SCS-C003695

(3S,5R,6S,8S,9S,10R,11R,13R,14S,17R)-3-(2-hydroxyethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-5,6,11-triol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of (3S,5R,6S,8S,9S,10R,11R,13R,14S,17R)-3-(2-hydroxyethoxy)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-5,6,11-triol

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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

DOI: 10.1177/1934578x1000500206 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

480.7 Da

Threshold ≤ 500

ALogP

4.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C29H52O5

Molecular Weight:

480.7300 Da

SMILES:

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

InChIKey:

                        KEXPRNHQIAJWOE-HUHJANKTSA-N
                        
                    

InChI:

InChI=1S/C29H52O5/c1-18(2)7-6-8-19(3)22-9-10-23-21-15-25(32)29(33)16-20(34-14-13-30)11-12-28(29,5)26(21)24(31)17-27(22,23)4/h18-26,30-33H,6-17H2,1-5H3/t19-,20+,21+,22-,23+,24-,25+,26-,27-,28-,29+/m1/s1

Calculated Properties

ALogP:

4.542 lipophilicity

TPSA:

90.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

1.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003695

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: CMNPD20504

Biological Activity Data

No bioactivity data available for this compound.

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