SCS-C003611

[(8S,9S,10R,13S,14S,16S,17R)-17-(2-hydroxy-6-methylhept-5-en-2-yl)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of [(8S,9S,10R,13S,14S,16S,17R)-17-(2-hydroxy-6-methylhept-5-en-2-yl)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-16-yl] acetate

Loading 3D structure...

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

Litophyton bayeri (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Litophyton Species Litophyton bayeri

Sanya

DOI: 10.1039/b603047p · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

456.7 Da

Threshold ≤ 500

ALogP

6.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H44O4

Molecular Weight:

456.6670 Da

SMILES:

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

InChIKey:

                        MENZHCLZBUOYLF-PMFDIDMCSA-N
                        
                    

InChI:

InChI=1S/C29H44O4/c1-18(2)8-7-13-29(6,32)26-25(33-19(3)30)17-24-22-10-9-20-16-21(31)11-14-27(20,4)23(22)12-15-28(24,26)5/h8,16,22-26,32H,7,9-15,17H2,1-6H3/t22-,23+,24+,25+,26+,27+,28+,29?/m1/s1

Calculated Properties

ALogP:

6.173 lipophilicity

TPSA:

63.60 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-C003611

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: CMNPD15410

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds