SCS-C006466
(+)-asperbisabol A
Pathway: Polyketides | Terpenoids
Superclass: Aromatic polyketides
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 versicolor
(coral-associated fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus versicolor
South China Sea
· surface water
DOI:
10.3390/md20050322
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
478.6 Da
Threshold ≤ 500
ALogP
5.61
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C29H34O6
Molecular Weight:
478.5850 Da
SMILES:
CC1=CC(=O)[C@](O)(Cc2ccc(/C(C)=C/CCC(C)C)c(O)c2)[C@]2(C1)Oc1cc(C)cc(O)c1O2
InChIKey:
HHEUIKXCBOGLDG-ZLPOFICFSA-N
InChI:
InChI=1S/C29H34O6/c1-17(2)7-6-8-20(5)22-10-9-21(14-23(22)30)16-28(33)26(32)13-19(4)15-29(28)34-25-12-18(3)11-24(31)27(25)35-29/h8-14,17,30-31,33H,6-7,15-16H2,1-5H3/b20-8+/t28-,29-/m1/s1
Calculated Properties
ALogP:
5.606 lipophilicity
TPSA:
96.22 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.4138 fraction sp³ carbon
Database Information
Compound ID:
SCS-C006466
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Aromatic polyketides
NPClassifier Class:
N/A
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 |
|---|---|---|---|---|
| Neuroprotective / Neuromodulatory | cell viability improvement | sodium nitroprusside (SNP)-induced injury | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md20050322 Marine Drugs |
| Neuroprotective / Neuromodulatory | cell viability improvement | sodium nitroprusside (SNP)-induced injury | 10.0 μM | 10.3390/md20050322 Marine Drugs |