SCS-C002219
(24E)-5α,8α-epidioxy-24-ethyl-cholesta-6,24(28)-dien-3β-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Stigmastane steroids
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Menella kanisa
(gorgonian coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Plexauridae
Genus
Menella
Species
Menella kanisa
Beihai
· -10m
DOI:
10.3724/sp.j.1008.2013.00819
· Academic Journal of Second Military Medical University
Drug-likeness (Lipinski Ro5)
Molecular Weight
442.7 Da
Threshold ≤ 500
ALogP
7.01
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H46O3
Molecular Weight:
442.6800 Da
SMILES:
C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3)C(C)C
InChIKey:
BGMWRNYOBDTZKI-NKJYUGGPSA-N
InChI:
InChI=1S/C29H46O3/c1-7-21(19(2)3)9-8-20(4)23-10-11-24-26(23,5)14-13-25-27(6)15-12-22(30)18-28(27)16-17-29(24,25)32-31-28/h7,16-17,19-20,22-25,30H,8-15,18H2,1-6H3/b21-7-/t20-,22+,23-,24-,25-,26-,27-,28-,29+/m1/s1
Calculated Properties
ALogP:
7.008 lipophilicity
TPSA:
38.69 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
5
Ring Count:
6
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8621 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002219
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Stigmastane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Antitumor | — | MCF-7 | Inhibitory activity against human breast cancer cell line MCF-7 (cited from ref.[22]) | 10.3724/sp.j.1008.2013.00819 Academic Journal of Second Military Medical University |