1. Home
  2. Compounds
  3. (3aR,5aR,6R,10aR)-10a-hydroxy-3a,5a-dimethyl-6-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-3b,4,5,6,7,8,8a,8b,9,10-decahydro-3H-indeno[5,4-e][1]benzofuran-2-one

SCS-C004862

(3aR,5aR,6R,10aR)-10a-hydroxy-3a,5a-dimethyl-6-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-3b,4,5,6,7,8,8a,8b,9,10-decahydro-3H-indeno[5,4-e][1]benzofuran-2-one

Pathway: Terpenoids Superclass: Steroids Class: Stigmastane steroids Glycoside
Back to List

Chemical Structure

Structure of (3aR,5aR,6R,10aR)-10a-hydroxy-3a,5a-dimethyl-6-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-3b,4,5,6,7,8,8a,8b,9,10-decahydro-3H-indeno[5,4-e][1]benzofuran-2-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

Sargassum carpophyllum (NA)
Kingdom NA Phylum Ochrophyta Class Phaeophyceae Order Fucales Family Sargassaceae Genus Sargassum Species Sargassum carpophyllum
South China Sea
DOI: 10.1080/10286020290027362  · Journal of Asian Natural Products Research

Drug-likeness (Lipinski Ro5)

Molecular Weight
416.6 Da
Threshold ≤ 500
ALogP
6.50
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C27H44O3
Molecular Weight:
416.6460 Da
SMILES:
C/C=C(\CC[C@@H](C)[C@H]1CCC2C3CC[C@@]4(O)OC(=O)C[C@]4(C)C3CC[C@@]21C)C(C)C
InChIKey:
LJBNXGCIASRMAO-DNNJIZAYSA-N
InChI:
InChI=1S/C27H44O3/c1-7-19(17(2)3)9-8-18(4)21-10-11-22-20-12-15-27(29)26(6,16-24(28)30-27)23(20)13-14-25(21,22)5/h7,17-18,20-23,29H,8-16H2,1-6H3/b19-7+/t18-,20?,21-,22?,23?,25-,26-,27-/m1/s1
Calculated Properties
ALogP:
6.499 lipophilicity
TPSA:
46.53 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
4 (0 aromatic)
Chiral Centers:
8
Fsp³:
0.8889 fraction sp³ carbon

Database Information

Compound ID:
SCS-C004862
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Stigmastane steroids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD12518

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds
Structure enlarged