SCS-C004108
4',8''-diacetoxy butyrolactone VI
Pathway: Shikimates and Phenylpropanoids
Superclass: Lignans
Class: Neolignans
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 terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Xisha Islands
DOI:
10.1039/c8ra01840e
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
524.5 Da
Threshold ≤ 500
ALogP
3.24
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H28O10
Molecular Weight:
524.5220 Da
SMILES:
COC(=O)[C@]1(Cc2ccc3c(c2)CC(OC(C)=O)C(C)(C)O3)OC(=O)C(O)=C1c1ccc(OC(C)=O)cc1
InChIKey:
AQBHBPBJANNJKW-AALRHGRASA-N
InChI:
InChI=1S/C28H28O10/c1-15(29)35-20-9-7-18(8-10-20)23-24(31)25(32)38-28(23,26(33)34-5)14-17-6-11-21-19(12-17)13-22(36-16(2)30)27(3,4)37-21/h6-12,22,31H,13-14H2,1-5H3/t22?,28-/m1/s1
Calculated Properties
ALogP:
3.237 lipophilicity
TPSA:
134.66 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
10
Rotatable Bonds:
6
Ring Count:
4
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3571 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004108
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Lignans
NPClassifier Class:
Neolignans
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.