SCS-C002470
24-nor-3β,6α,11-trihydroxy-9,11-seco-5α-cholest-7,22(E)-diene-9-one
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane 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
Subergorgia suberosa
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Subergorgiidae
Genus
Subergorgia
Species
Subergorgia suberosa
Beihai
· -15~-20m
Academic Journal of Second Military Medical University, 2015, 36(6), 655-660.
Drug-likeness (Lipinski Ro5)
Molecular Weight
402.6 Da
Threshold ≤ 500
ALogP
4.73
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C25H38O4
Molecular Weight:
402.5750 Da
SMILES:
CC/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)/C=C/O
InChIKey:
CMKBMDHVOWFWND-QZXHDMFISA-N
InChI:
InChI=1S/C25H38O4/c1-5-6-7-16(2)19-8-9-20(24(19,3)12-13-26)18-15-22(28)21-14-17(27)10-11-25(21,4)23(18)29/h6-7,12-13,15-17,19-22,26-28H,5,8-11,14H2,1-4H3/b7-6+,13-12+/t16-,17-,19+,20-,21+,22-,24+,25-/m0/s1
Calculated Properties
ALogP:
4.730 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
5
Ring Count:
3
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.7200 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002470
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Cholestane 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 | IC50 | A549 | 9.57 μg/mL | — |
| Antitumor | IC50 | A549 | 28.01 μg/mL | — |