SCS-C006341
5-(((3-hydroxy-4-((2S)-2-hydroxy-6-methylheptan-2-yl)phenyl)methoxy)methyl)-2-((2S)-2-hydroxy-6-methylheptan-2-yl)phenol
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Bisabolane sesquiterpenoids
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
Aspergillus flavus QQSG-3
(NA)
Original source name: Aspergillus flavus QQSG-3 (endophytic fungus isolated from fresh branch of Kandelia obovata)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus flavus
South China Sea
DOI:
10.3390/md16090307
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
486.7 Da
Threshold ≤ 500
ALogP
6.88
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H46O5
Molecular Weight:
486.6930 Da
SMILES:
CC(C)CCC[C@](C)(O)c1ccc(COCc2ccc([C@@](C)(O)CCCC(C)C)c(O)c2)cc1O
InChIKey:
OGSFECSKRLOQAB-KYJUHHDHSA-N
InChI:
InChI=1S/C30H46O5/c1-21(2)9-7-15-29(5,33)25-13-11-23(17-27(25)31)19-35-20-24-12-14-26(28(32)18-24)30(6,34)16-8-10-22(3)4/h11-14,17-18,21-22,31-34H,7-10,15-16,19-20H2,1-6H3/t29-,30-/m0/s1
Calculated Properties
ALogP:
6.882 lipophilicity
TPSA:
90.15 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
5
Rotatable Bonds:
14
Ring Count:
2
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.6000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006341
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Bisabolane sesquiterpenoids
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 | IC50 | α-glucosidase | 3.1 μM | 10.3390/md16090307 Marine Drugs |