SCS-C003159

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

Pathway: Terpenoids Superclass: Steroids Class: Ergostane steroids

Chemical Structure

Structure of ethyl (2S,3aR,3bS,5aR,6R,8aS,8bS,9R)-2,9-dihydroxy-3a,5a-dimethyl-6-[(2R)-6-methyl-5-methylideneheptan-2-yl]-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

5.25

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H46O5

Molecular Weight:

486.6930 Da

SMILES:

C=C(CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@@H](O)C=C4C(=O)[C@](O)(C(=O)OCC)C[C@]4(C)[C@H]3CC[C@]12C)C(C)C

InChIKey:

                        LKLMYTMGXXZKRG-VVBKSPELSA-N
                        
                    

InChI:

InChI=1S/C30H46O5/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/h15,17,19-22,24-25,31,34H,4,8-14,16H2,1-3,5-7H3/t19-,20-,21+,22+,24+,25+,28-,29-,30+/m1/s1

Calculated Properties

ALogP:

5.248 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003159

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Ergostane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD16080

Biological Activity Data

No bioactivity data available for this compound.

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