SCS-C004070

(3S,8R,9R,10R,13R,14R,17R)-17-[(2R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,8-diol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids | Ergostane steroids

Chemical Structure

Structure of (3S,8R,9R,10R,13R,14R,17R)-17-[(2R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-1,2,3,4,7,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthrene-3,8-diol

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Source Information

Nephthea sp. (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Nephthea Species NA

Xisha Islands

DOI: 10.1039/b906091j · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

416.7 Da

Threshold ≤ 500

ALogP

6.75

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H48O2

Molecular Weight:

416.6900 Da

SMILES:

CC(C)C(C)CC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@@]2(O)CC=C2C[C@@H](O)CC[C@@]21C

InChIKey:

                        SDGAIHVWQSMGOY-WWFFIDJBSA-N
                        
                    

InChI:

InChI=1S/C28H48O2/c1-18(2)19(3)7-8-20(4)23-9-10-24-27(23,6)15-13-25-26(5)14-12-22(29)17-21(26)11-16-28(24,25)30/h11,18-20,22-25,29-30H,7-10,12-17H2,1-6H3/t19?,20-,22+,23-,24-,25-,26+,27-,28-/m1/s1

Calculated Properties

ALogP:

6.750 lipophilicity

TPSA:

40.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004070

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane steroids Ergostane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD18376

Biological Activity Data

No bioactivity data available for this compound.

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