SCS-C007025
5α,8α-epidioxyergosta-6,9(11)-diene-3β-ol
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane 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
Rumphella sp.
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Isididae
Genus
Rumphella
Species
Rumphella sp.
South China Sea
· -15 m
DOI:
10.1016/j.steroids.2019.108558
· Steroids
Drug-likeness (Lipinski Ro5)
Molecular Weight
428.7 Da
Threshold ≤ 500
ALogP
6.62
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H44O3
Molecular Weight:
428.6570 Da
SMILES:
CC(C)[C@@H](C)CC[C@@H](C)C1CCC2[C@]1(C)CC=C1[C@]23C=C[C@]2(C[C@@H](O)CC[C@]12C)OO3
InChIKey:
DTHHHJHARPIYBK-KPEFSPMVSA-N
InChI:
InChI=1S/C28H44O3/c1-18(2)19(3)7-8-20(4)22-9-10-23-25(22,5)13-12-24-26(6)14-11-21(29)17-27(26)15-16-28(23,24)31-30-27/h12,15-16,18-23,29H,7-11,13-14,17H2,1-6H3/t19-,20+,21-,22?,23?,25+,26+,27+,28-/m0/s1
Calculated Properties
ALogP:
6.618 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:
0.8571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007025
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane 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 | SNU-398 cells | 35.93 μM | 10.1016/j.steroids.2019.108558 Steroids |
| Antitumor | IC50 | Capan-1 cells | 37.18 μM | 10.1016/j.steroids.2019.108558 Steroids |