SCS-C008209
6β,14-dihydroxy-7α-methoxyconfertifolin
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Drimane sesquiterpenoids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus ochraceus
(fungus)
Original source name: Aspergillus ochraceus (isolated from marine alga Coelarthrum sp.)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus ochraceus
South China Sea
DOI:
10.1021/acs.jnatprod.7b00698
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
296.4 Da
Threshold ≤ 500
ALogP
1.03
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H24O5
Molecular Weight:
296.3630 Da
SMILES:
CO[C@H]1C2=C(COC2=O)[C@@]2(C)CCC[C@](C)(CO)[C@@H]2[C@@H]1O
InChIKey:
LSDFNCICYFSHSD-YCLREWFLSA-N
InChI:
InChI=1S/C16H24O5/c1-15(8-17)5-4-6-16(2)9-7-21-14(19)10(9)12(20-3)11(18)13(15)16/h11-13,17-18H,4-8H2,1-3H3/t11-,12+,13+,15-,16-/m1/s1
Calculated Properties
ALogP:
1.034 lipophilicity
TPSA:
75.99 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
5
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8125 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008209
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Drimane 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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition rate | NF-κB | only 1 displayed weak activity with 16% inhibition at 4 μM | 10.1021/acs.jnatprod.7b00698 Journal of Natural Products |