SCS-C005457

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

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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

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Source Information

Subergorgia suberosa (gorgonian)

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

Guangdong coast

DOI: 10.1002/cbdv.201100031 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

448.6 Da

Threshold ≤ 500

ALogP

3.34

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H44O5

Molecular Weight:

448.6440 Da

SMILES:

C=C(C)C(O)CC[C@](C)(O)[C@H]1[C@@H](O)C[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@@]21C

InChIKey:

                        TZTGOBMMJYACMK-ALINCRNUSA-N
                        
                    

InChI:

InChI=1S/C27H44O5/c1-15(2)21(29)9-11-26(4,32)24-22(30)13-20-18-7-6-16-12-17(28)8-10-25(16,3)19(18)14-23(31)27(20,24)5/h6,17-24,28-32H,1,7-14H2,2-5H3/t17-,18+,19-,20-,21?,22-,23+,24+,25-,26-,27+/m0/s1

Calculated Properties

ALogP:

3.336 lipophilicity

TPSA:

101.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8519 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005457

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: CMNPD22953

Biological Activity Data

No bioactivity data available for this compound.

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