SCS-C002574
daldiniside B
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
Glycoside
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
Daldinia eschscholtzii
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Xylariales
Family
Hypoxylaceae
Genus
Daldinia
Species
Daldinia eschscholtzii
Haikou
DOI:
10.3390/md12115563
· Marine Drugs
[Malbranchea] circinata
(NA)
Original source name: Malbranchea circinata SDU050 | M. circinata
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Onygenales
Family
Malbrancheaceae
Genus
Malbranchea
Species
[Malbranchea] circinata
South China Sea
· 3448 m
DOI:
10.3390/md23010050
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
324.3 Da
Threshold ≤ 500
ALogP
-0.38
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:
C15H16O8
Molecular Weight:
324.2850 Da
SMILES:
Cc1cc2cc(O[C@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc(O)c2c(=O)o1
InChIKey:
DNSKQRFLZOQGGI-OPQSFPLASA-N
InChI:
InChI=1S/C15H16O8/c1-6-2-7-3-8(4-9(17)11(7)14(20)21-6)22-15-13(19)12(18)10(5-16)23-15/h2-4,10,12-13,15-19H,5H2,1H3/t10-,12-,13-,15+/m1/s1
Calculated Properties
ALogP:
-0.375 lipophilicity
TPSA:
129.59 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002574
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.