NP-MRD: Showing NP-Card for (1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol (NP0158167)

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Record Information

Version

2.0

Created at

2022-09-02 15:42:23 UTC

Updated at

2022-09-02 15:42:23 UTC

NP-MRD ID

NP0158167

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol

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. (1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol is found in Arabidopsis thaliana, Avena sativa, Beta vulgaris, Carthamus tinctorius, Dracaena cinnabari, Euphorbia peplus, Hippophae rhamnoides, Hoslundia opposita, Nigella sativa, Ornithopus sativus, Phoenix canariensis, Piper nigrum, Tetragonia tetragonoides, Thomandersia laurifolia, Trichosanthes tricuspidata and Trigonella cretica. (1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol was first documented in 2016 (PMID: 27079626). Based on a literature review a significant number of articles have been published on STIGMASTANOL (PMID: 32422925) (PMID: 35335249) (PMID: 34121028) (PMID: 33860415) (PMID: 32971340) (PMID: 35541380).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022217422D          

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M  END

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M  END


  Mrv1652309022217422D          

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  8  6  1  1  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  1  1  0  0  0
 21 23  1  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 11 26  1  0  0  0  0
  8 26  1  0  0  0  0
 26 27  1  1  0  0  0
  3 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0158167

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(CC[C@@H](C)[C@H]1CCC2C3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)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/t20-,21?,22+,23+,24?,25-,26?,27+,28+,29-/m1/s1

> <INCHI_KEY>
LGJMUZUPVCAVPU-BMPQYNDWSA-N

> <FORMULA>
C29H52O

> <MOLECULAR_WEIGHT>
416.734

> <EXACT_MASS>
416.401816294

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
54.96834854253812

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,5S,7S,14R,15R)-14-[(2R)-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>
128.91609999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,5S,7S,14R,15R)-14-[(2R)-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                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      15.479  -0.353   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.939  -0.353   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.169  -1.687   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.629  -1.687   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.859  -3.020   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.319  -3.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.549  -4.354   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.549  -1.687   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.018  -1.526   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.697  -0.019   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.031   0.751   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.351   2.257   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.207   3.288   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.527   4.794   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.992   5.270   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.312   6.776   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.776   7.252   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.097   8.758   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      11.921   6.222   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.601   4.715   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.136   4.239   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.281   3.209   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.816   2.733   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.960   1.702   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.640   0.196   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.176  -0.280   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.206  -1.424   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.939  -3.020   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      15.479  -3.020   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.169  -4.354   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   28                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   26                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   26                                                  
CONECT   12   11   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   15   22   23                                             
CONECT   22   21                                                            
CONECT   23   21   12   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   11    8   27                                             
CONECT   27   26                                                            
CONECT   28    3   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Value	Source
24 alpha-Ethyl-5 beta-cholestan-3 alpha-ol	MeSH
beta-Sitostanol	MeSH
Sitostanol	MeSH
Stigmastanol, (3beta,5beta,24S)-isomer	MeSH
24 alpha-Ethyl-5 alpha-cholestan-3 beta-ol	MeSH
Dihydrositosterol	MeSH

Chemical Formula

C₂₉H₅₂O

Average Mass

416.7340 Da

Monoisotopic Mass

416.40182 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCC(CC[C@@H](C)[C@H]1CCC2C3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)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/t20-,21?,22+,23+,24?,25-,26?,27+,28+,29-/m1/s1

InChI Key

LGJMUZUPVCAVPU-BMPQYNDWSA-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
Arabidopsis thaliana	LOTUS Database	35616633
Avena sativa	LOTUS Database	35616633
Beta vulgaris	LOTUS Database	35616633
Carthamus tinctorius	LOTUS Database	35616633
Dracaena cinnabari	LOTUS Database	35616633
Euphorbia Euphorbia peplus	LOTUS Database	35616633
Hippophae rhamnoides	LOTUS Database	35616633
Hoslundia opposita	LOTUS Database	35616633
Nigella sativa	LOTUS Database	35616633
Ornithopus sativus	LOTUS Database	35616633
Phoenix canariensis	LOTUS Database	35616633
Piper nigrum	LOTUS Database	35616633
Tetragonia tetragonioides	LOTUS Database	35616633
Thomandersia laurifolia	LOTUS Database	35616633
Trichosanthes tricuspidata	LOTUS Database	35616633
Trigonella cretica	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

Triterpenoid
Stigmastane-skeleton
C24-propyl-sterol-skeleton
3-beta-hydroxysteroid
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

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	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	54.97 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

Not Available

KNApSAcK ID

C00032163

Chemspider ID

30771722

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

91746710

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rocchetti G, Rizzi C, Pasini G, Lucini L, Giuberti G, Simonato B: Effect of Moringa oleifera L. Leaf Powder Addition on the Phenolic Bioaccessibility and on In Vitro Starch Digestibility of Durum Wheat Fresh Pasta. Foods. 2020 May 14;9(5):628. doi: 10.3390/foods9050628. [PubMed:32422925 ]
Huynh N, Beltrame G, Tarvainen M, Suomela JP, Yang B: Supercritical CO(2) Extraction of Triterpenoids from Chaga Sterile Conk of Inonotus obliquus. Molecules. 2022 Mar 14;27(6):1880. doi: 10.3390/molecules27061880. [PubMed:35335249 ]
Kayanan BUR, Sagum RS: Microwave and Ultrasound Pretreatment of Moringa oleifera Lam. Seeds: Effects on Oil Expression, Oil Quality, and Bioactive Component. J Oleo Sci. 2021 Jul 1;70(7):875-884. doi: 10.5650/jos.ess20357. Epub 2021 Jun 11. [PubMed:34121028 ]
Torres-Santos PT, Farias IF, Almeida MD, Passos GS, Ribeiro LAA, Rolim LA, Pontes MC, Almeida JRGS, Horta MC: Acaricidal efficacy and chemical study of hexane extracts of the leaves of Neoglaziovia variegata (Bromeliaceae) against the tick Rhipicephalus microplus. Exp Appl Acarol. 2021 May;84(1):263-270. doi: 10.1007/s10493-021-00611-9. Epub 2021 Apr 15. [PubMed:33860415 ]
Gominho J, Lourenco A, Marques AV, Pereira H: An extensive study on the chemical diversity of lipophilic extractives from Eucalyptus globulus wood. Phytochemistry. 2020 Dec;180:112520. doi: 10.1016/j.phytochem.2020.112520. Epub 2020 Sep 21. [PubMed:32971340 ]
Chen J, Tang G, Zhou J, Liu W, Bi Y: The characterization of soybean germ oil and the antioxidative activity of its phytosterols. RSC Adv. 2019 Dec 4;9(68):40109-40117. doi: 10.1039/c9ra08771k. eCollection 2019 Dec 2. [PubMed:35541380 ]
Chen J, Le XC, Zhu L: Metabolomics and transcriptomics reveal defense mechanism of rice (Oryza sativa) grains under stress of 2,2',4,4'-tetrabromodiphenyl ether. Environ Int. 2019 Dec;133(Pt A):105154. doi: 10.1016/j.envint.2019.105154. Epub 2019 Sep 12. [PubMed:31521816 ]
Tan DC, Kassim NK, Ismail IS, Hamid M, Ahamad Bustamam MS: Identification of Antidiabetic Metabolites from Paederia foetida L. Twigs by Gas Chromatography-Mass Spectrometry-Based Metabolomics and Molecular Docking Study. Biomed Res Int. 2019 May 29;2019:7603125. doi: 10.1155/2019/7603125. eCollection 2019. [PubMed:31275982 ]
de Melo MG, da Silva BA, Costa GS, da Silva Neto JCA, Soares PK, Val AL, Chaar JDS, Koolen HHF, Bataglion GA: Sewage contamination of Amazon streams crossing Manaus (Brazil) by sterol biomarkers. Environ Pollut. 2019 Jan;244:818-826. doi: 10.1016/j.envpol.2018.10.055. Epub 2018 Oct 18. [PubMed:30390455 ]
Hargan KE, Stewart EM, Michelutti N, Grooms C, Kimpe LE, Mallory ML, Smol JP, Blais JM: Sterols and stanols as novel tracers of waterbird population dynamics in freshwater ponds. Proc Biol Sci. 2018 Apr 25;285(1877):20180631. doi: 10.1098/rspb.2018.0631. [PubMed:29695442 ]
Fibigr J, Satinsky D, Solich P: A UHPLC method for the rapid separation and quantification of phytosterols using tandem UV/Charged aerosol detection - A comparison of both detection techniques. J Pharm Biomed Anal. 2017 Jun 5;140:274-280. doi: 10.1016/j.jpba.2017.03.057. Epub 2017 Mar 30. [PubMed:28384622 ]
Prost K, Birk JJ, Lehndorff E, Gerlach R, Amelung W: Steroid Biomarkers Revisited - Improved Source Identification of Faecal Remains in Archaeological Soil Material. PLoS One. 2017 Jan 6;12(1):e0164882. doi: 10.1371/journal.pone.0164882. eCollection 2017. [PubMed:28060808 ]
Coreta-Gomes FM, Vaz WL, Wasielewski E, Geraldes CF, Moreno MJ: Quantification of Cholesterol Solubilized in Dietary Micelles: Dependence on Human Bile Salt Variability and the Presence of Dietary Food Ingredients. Langmuir. 2016 May 10;32(18):4564-74. doi: 10.1021/acs.langmuir.6b00723. Epub 2016 Apr 26. [PubMed:27079626 ]
LOTUS database [Link]

Showing NP-Card for (1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol (NP0158167)

MOL for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

3D MOL for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

3D SDF for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

3D-SDF for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

PDB for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

3D PDB for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

SMILES for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

INCHI for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

Structure for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)

3D Structure for NP0158167 ((1r,5as,7s,9as,9bs,11ar)-1-[(2r)-5-ethyl-6-methylheptan-2-yl]-9a,11a-dimethyl-tetradecahydro-1h-cyclopenta[a]phenanthren-7-ol)