SCS-C007529
(22R)-22-acetoxy-3β,6α,11-trihydroxy-24-methylene-9,11-seco-5α-cholest-7-en-9-one
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane steroids | Stigmastane steroids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Iciligorgia sp.
(gorgonian coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Iciligorgia
Species
Iciligorgia sp.
South China Sea
DOI:
10.1002/cbdv.202000266
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
520.8 Da
Threshold ≤ 500
ALogP
5.08
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H52O6
Molecular Weight:
520.7510 Da
SMILES:
CCC(C[C@@H](OC(C)=O)[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:
UNUDCGSFJLPOCJ-GFBWPVPKSA-N
InChI:
InChI=1S/C31H52O6/c1-8-21(18(2)3)15-28(37-20(5)33)19(4)24-9-10-25(30(24,6)13-14-32)23-17-27(35)26-16-22(34)11-12-31(26,7)29(23)36/h17-19,21-22,24-28,32,34-35H,8-16H2,1-7H3/t19-,21?,22-,24+,25-,26+,27-,28+,30+,31-/m0/s1
Calculated Properties
ALogP:
5.079 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
10
Ring Count:
3
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8710 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007529
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane steroids
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 |
|---|---|---|---|---|
| Bone metabolism / Osteoclast | inhibitory | osteoclast differentiation | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.202000266 Chemistry & Biodiversity |