NP-MRD: Showing NP-Card for clionasterol (NP0311978)

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Record Information

Version

2.0

Created at

2022-09-11 08:21:50 UTC

Updated at

2022-09-11 08:21:51 UTC

NP-MRD ID

NP0311978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

clionasterol

Description

Clionasterol, also known as gamma-sitosterol or harzol, 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. Thus, clionasterol is considered to be a sterol lipid molecule. clionasterol is found in Achillea santolina, Acorus calamus, Alitta succinea, Anaxagorea crassipetala, Artocarpus kemando, Aster ageratoides, Astragalus schahrudensis, Axinella aruensis, Axinella cannabina, Bistorta officinalis, Calyptocarpus vialis, Caulerpa prolifera, Cinachyrella alloclada, Cissus quadrangularis, Cladophora rupestris, Clerodendrum infortunatum, Cliona celata, Codium decorticatum, Coriaria intermedia, Croton skutchii, Dalbergia monetaria, Daucus carota, Diplopterygium glaucum, Dumortiera hirsuta, Euphorbia helioscopia, Euphorbia nivulia, Eutreptia viridis, Gracilaria edulis, Haplophyllum obtusifolium, Humboldtia laurifolia, Hydrodictyon reticulatum, Hydropuntia edulis, Juniperus formosana, Kalanchoe petitiana, Kalanchoe pinnata, Khaya senegalensis, Kigelia africana, Lamium amplexicaule, Leptogorgia violetta, Lessertia frutescens, Ligularia veitchiana, Littorina littorea, Melilotus messanensis, Neofibularia nolitangere, Oxalis pes-caprae, Paeonia suffruticosa, Pavlova gyrans, Petrosia durissima, Petrosia weinbergi, Phytolacca acinosa, Piper umbellatum, Pongamia pinnata, Catunaregam spinosa, Saussurea medusa, Senna siamea, Spheciospongia inconstans, Tanacetum argenteum, Tenebrio molitor, Tephrosia hamiltonii, Thalia multiflora, Trifolium repens and Vernonia incana. clionasterol was first documented in 2012 (PMID: 22863942). Clionasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 24417147) (PMID: 24831420) (PMID: 26710827) (PMID: 27694009).

Structure

MOL 3D MOL SDF PDB SMILES InChI

Clionasterol .mol
  Mrv1652304202019432D          

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M  END

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Clionasterol .mol
  Mrv1652304202019432D          

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   -1.4234   -2.0068    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4234   -1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5668   -3.2443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7090   -2.4193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055   -1.1818    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7200   -2.4193    0.0000 H   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
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  1  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  1  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 13 22  1  1  0  0  0
 12 23  1  0  0  0  0
  9 23  1  0  0  0  0
 23 24  1  1  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  0  0  0  0
  3 28  1  0  0  0  0
  5 28  1  0  0  0  0
 28 29  1  1  0  0  0
  1 30  1  1  0  0  0
 27 31  1  6  0  0  0
  8 32  1  1  0  0  0
  9 33  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0311978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CC[C@H]([C@H](C)CC[C@H](CC)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C29H50O/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/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21+,23+,24+,25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
KZJWDPNRJALLNS-FBZNIEFRSA-N

> <FORMULA>
C29H50O

> <MOLECULAR_WEIGHT>
414.7067

> <EXACT_MASS>
414.386166222

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
54.389100074844194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <ALOGPS_LOGP>
7.27

> <JCHEM_LOGP>
7.844476792000004

> <ALOGPS_LOGS>
-7.35

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.20428950550382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3972437702926293

