SCS-C004188

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

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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

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Source Information

Menella kanisa (gorgonian coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Menella Species Menella kanisa

Beihai

DOI: 10.1016/j.steroids.2013.05.019 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

418.7 Da

Threshold ≤ 500

ALogP

5.62

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H46O3

Molecular Weight:

418.6620 Da

SMILES:

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

InChIKey:

                        QTDBKXCBANSXOY-CKSDSUCISA-N
                        
                    

InChI:

InChI=1S/C27H46O3/c1-16(2)7-6-8-17(3)20-9-10-21-19-15-24(29)23-13-18(28)14-25(30)27(23,5)22(19)11-12-26(20,21)4/h16-23,25,28,30H,6-15H2,1-5H3/t17-,18-,19+,20-,21+,22+,23-,25-,26-,27-/m1/s1

Calculated Properties

ALogP:

5.618 lipophilicity

TPSA:

57.53 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-C004188

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: CMNPD24155

Biological Activity Data

No bioactivity data available for this compound.

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