SCS-C004371

(3S,5S,7S,8R,9R,10S,13R,14S,17R)-3,7,9-trihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of (3S,5S,7S,8R,9R,10S,13R,14S,17R)-3,7,9-trihydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,7,8,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

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

Echinogorgia aurantiaca (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Echinogorgia Species Echinogorgia aurantiaca

South China Sea

DOI: 10.1039/b701534h · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

434.7 Da

Threshold ≤ 500

ALogP

4.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H46O4

Molecular Weight:

434.6610 Da

SMILES:

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

InChIKey:

                        HDWDAAVLZGJPEN-HHPBYGMMSA-N
                        
                    

InChI:

InChI=1S/C27H46O4/c1-16(2)7-6-8-17(3)19-9-10-20-22-24(30)23(29)21-15-18(28)11-12-26(21,5)27(22,31)14-13-25(19,20)4/h16-22,24,28,30-31H,6-15H2,1-5H3/t17-,18+,19-,20+,21-,22-,24+,25-,26+,27-/m1/s1

Calculated Properties

ALogP:

4.733 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9630 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004371

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: CMNPD16369

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds