SCS-C000668
terrelactone
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 sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
· deep-sea
DOI:
10.1038/s41429-020-00378-y
· The Journal of Antibiotics
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
Sanya Bay
· 109°29′37.3″ E, 18°11′33.4″ N
DOI:
10.3390/md20030212
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
442.5 Da
Threshold ≤ 500
ALogP
2.78
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(CCC(C)(C)O)c2)OC(=O)C(O)=C1c1ccc(O)cc1
InChIKey:
MJCHJLWNXODVGT-XMMPIXPASA-N
InChI:
InChI=1S/C24H26O8/c1-23(2,30)11-10-16-12-14(4-9-18(16)26)13-24(22(29)31-3)19(20(27)21(28)32-24)15-5-7-17(25)8-6-15/h4-9,12,25-27,30H,10-11,13H2,1-3H3/t24-/m1/s1
Calculated Properties
ALogP:
2.782 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:
1
Fsp³:
0.3333 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000668
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.