SCS-C007300
19-hydroxy-lobatetraene
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Lobane 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
Sinularia polydactyla
(NA)
Original source name: Sinularia polydactyla (S. polydactyla)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia polydactyla
South China Sea
DOI:
10.1016/s1875-5364(20)60025-5
· Chinese Journal of Natural Medicines
Drug-likeness (Lipinski Ro5)
Molecular Weight
318.5 Da
Threshold ≤ 500
ALogP
5.07
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C21H34O2
Molecular Weight:
318.5010 Da
SMILES:
C=C[C@@]1(C)CC[C@H](/C(C)=C/C=C/C(C)(CO)OC)C[C@@H]1C(=C)C
InChIKey:
RAVGHQTXSQXUCR-JYIDHGGOSA-N
InChI:
InChI=1S/C21H34O2/c1-8-20(5)13-11-18(14-19(20)16(2)3)17(4)10-9-12-21(6,15-22)23-7/h8-10,12,18-19,22H,1-2,11,13-15H2,3-7H3/b12-9+,17-10+/t18-,19+,20-,21?/m0/s1
Calculated Properties
ALogP:
5.071 lipophilicity
TPSA:
29.46 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
7
Ring Count:
1
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007300
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Lobane 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 |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | IC50 | T/B lymphocytes | > 20.0 μmol·L-1 | 10.1016/s1875-5364(20)60025-5 Chinese Journal of Natural Medicines |
| Enzyme inhibition | IC50 | PTP1B enzyme | > 20.0 μmol·L-1 | 10.1016/s1875-5364(20)60025-5 Chinese Journal of Natural Medicines |
| Antibacterial | MIC | Gram-positive and Gram-negative bacteria | > 20.0 μg/mL | 10.1016/s1875-5364(20)60025-5 Chinese Journal of Natural Medicines |