -1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9074   -4.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8894   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3644   -1.5541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3019   -0.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1228   -3.9266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5205   -3.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5535   -3.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7769   -2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7689   -3.1618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1666   -2.8647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9513   -3.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5974   -2.3548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3051   -3.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  1  0  0  0  0
 19  2  1  0  0  0  0
 19  3  1  0  0  0  0
 20  4  1  0  0  0  0
 20  8  1  0  0  0  0
 21  7  1  0  0  0  0
 21  9  1  0  0  0  0
 21 19  1  0  0  0  0
 22 10  1  0  0  0  0
 22 18  1  0  0  0  0
 23 14  1  0  0  0  0
 23 18  1  0  0  0  0
 24 11  1  0  0  0  0
 25 12  1  0  0  0  0
 25 20  1  0  0  0  0
 26 13  1  0  0  0  0
 26 24  1  0  0  0  0
 27 15  1  0  0  0  0
 27 24  1  0  0  0  0
 28  5  1  0  0  0  0
 28 16  1  0  0  0  0
 28 22  1  0  0  0  0
 28 27  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 25  1  0  0  0  0
 29 26  1  0  0  0  0
 30 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045510

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3

> <INCHI_KEY>
LGJMUZUPVCAVPU-UHFFFAOYSA-N

> <FORMULA>
C29H52O

> <MOLECULAR_WEIGHT>
416.7226

> <EXACT_MASS>
416.401816286

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
54.53169921694034

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <ALOGPS_LOGP>
7.23

> <JCHEM_LOGP>
8.250056273333334

> <ALOGPS_LOGS>
-7.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.296396321121705

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569562491413656

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
128.91609999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       7.587  -0.234   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.897  -4.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.587  -2.901   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.517  -1.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.122  -4.317   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.573  -2.931   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.127  -0.234   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.207  -2.901   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.437  -1.567   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.618  -8.360   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.153  -7.884   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.891  -5.642   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.035  -6.672   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      23.051  -5.269   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.658  -3.841   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.587  -4.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.193  -3.365   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.227  -7.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.127  -2.901   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.747  -2.901   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.897  -1.567   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.763  -7.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      23.372  -6.775   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.833  -6.378   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.517  -4.235   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.369  -5.902   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      18.978  -5.347   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.442  -5.823   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.048  -4.396   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      24.836  -7.251   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   19                                                            
CONECT    3   19                                                            
CONECT    4   20                                                            
CONECT    5   28                                                            
CONECT    6   29                                                            
CONECT    7    1   21                                                       
CONECT    8    9   20                                                       
CONECT    9    8   21                                                       
CONECT   10   11   22                                                       
CONECT   11   10   24                                                       
CONECT   12   13   25                                                       
CONECT   13   12   26                                                       
CONECT   14   16   23                                                       
CONECT   15   17   27                                                       
CONECT   16   14   28                                                       
CONECT   17   15   29                                                       
CONECT   18   22   23                                                       
CONECT   19    2    3   21                                                  
CONECT   20    4    8   25                                                  
CONECT   21    7    9   19                                                  
CONECT   22   10   18   28                                                  
CONECT   23   14   18   30                                                  
CONECT   24   11   26   27                                                  
CONECT   25   12   20   29                                                  
CONECT   26   13   24   29                                                  
CONECT   27   15   24   28                                                  
CONECT   28    5   16   22   27                                             
CONECT   29    6   17   25   26                                             
CONECT   30   23                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
24 alpha-Ethyl-5 alpha-cholestan-3 beta-ol	MeSH
24 alpha-Ethyl-5 beta-cholestan-3 alpha-ol	MeSH
beta-Sitostanol	MeSH
Dihydrositosterol	MeSH
Stigmastanol, (3beta,5beta,24S)-isomer	MeSH
Stigmastanol	MetaCyc
Fucostanol	MetaCyc
Spinastanol	MetaCyc
24alpha-Ethylcholestanol	MetaCyc
Stigmastan-3-ol	MetaCyc
24a-Ethylcholestanol	Generator
24α-ethylcholestanol	Generator

Chemical Formula

C₂₉H₅₂O

Average Mass

416.7226 Da

Monoisotopic Mass

416.40182 Da

IUPAC Name

14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

Traditional Name

14-(5-ethyl-6-methylheptan-2-yl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol

CAS Registry Number

83-45-4

SMILES

CCC(CCC(C)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C)C(C)C

InChI Identifier

InChI=1S/C29H52O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h19-27,30H,7-18H2,1-6H3

