SCS-C005413

(8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-(2-hydroxy-5,6-dimethylheptan-2-yl)-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids | Ergostane steroids

Chemical Structure

Structure of (8R,9S,10R,12R,13S,14S,16S,17R)-12,16-dihydroxy-17-(2-hydroxy-5,6-dimethylheptan-2-yl)-10,13-dimethyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one

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Source Information

Sinularia sp. (soft coral)

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

Yaozhou Island

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

Drug-likeness (Lipinski Ro5)

Molecular Weight

444.7 Da

Threshold ≤ 500

ALogP

4.68

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H44O4

Molecular Weight:

444.6560 Da

SMILES:

CC(C)C(C)CCC(C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3C[C@@H](O)[C@]12C

InChIKey:

                        HSKIVNHLVDVYIR-ZXYWQCKLSA-N
                        
                    

InChI:

InChI=1S/C28H44O4/c1-16(2)17(3)9-12-27(5,32)25-23(30)14-22-20-8-7-18-13-19(29)10-11-26(18,4)21(20)15-24(31)28(22,25)6/h10-11,13,16-17,20-25,30-32H,7-9,12,14-15H2,1-6H3/t17?,20-,21+,22+,23+,24-,25-,26+,27?,28-/m1/s1

Calculated Properties

ALogP:

4.675 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8214 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005413

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane steroids Ergostane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD21720

Biological Activity Data

No bioactivity data available for this compound.

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