SCS-C004340

(4S,4aS,6S,8aS)-2-[(1R,2R,3R)-3-[(E,2R)-5-ethyl-6-methylhept-3-en-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4,6-dihydroxy-8a-methyl-4,4a,5,6,7,8-hexahydronaphthalen-1-one

Pathway: Terpenoids Superclass: Steroids Class: Stigmastane steroids

Chemical Structure

Structure of (4S,4aS,6S,8aS)-2-[(1R,2R,3R)-3-[(E,2R)-5-ethyl-6-methylhept-3-en-2-yl]-2-(2-hydroxyethyl)-2-methylcyclopentyl]-4,6-dihydroxy-8a-methyl-4,4a,5,6,7,8-hexahydronaphthalen-1-one

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

Subergorgia suberosa (gorgonian)

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

Weizhou Island

DOI: 10.1039/c5np00156k · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

460.7 Da

Threshold ≤ 500

ALogP

5.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H48O4

Molecular Weight:

460.6990 Da

SMILES:

CCC(/C=C/[C@@H](C)[C@H]1CC[C@@H](C2=C[C@H](O)[C@H]3C[C@@H](O)CC[C@]3(C)C2=O)[C@]1(C)CCO)C(C)C

InChIKey:

                        PXYZESXGKNOLAV-IVOIXHAJSA-N
                        
                    

InChI:

InChI=1S/C29H48O4/c1-7-20(18(2)3)9-8-19(4)23-10-11-24(28(23,5)14-15-30)22-17-26(32)25-16-21(31)12-13-29(25,6)27(22)33/h8-9,17-21,23-26,30-32H,7,10-16H2,1-6H3/b9-8+/t19-,20?,21+,23-,24+,25-,26+,28-,29+/m1/s1

Calculated Properties

ALogP:

5.313 lipophilicity

TPSA:

77.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.8276 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004340

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Stigmastane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD25544

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds