SCS-C007240
ergost-24(28)-en-3,5,6,19-tetrol 19-monoacetate
Pathway: Terpenoids
Superclass: Steroids
Class: Cholestane 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
Sinularia depressa
(soft coral)
Original source name: Sinularia depressa Tixier-Durivault
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia depressa
South China Sea
DOI:
10.1016/j.bmcl.2012.12.087
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
488.8 Da
Threshold ≤ 500
ALogP
6.25
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H52O4
Molecular Weight:
488.7530 Da
SMILES:
C=C(C)OC[C@]12CC[C@H](O)C[C@]1(O)[C@H](O)C[C@H]1[C@@H]3CC[C@H]([C@H](C)CCC(=C)C(C)C)[C@@]3(C)CC[C@@H]12
InChIKey:
QZLBGUMEUDNWLI-LBZWOMBBSA-N
InChI:
InChI=1S/C31H52O4/c1-19(2)21(5)8-9-22(6)25-10-11-26-24-16-28(33)31(34)17-23(32)12-15-30(31,18-35-20(3)4)27(24)13-14-29(25,26)7/h19,22-28,32-34H,3,5,8-18H2,1-2,4,6-7H3/t22-,23+,24+,25-,26+,27+,28-,29-,30+,31+/m1/s1
Calculated Properties
ALogP:
6.251 lipophilicity
TPSA:
69.92 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
8
Ring Count:
4
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8710 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007240
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 |
|---|---|---|---|---|
| Antibacterial | MC50 | Staphylococcus aureus Newman strain | 15.6 μM | 10.1016/j.bmcl.2012.12.087 Bioorganic & Medicinal Chemistry Letters |