SCS-C003312

[(1S,3R,8S,9S,10R,11R,13S,14S,17R)-1,3,11-trihydroxy-10-methyl-17-[(1R)-1-[(1S,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of [(1S,3R,8S,9S,10R,11R,13S,14S,17R)-1,3,11-trihydroxy-10-methyl-17-[(1R)-1-[(1S,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-13-yl]methyl acetate

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Download: SDF SMILES

Source Information

Sinularia dissecta (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia dissecta

Hainan Island

DOI: 10.1016/j.steroids.2005.01.001 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

516.8 Da

Threshold ≤ 500

ALogP

5.37

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H52O5

Molecular Weight:

516.7630 Da

SMILES:

CC(=O)OC[C@]12C[C@@H](O)[C@H]3[C@@H](CC=C4C[C@@H](O)C[C@H](O)[C@@]43C)[C@@H]1CC[C@@H]2[C@H](C)[C@@H]1C[C@]1(C)[C@H](C)C(C)C

InChIKey:

                        BXUXTNMFGCUDAP-MSNATJSYSA-N
                        
                    

InChI:

InChI=1S/C32H52O5/c1-17(2)19(4)30(6)14-26(30)18(3)24-10-11-25-23-9-8-21-12-22(34)13-28(36)31(21,7)29(23)27(35)15-32(24,25)16-37-20(5)33/h8,17-19,22-29,34-36H,9-16H2,1-7H3/t18-,19+,22+,23-,24+,25-,26-,27+,28-,29+,30+,31+,32-/m0/s1

Calculated Properties

ALogP:

5.365 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.9062 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003312

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: CMNPD15421

Biological Activity Data

No bioactivity data available for this compound.

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