SCS-C001259
3β-hydroxy-cholest-5-en-25-acetoxy-19-oate
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
Dichotella gemmacea
(gorgonian)
Original source name: Dichotella gemmacea Milne Edwards and Haime
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Dichotella
Species
Dichotella gemmacea
Meishan Island
· -8.5m
DOI:
10.3109/13880209.2013.821664
· Pharmaceutical Biology
Drug-likeness (Lipinski Ro5)
Molecular Weight
488.7 Da
Threshold ≤ 500
ALogP
6.23
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H48O5
Molecular Weight:
488.7090 Da
SMILES:
COC(=O)[C@]12CC[C@H](O)CC1=CCC1C2CC[C@@]2(C)C1CCC2[C@H](C)CCCC(C)(C)OC(C)=O
InChIKey:
AMEZHYRXDPLSII-UPCSRDPMSA-N
InChI:
InChI=1S/C30H48O5/c1-19(8-7-15-28(3,4)35-20(2)31)24-11-12-25-23-10-9-21-18-22(32)13-17-30(21,27(33)34-6)26(23)14-16-29(24,25)5/h9,19,22-26,32H,7-8,10-18H2,1-6H3/t19-,22+,23?,24?,25?,26?,29-,30-/m1/s1
Calculated Properties
ALogP:
6.228 lipophilicity
TPSA:
72.83 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
4
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001259
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 |
|---|---|---|---|---|
| Other specified activity | IC50 | AMPK | 8.5 μg/mL | 10.3109/13880209.2013.821664 Pharmaceutical Biology |