SCS-C003805

(3S,5R,6S,7S,10R,11R,13R,14R,17R)-17-[(E,2R)-5,6-dimethylhept-3-en-2-yl]-3-(2-hydroxyethoxy)-10,13-dimethyl-1,2,3,4,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-5,6,7,11-tetrol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

Structure of (3S,5R,6S,7S,10R,11R,13R,14R,17R)-17-[(E,2R)-5,6-dimethylhept-3-en-2-yl]-3-(2-hydroxyethoxy)-10,13-dimethyl-1,2,3,4,6,7,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-5,6,7,11-tetrol

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Source Information

Subergorgia suberosa (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa

Sanya Bay

DOI: 10.1002/mrc.2102 · Magnetic Resonance in Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

506.7 Da

Threshold ≤ 500

ALogP

3.60

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H50O6

Molecular Weight:

506.7240 Da

SMILES:

CC(C)C(C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=C([C@H](O)C[C@]12C)[C@@]1(C)CC[C@H](OCCO)C[C@]1(O)[C@@H](O)[C@H]3O

InChIKey:

                        FIUHUHMHXKIXRQ-BJTGBGNYSA-N
                        
                    

InChI:

InChI=1S/C30H50O6/c1-17(2)18(3)7-8-19(4)21-9-10-22-24-25(23(32)16-28(21,22)5)29(6)12-11-20(36-14-13-31)15-30(29,35)27(34)26(24)33/h7-8,17-23,26-27,31-35H,9-16H2,1-6H3/b8-7+/t18?,19-,20+,21-,22+,23-,26+,27+,28-,29-,30+/m1/s1

Calculated Properties

ALogP:

3.599 lipophilicity

TPSA:

110.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003805

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: CMNPD17299

Biological Activity Data

No bioactivity data available for this compound.

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