SCS-C001783
11α-acetoxy-ergost-22,25-dien-3β,5α,6β-triol
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
Sarcophyton sp.
(soft coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
NA
Weizhou Island
· -12m
DOI:
10.3390/md11124788
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
516.7 Da
Threshold ≤ 500
ALogP
4.01
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H48O6
Molecular Weight:
516.7190 Da
SMILES:
C=C[C@H](C)/C=C/[C@@H]1CC[C@H]2[C@H]3[C@H](O)C[C@]4(O)[C@H](O)C[C@H](O)C[C@@H]4[C@@H](OC(C)=O)C[C@]3(C)[C@H]3CC[C@@H]2[C@@]13C
InChIKey:
XWCKNZMIVGQIBT-LVXZPDHZSA-N
InChI:
InChI=1S/C31H48O6/c1-6-17(2)7-8-19-9-10-21-22-11-12-26(30(19,22)5)29(4)16-25(37-18(3)32)23-13-20(33)14-27(35)31(23,36)15-24(34)28(21)29/h6-8,17,19-28,33-36H,1,9-16H2,2-5H3/b8-7+/t17-,19+,20+,21+,22-,23+,24+,25-,26+,27+,28-,29+,30+,31+/m0/s1
Calculated Properties
ALogP:
4.009 lipophilicity
TPSA:
107.22 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
6
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
14
Fsp³:
0.8387 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001783
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 | K562 | 6.4 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HL-60 | 10.5 μM | 10.3390/md11124788 Marine Drugs |
| Antitumor | IC50 | HeLa | 11.5 μM | 10.3390/md11124788 Marine Drugs |