SCS-C002866

(1S,3R,8S,9S,10R,11R,13S,14S,17R)-13-(hydroxymethyl)-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]phenanthrene-1,3,11-triol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of (1S,3R,8S,9S,10R,11R,13S,14S,17R)-13-(hydroxymethyl)-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]phenanthrene-1,3,11-triol

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Source Information

Sinularia dissecta (NA)

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

Hainan Island

DOI: 10.1039/b603047p · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

474.7 Da

Threshold ≤ 500

ALogP

4.79

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C30H50O4

Molecular Weight:

474.7260 Da

SMILES:

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

InChIKey:

                        HHTCBMYCYFBNGN-OVOLJOFFSA-N
                        
                    

InChI:

InChI=1S/C30H50O4/c1-16(2)18(4)28(5)13-24(28)17(3)22-9-10-23-21-8-7-19-11-20(32)12-26(34)29(19,6)27(21)25(33)14-30(22,23)15-31/h7,16-18,20-27,31-34H,8-15H2,1-6H3/t17-,18+,20+,21-,22+,23-,24-,25+,26-,27+,28+,29+,30-/m0/s1

Calculated Properties

ALogP:

4.795 lipophilicity

TPSA:

80.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.9333 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002866

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: CMNPD15420

Biological Activity Data

No bioactivity data available for this compound.

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