SCS-C004059
8''S,9''-diol versicolactone B
Pathway: Shikimates and Phenylpropanoids
Superclass: Lignans
Class: Neolignans
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 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
442.5 Da
Threshold ≤ 500
ALogP
2.05
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C24H26O8
Molecular Weight:
442.4640 Da
SMILES:
COC(=O)[C@]1(Cc2ccc(O)c(C[C@H](O)C(C)(C)O)c2)OC(=O)C(O)=C1c1ccccc1
InChIKey:
YTHUMKQTFJDAHM-MHECFPHRSA-N
InChI:
InChI=1S/C24H26O8/c1-23(2,30)18(26)12-16-11-14(9-10-17(16)25)13-24(22(29)31-3)19(20(27)21(28)32-24)15-7-5-4-6-8-15/h4-11,18,25-27,30H,12-13H2,1-3H3/t18-,24+/m0/s1
Calculated Properties
ALogP:
2.047 lipophilicity
TPSA:
133.52 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
7
Ring Count:
3
(2 aromatic)
Chiral Centers:
2
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004059
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.