SCS-C005456

[(8R,9S,10R,12R,13S,14S,16S,17R)-12-hydroxy-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl] acetate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of [(8R,9S,10R,12R,13S,14S,16S,17R)-12-hydroxy-17-(2-hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-3-oxo-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl] acetate

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Source Information

Sinularia sp. (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species NA

Guangdong coast

DOI: 10.1002/mrc.2706 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

472.7 Da

Threshold ≤ 500

ALogP

5.00

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H44O5

Molecular Weight:

472.6660 Da

SMILES:

CC(=O)O[C@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3C[C@@H](O)[C@]2(C)[C@H]1C(C)(O)CCCC(C)C

InChIKey:

                        CUMFFIJUUJCEBM-XBFNMUDOSA-N
                        
                    

InChI:

InChI=1S/C29H44O5/c1-17(2)8-7-12-28(5,33)26-24(34-18(3)30)15-23-21-10-9-19-14-20(31)11-13-27(19,4)22(21)16-25(32)29(23,26)6/h11,13-14,17,21-26,32-33H,7-10,12,15-16H2,1-6H3/t21-,22+,23+,24+,25-,26-,27+,28?,29-/m1/s1

Calculated Properties

ALogP:

5.000 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7931 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005456

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21719

Biological Activity Data

No bioactivity data available for this compound.

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