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  3. (3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

SCS-C005432

(3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids
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Chemical Structure

Structure of (3S,8R,9S,10R,12R,13S,14S,16S,17R)-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12,16-triol
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Download: SDF SMILES

Source Information

Chromonephthea sp. (NA)
Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Chromonephthea Species NA
Yaozhou Island
DOI: 10.1002/mrc.2379  · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
434.7 Da
Threshold ≤ 500
ALogP
4.45
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C27H46O4
Molecular Weight:
434.6610 Da
SMILES:
CC(C)CCCC(C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@]12C
InChIKey:
WQNLWBLMUXYKLK-JEEVXORQSA-N
InChI:
InChI=1S/C27H46O4/c1-16(2)7-6-11-26(4,31)24-22(29)14-21-19-9-8-17-13-18(28)10-12-25(17,3)20(19)15-23(30)27(21,24)5/h8,16,18-24,28-31H,6-7,9-15H2,1-5H3/t18-,19+,20-,21-,22-,23+,24+,25-,26?,27+/m0/s1
Calculated Properties
ALogP:
4.445 lipophilicity
TPSA:
80.92 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
10
Fsp³:
0.9259 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005432
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD19493

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged