SCS-C007201
(22E)-25,28-dimethylstigmasta-5,22,28-trien-3β-ol
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
Halichondria sp.
(NA)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Suberitida
Family
Halichondriidae
Genus
Halichondria
Species
Halichondria sp.
Offshore Hainan Island
· 18°13′56″ N, 109°21′38″ E
DOI:
10.1016/j.fitote.2021.104918
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
438.7 Da
Threshold ≤ 500
ALogP
8.36
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C31H50O
Molecular Weight:
438.7400 Da
SMILES:
C=C(C)C(/C=C/[C@@H](C)C1CCC2C3CC=C4C[C@@H](O)CC[C@]4(C)C3CC[C@@]21C)C(C)(C)C
InChIKey:
XKEISTFYSMCXHM-YORWDHDJSA-N
InChI:
InChI=1S/C31H50O/c1-20(2)25(29(4,5)6)12-9-21(3)26-13-14-27-24-11-10-22-19-23(32)15-17-30(22,7)28(24)16-18-31(26,27)8/h9-10,12,21,23-28,32H,1,11,13-19H2,2-8H3/b12-9+/t21-,23+,24?,25?,26?,27?,28?,30+,31-/m1/s1
Calculated Properties
ALogP:
8.357 lipophilicity
TPSA:
20.23 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
1
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.8065 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007201
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 |
|---|---|---|---|---|
| Enzyme inhibition | — | human protein tyrosine phosphatase 1B (PTP1B) | All the isolates were subjected for various bioassays, such as human protein tyrosine phosphatase 1B (PTP1B) enzyme inhibitory and cytotoxicity against HT-29, SNU-398, and Capan-1 cells, etc. However, none of them showed positive effects. | 10.1016/j.fitote.2021.104918 Fitoterapia |
| Antitumor | — | PTP1B | All the isolates were subjected for various bioassays, such as human protein tyrosine phosphatase 1B (PTP1B) enzyme inhibitory and cytotoxicity against HT-29, SNU-398, and Capan-1 cells, etc. However, none of them showed positive effects. | 10.1016/j.fitote.2021.104918 Fitoterapia |