SCS-C002863

ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS)-6-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-2-hydroxy-3a,5a-dimethyl-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[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-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-2-hydroxy-3a,5a-dimethyl-1,9-dioxo-3b,4,5,6,7,8,8a,8b-octahydro-3H-indeno[5,4-e]indene-2-carboxylate

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Source Information

Acanthella cavernosa (sponge)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Bubarida Family Dictyonellidae Genus Acanthella Species Acanthella cavernosa

Hainan Island

DOI: 10.1016/j.steroids.2008.08.006 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

484.7 Da

Threshold ≤ 500

ALogP

5.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H44O5

Molecular Weight:

484.6770 Da

SMILES:

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

InChIKey:

                        BHRGMJXIMHHORP-ZVMYQCRZSA-N
                        
                    

InChI:

InChI=1S/C30H44O5/c1-8-35-27(33)30(34)16-29(7)22-13-14-28(6)20(19(5)10-9-18(4)17(2)3)11-12-21(28)25(22)24(31)15-23(29)26(30)32/h9-10,15,17-22,25,34H,8,11-14,16H2,1-7H3/b10-9+/t18-,19+,20+,21-,22-,25-,28+,29+,30-/m0/s1

Calculated Properties

ALogP:

5.312 lipophilicity

TPSA:

80.67 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002863

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: CMNPD18118

Biological Activity Data

No bioactivity data available for this compound.

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