SCS-C008123
(3R,4S)-6,8-dihydroxy-3,4,5-trimethyl-7-carboxamidelisocoumarin
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
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
Penicillium sp. SCSIO 41429
(soft coral-derived fungus)
Original source name: Penicillium sp. SCSIO 41429 | Penicillium sp.
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
South China Sea
· 21.235° N, 110.451° E
DOI:
10.3390/md22090393
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
265.3 Da
Threshold ≤ 500
ALogP
1.17
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:
C13H15NO5
Molecular Weight:
265.2650 Da
SMILES:
Cc1c(O)c(C(N)=O)c(O)c2c1[C@H](C)[C@@H](C)OC2=O
InChIKey:
SFHLHUHZXYZNDP-INEUFUBQSA-N
InChI:
InChI=1S/C13H15NO5/c1-4-6(3)19-13(18)8-7(4)5(2)10(15)9(11(8)16)12(14)17/h4,6,15-16H,1-3H3,(H2,14,17)/t4-,6-/m1/s1
Calculated Properties
ALogP:
1.167 lipophilicity
TPSA:
109.85 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
1
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.3846 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008123
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.