SCS-C005925
11,12-epoxy-1(E),3(E),7(E)-cembratrien-15-ol
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids
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 trocheliophorum
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Alcyoniidae
Genus
Sarcophyton
Species
Sarcophyton trocheliophorum
South China Sea
· -15 to -20 m
DOI:
10.1007/s13659-016-0088-4
· Natural Products and Bioprospecting
Drug-likeness (Lipinski Ro5)
Molecular Weight
304.5 Da
Threshold ≤ 500
ALogP
5.09
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C20H32O2
Molecular Weight:
304.4740 Da
SMILES:
C/C1=C\C=C(\C(C)(C)O)CC[C@]2(C)O[C@H]2CC/C(C)=C/CC1
InChIKey:
KBVHBTUQNQIBFR-NPNAQEDUSA-N
InChI:
InChI=1S/C20H32O2/c1-15-7-6-8-16(2)10-12-18-20(5,22-18)14-13-17(11-9-15)19(3,4)21/h8-9,11,18,21H,6-7,10,12-14H2,1-5H3/b15-9+,16-8+,17-11+/t18-,20-/m0/s1
Calculated Properties
ALogP:
5.088 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
2
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005925
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
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 | — | PTP1B | All the compounds were tested for the cytotoxic activities and inhibitory activities against human protein tyrosine phosphatase 1B (PTP1B)... none of them showed inhibitory effects toward the above bioassays. | 10.1007/s13659-016-0088-4 Natural Products and Bioprospecting |
| Enzyme inhibition | — | human protein tyrosine phosphatase 1B (PTP1B) | All the compounds were tested for the cytotoxic activities and inhibitory activities against human protein tyrosine phosphatase 1B (PTP1B)... none of them showed inhibitory effects toward the above bioassays. | 10.1007/s13659-016-0088-4 Natural Products and Bioprospecting |