InChI Key

LGJMUZUPVCAVPU-UHFFFAOYSA-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
Abies sachalinensis	LOTUS Database	35616633
Alnus japonica	LOTUS Database	35616633
Alsophila podophylla	LOTUS Database	35616633
Alsophila spinulosa	LOTUS Database	35616633
Amphilectus fucorum	LOTUS Database	35616633
Ananas comosus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Arabidopsis thaliana	LOTUS Database	35616633
Avena sativa L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Axinella aruensis	LOTUS Database	35616633
Axinella cannabina	LOTUS Database	35616633
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica napus var. napus	FooDB	USDA
Bubalus bubalis	FooDB	FooDB
Calendula officinalis	Plant	KNApSAcK
Calycanthus floridus	Plant	KNApSAcK
Calyx nicaeensis	LOTUS Database	35616633
Campanula medium	LOTUS Database	35616633
Cannabis sativa	LOTUS Database	35616633
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Chattonella marina	-	KNApSAcK
Chelonanthus albus	LOTUS Database	35616633
Clerodendrum fragrans	LOTUS Database	35616633
Coffea arabica L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Coffea canephora	FooDB	KNAPSACK
Coffea charrieriana	Plant	KNApSAcK
Coffea congensis	Plant	KNApSAcK
Coffea eugenioides	Plant	KNApSAcK
Coffea hetero calyx	Plant	KNApSAcK
Coffea humblotiana	Plant	KNApSAcK
Coffea humilis	Plant	KNApSAcK
Coffea kapakata	Plant	KNApSAcK
Coffea liberica var.dewevrei	Plant	KNApSAcK
Coffea liberica var.liberica	Plant	KNApSAcK
Coffea pseudozanguebariae	Plant	KNApSAcK
Coffea racemosa	Plant	KNApSAcK
Coffea salvatrix	Plant	KNApSAcK
Coffea sessiliflora	Plant	KNApSAcK
Coffea stenophylla	Plant	KNApSAcK
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Conium maculatum	LOTUS Database	35616633
Costus tonkinensis	LOTUS Database	35616633
Cyathea podophylla	Plant	KNApSAcK
Cymbopogon martinii	LOTUS Database	35616633
Cymodocea nodosa	LOTUS Database	35616633
Dracaena cinnabari	LOTUS Database	35616633
Dromaius novaehollandiae	FooDB	FooDB
Dysidea fragilis	LOTUS Database	35616633
Equus caballus	FooDB	FooDB
Fagara tessmannii Engl.	Plant	KNApSAcK
Gallus gallus	FooDB	FooDB
Gleichenia japonica	LOTUS Database	35616633
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Gonimbrasia belina	LOTUS Database	35616633
Halocynthia aurantium	LOTUS Database	35616633
Homo sapiens	LOTUS Database	35616633
Hordeum vulgare	FooDB	KNAPSACK
Hordeum vulgare L.cv Mammut	Plant	KNApSAcK
Isodon japonicus	LOTUS Database	35616633
Isodon lophanthoides	LOTUS Database	35616633
Juglans regia	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Kalanchoe petitiana	LOTUS Database	35616633
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Lessingianthus mollissimus	LOTUS Database	35616633
Litsea japonica	Plant	KNApSAcK
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Morella rubra	LOTUS Database	35616633
Moringa oleifera	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Neolitsea aciculata	Plant	KNApSAcK
Nigella sativa	Plant	KNApSAcK
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Ophiognomonia leptostyla	LOTUS Database	35616633
Oryctolagus	FooDB	FooDB
Oryza sativa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Ovis aries	FooDB	FooDB
Panax quinquefolius	LOTUS Database	35616633
Papaver somniferum	Plant	KNApSAcK
Petrosia ficiformis	LOTUS Database	35616633
Phallusia nigra	LOTUS Database	35616633
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Pinus wallichiana	LOTUS Database	35616633
Piper nigrum L.	FooDB	KNAPSACK
Posidonia oceanica	Plant	KNApSAcK
Rhaponticum carthamoides	Plant	KNApSAcK
Salpa thompsoni	LOTUS Database	35616633
Salsola collina	LOTUS Database	35616633
Saussurea controversa	LOTUS Database	35616633
Sekanama sanguinea	LOTUS Database	35616633
Setaria italica	LOTUS Database	35616633
Stephania sinica	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Terminalia hylodendron	Plant	KNApSAcK
Thomandersia laurifolia	LOTUS Database	35616633
Tilia L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Trichosanthes kirilowii	Plant	KNApSAcK
Zea mays	LOTUS Database	35616633
Zea mays L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
C24-propyl-sterol-skeleton
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

a steroid (CPD-8481 )

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	7.23	ALOGPS
logP	8.25	ChemAxon
logS	-7.6	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	128.92 m³·mol⁻¹	ChemAxon
Polarizability	54.53 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB001305

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Stigmastanol

METLIN ID

Not Available

PubChem Compound

6743

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Stigmastanol (NP0045510)

MOL for NP0045510 (Stigmastanol)

3D MOL for NP0045510 (Stigmastanol)

3D SDF for NP0045510 (Stigmastanol)

3D-SDF for NP0045510 (Stigmastanol)

PDB for NP0045510 (Stigmastanol)

3D PDB for NP0045510 (Stigmastanol)

SMILES for NP0045510 (Stigmastanol)

INCHI for NP0045510 (Stigmastanol)

Structure for NP0045510 (Stigmastanol)

3D Structure for NP0045510 (Stigmastanol)