SCS-C004181

(3S,5R,6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of (3S,5R,6R,8S,9S,10R,13R,14S,17R)-17-[(E,2R)-6-hydroperoxy-6-methylhept-4-en-2-yl]-10,13-dimethyl-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,5,6-triol

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Menella kanisa (gorgonian coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Plexauridae Genus Menella Species Menella kanisa

Beihai

DOI: 10.1016/j.steroids.2013.05.019 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

450.7 Da

Threshold ≤ 500

ALogP

4.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H46O5

Molecular Weight:

450.6600 Da

SMILES:

C[C@H](C/C=C/C(C)(C)OO)[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChIKey:

                        YDCMTTMWZFUDMR-LNPKXBKDSA-N
                        
                    

InChI:

InChI=1S/C27H46O5/c1-17(7-6-12-24(2,3)32-31)20-8-9-21-19-15-23(29)27(30)16-18(28)10-14-26(27,5)22(19)11-13-25(20,21)4/h6,12,17-23,28-31H,7-11,13-16H2,1-5H3/b12-6+/t17-,18+,19+,20-,21+,22+,23-,25-,26-,27+/m1/s1

Calculated Properties

ALogP:

4.942 lipophilicity

TPSA:

90.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9259 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004181

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: CMNPD24156

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds