SCS-C003778

(4S,4aS,6S,8aS)-2-[(1R,2S,3S)-3-[(2S)-2,5-dihydroxy-5-propan-2-ylhept-6-en-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4,6-dihydroxy-8a-methyl-4,4a,5,6,7,8-hexahydronaphthalen-1-one

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

Chemical Structure

Structure of (4S,4aS,6S,8aS)-2-[(1R,2S,3S)-3-[(2S)-2,5-dihydroxy-5-propan-2-ylhept-6-en-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4,6-dihydroxy-8a-methyl-4,4a,5,6,7,8-hexahydronaphthalen-1-one

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Source Information

Subergorgia suberosa (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa

Sanya Bay

DOI: 10.1002/mrc.2102 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

492.7 Da

Threshold ≤ 500

ALogP

3.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H48O6

Molecular Weight:

492.6970 Da

SMILES:

C=CC(O)(CC[C@](C)(O)[C@H]1CC[C@@H](C2=C[C@H](O)[C@H]3C[C@@H](O)CC[C@]3(C)C2=O)[C@]1(C)CCO)C(C)C

InChIKey:

                        YRQFYKSMKWNJFZ-OMBNPIOFSA-N
                        
                    

InChI:

InChI=1S/C29H48O6/c1-7-29(35,18(2)3)13-12-28(6,34)24-9-8-21(26(24,4)14-15-30)20-17-23(32)22-16-19(31)10-11-27(22,5)25(20)33/h7,17-19,21-24,30-32,34-35H,1,8-16H2,2-6H3/t19-,21-,22+,23-,24-,26-,27-,28-,29?/m0/s1

Calculated Properties

ALogP:

3.543 lipophilicity

TPSA:

118.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8276 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003778

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Ergostane steroids Stigmastane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD17298

Biological Activity Data

No bioactivity data available for this compound.

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