SCS-C003542
bicycloalternarene E
Pathway: Terpenoids
Superclass: Meroterpenoids
Class: Prenyl quinone meroterpenoids
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
Alternaria sp.
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Alternaria
Species
NA
Sanya
DOI:
10.1021/np4005757
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
378.5 Da
Threshold ≤ 500
ALogP
3.04
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C21H30O6
Molecular Weight:
378.4650 Da
SMILES:
C/C(=C\CC[C@]1(C)OC2=C(C[C@@H]1O)C(=O)[C@H](O)CC2)CC/C=C(\C)C(=O)O
InChIKey:
IBSUBHFSOZBARY-NQKOLOIPSA-N
InChI:
InChI=1S/C21H30O6/c1-13(6-4-8-14(2)20(25)26)7-5-11-21(3)18(23)12-15-17(27-21)10-9-16(22)19(15)24/h7-8,16,18,22-23H,4-6,9-12H2,1-3H3,(H,25,26)/b13-7+,14-8+/t16-,18+,21+/m1/s1
Calculated Properties
ALogP:
3.042 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
7
Ring Count:
2
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.6190 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003542
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Prenyl quinone meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.