SCS-C003132

ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-2-carboxylate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(2R)-5-ethyl-6-methylheptan-2-yl]-2-hydroxy-3a,5a-dimethyl-1-oxo-3,3b,4,5,6,7,8,8a,8b,9-decahydroindeno[5,4-e]indene-2-carboxylate

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Download: SDF SMILES

Source Information

Haliclona oculata (NA)

Original source name: Haliclona (Haliclona) oculata

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Haplosclerida Family Chalinidae Genus Haliclona Species Haliclona oculata

Hainan Island

DOI: 10.1021/np0600494 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

486.7 Da

Threshold ≤ 500

ALogP

6.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C31H50O4

Molecular Weight:

486.7370 Da

SMILES:

CCOC(=O)[C@]1(O)C[C@@]2(C)C(=CC[C@H]3[C@@H]4CC[C@H]([C@H](C)CCC(CC)C(C)C)[C@@]4(C)CC[C@@H]32)C1=O

InChIKey:

                        JJTMZAZHPXGMNB-GYQKQPKLSA-N
                        
                    

InChI:

InChI=1S/C31H50O4/c1-8-21(19(3)4)11-10-20(5)23-14-15-24-22-12-13-26-27(32)31(34,28(33)35-9-2)18-30(26,7)25(22)16-17-29(23,24)6/h13,19-25,34H,8-12,14-18H2,1-7H3/t20-,21?,22+,23-,24+,25+,29-,30-,31+/m1/s1

Calculated Properties

ALogP:

6.747 lipophilicity

TPSA:

63.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8710 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003132

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: CMNPD16079

Biological Activity Data

No bioactivity data available for this compound.

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