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
129.76609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Clionasterol .mol                                 
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      -5.324  -5.286   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.324  -3.746   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.991  -2.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.991  -6.056   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.657  -5.286   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.323  -6.056   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.010  -5.286   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.010  -3.746   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.344  -2.976   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.809  -3.452   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.714  -2.206   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.809  -0.960   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.284   0.505   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.196   1.593   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.594   3.081   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.082   3.479   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.171   2.391   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.658   2.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.480   4.967   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.968   5.366   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.391   6.056   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.791   0.825   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.344  -1.436   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.344   0.104   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.010  -0.666   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.323  -1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.323  -2.976   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.657  -3.746   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.657  -2.206   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -6.658  -6.056   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0      -1.323  -4.516   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.010  -2.206   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.344  -4.516   0.000  0.00  0.00           H+0
CONECT    1    2    4   30                                                  
CONECT    2    1    3                                                       
CONECT    3    2   28                                                       
CONECT    4    1    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   27   32                                             
CONECT    9    8   10   23   33                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   23                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   13                                                            
CONECT   23   12    9   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26    8   28   31                                             
CONECT   28   27    3    5   29                                             
CONECT   29   28                                                            
CONECT   30    1                                                            
CONECT   31   27                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
(3beta,24S)-Stigmast-5-en-3-ol	ChEBI
22,23-Dihydroporiferasterol	ChEBI
24-Ethylcholest-5-en-3 beta-ol	ChEBI
24beta-Ethyl-5-cholesten-3beta-ol	ChEBI
24beta-Ethylcholesterol	ChEBI
24S-Ethylcholest-5-en-3beta-ol	ChEBI
beta-Dihydrofucosterol	ChEBI
gamma-Sitosterol	ChEBI
Poriferast-5-en-3beta-ol	ChEBI
(3b,24S)-Stigmast-5-en-3-ol	Generator
(3Β,24S)-stigmast-5-en-3-ol	Generator
24-Ethylcholest-5-en-3 b-ol	Generator
24-Ethylcholest-5-en-3 β-ol	Generator
24b-Ethyl-5-cholesten-3b-ol	Generator
24Β-ethyl-5-cholesten-3β-ol	Generator
24b-Ethylcholesterol	Generator
24Β-ethylcholesterol	Generator
24S-Ethylcholest-5-en-3b-ol	Generator
24S-Ethylcholest-5-en-3β-ol	Generator
b-Dihydrofucosterol	Generator
Β-dihydrofucosterol	Generator
g-Sitosterol	Generator
Γ-sitosterol	Generator
Poriferast-5-en-3b-ol	Generator
Poriferast-5-en-3β-ol	Generator
24b-Ethylcholest-5-en-3b-ol	HMDB
24-Ethylcholesterol	HMDB
3beta-Stigmast-5-en-3-ol	HMDB
Sitosterol	HMDB
Sitosterol, (3beta,24xi)-isomer	HMDB
Sitosterol, 26-(14)C-labeled	HMDB
3beta-Sitosterol	HMDB
Harzol	HMDB
beta-Sitosterol	HMDB
Sitosterol, (3beta)-isomer	HMDB

Chemical Formula

C₂₉H₅₀O

Average Mass

414.7067 Da

Monoisotopic Mass

414.38617 Da

IUPAC Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

Traditional Name

(1S,2R,5S,10S,11S,14R,15R)-14-[(2R,5S)-5-ethyl-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-ol

CAS Registry Number

Not Available

SMILES

[H][C@@]12CC[C@H]([C@H](C)CC[C@H](CC)C(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C

InChI Identifier

InChI=1S/C29H50O/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/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21+,23+,24+,25-,26+,27+,28+,29-/m1/s1

InChI Key

KZJWDPNRJALLNS-FBZNIEFRSA-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
Achillea santolina	LOTUS Database	35616633
Acorus calamus	LOTUS Database	35616633
Alitta succinea	LOTUS Database	35616633
Anaxagorea crassipetala	LOTUS Database	35616633
Artocarpus kemando	LOTUS Database	35616633
Aster ageratoides	LOTUS Database	35616633
Astragalus schahrudensis	LOTUS Database	35616633
Axinella aruensis	LOTUS Database	35616633
Axinella cannabina	LOTUS Database	35616633
Bistorta officinalis	LOTUS Database	35616633
Calyptocarpus vialis	LOTUS Database	35616633
Caulerpa prolifera	LOTUS Database	35616633
Cinachyrella alloclada	LOTUS Database	35616633
Cissus quadrangularis	LOTUS Database	35616633
Cladophora rupestris	LOTUS Database	35616633
Clerodendrum infortunatum	LOTUS Database	35616633
Cliona celata	LOTUS Database	35616633
Codium decorticatum	LOTUS Database	35616633
Coriaria intermedia	LOTUS Database	35616633
Croton skutchii	LOTUS Database	35616633
Dalbergia monetaria	LOTUS Database	35616633
Daucus carota	LOTUS Database	35616633
Diplopterygium glaucum	LOTUS Database	35616633
Dumortiera hirsuta	LOTUS Database	35616633
Euphorbia helioscopia	LOTUS Database	35616633
Euphorbia nivulia	LOTUS Database	35616633
Eutreptia viridis	LOTUS Database	35616633
Gracilaria edulis	LOTUS Database	35616633
Haplophyllum obtusifolium	LOTUS Database	35616633
Humboldtia laurifolia	LOTUS Database	35616633
Hydrodictyon reticulatum	LOTUS Database	35616633
Hydropuntia edulis	LOTUS Database	35616633
Juniperus formosana	LOTUS Database	35616633
Kalanchoe petitiana	LOTUS Database	35616633
Kalanchoe pinnata	LOTUS Database	35616633
Khaya senegalensis	LOTUS Database	35616633
Kigelia africana	LOTUS Database	35616633
Lamium amplexicaule	LOTUS Database	35616633
Leptogorgia violetta	LOTUS Database	35616633
Lessertia frutescens	LOTUS Database	35616633
Ligularia veitchiana	LOTUS Database	35616633
Littorina littorea	LOTUS Database	35616633
Melilotus messanensis	LOTUS Database	35616633
Neofibularia nolitangere	LOTUS Database	35616633
Oxalis pes-caprae	LOTUS Database	35616633
Paeonia suffruticosa	LOTUS Database	35616633
Pavlova gyrans	LOTUS Database	35616633
Petrosia durissima	LOTUS Database	35616633
Petrosia weinbergi	LOTUS Database	35616633
Phytolacca acinosa	LOTUS Database	35616633
Piper umbellatum	LOTUS Database	35616633
Pongamia pinnata	LOTUS Database	35616633
Randia dumetorum	LOTUS Database	35616633
Saussurea medusa	LOTUS Database	35616633
Senna siamea	LOTUS Database	35616633
Spheciospongia inconstans	LOTUS Database	35616633
Tanacetum argenteum	LOTUS Database	35616633
Tenebrio molitor	LOTUS Database	35616633
Tephrosia hamiltonii	LOTUS Database	35616633
Thalia multiflora	LOTUS Database	35616633
Trifolium repens	LOTUS Database	35616633
Vernonia incana	LOTUS Database	35616633

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

C24-propyl-sterol-skeleton
Stigmastane-skeleton
Triterpenoid
3-hydroxy-delta-5-steroid
3-hydroxysteroid
Hydroxysteroid
3-beta-hydroxysteroid
3-beta-hydroxy-delta-5-steroid
Delta-5-steroid
Cyclic alcohol
Secondary alcohol
Alcohol
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Stigmasterols and C24-ethyl derivatives (LMST01040122 )

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	7.27	ALOGPS
logP	7.84	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	18.2	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	129.77 m³·mol⁻¹	ChemAxon
Polarizability	54.39 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

HMDB0000649

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5621

PubChem Compound

457801

PDB ID

Not Available

ChEBI ID

132823

Good Scents ID

Not Available

References

General References

Le TK, Jeong JJ, Kim DH: Clionosterol and ethyl cholestan-22-enol isolated from the rhizome of Polygala tenuifolia inhibit phosphatidylinositol 3-kinase/Akt pathway. Biol Pharm Bull. 2012;35(8):1379-83. doi: 10.1248/bpb.b12-00426. [PubMed:22863942 ]
Zhang Y, Feng TT, Zhao Z, Zhou Y: [Study on the chemical constituents of mori cortex]. Zhong Yao Cai. 2013 Jul;36(7):1101-3. [PubMed:24417147 ]
Abou-Hussein DR, Badr JM, Youssef DT: Dragmacidoside: a new nucleoside from the Red Sea sponge Dragmacidon coccinea. Nat Prod Res. 2014;28(15):1134-41. doi: 10.1080/14786419.2014.915828. Epub 2014 May 15. [PubMed:24831420 ]
Karunakaran T, Ee GC, Teh SS, Daud S, Mah SH, Lim CK, Jong VY, Awang K: A new coumarin from stem bark of Mesua hexapetala. Nat Prod Res. 2016 Jul;30(14):1591-7. doi: 10.1080/14786419.2015.1120727. Epub 2015 Dec 28. [PubMed:26710827 ]
Nusaibah SA, Siti Nor Akmar A, Idris AS, Sariah M, Mohamad Pauzi Z: Involvement of metabolites in early defense mechanism of oil palm (Elaeis guineensis Jacq.) against Ganoderma disease. Plant Physiol Biochem. 2016 Dec;109:156-165. doi: 10.1016/j.plaphy.2016.09.014. Epub 2016 Sep 19. [PubMed:27694009 ]
LOTUS database [Link]

Showing NP-Card for clionasterol (NP0311978)

MOL for NP0311978 (clionasterol)

3D MOL for NP0311978 (clionasterol)

3D SDF for NP0311978 (clionasterol)

3D-SDF for NP0311978 (clionasterol)

PDB for NP0311978 (clionasterol)

3D PDB for NP0311978 (clionasterol)

SMILES for NP0311978 (clionasterol)

INCHI for NP0311978 (clionasterol)

Structure for NP0311978 (clionasterol)

3D Structure for NP0311978 (clionasterol)