SCS-C003252
[(2S,3S)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Pathway: Shikimates and Phenylpropanoids
Superclass: Flavonoids
Class: Dihydroflavonols
Chemical Structure
![Structure of [(2S,3S)-5,7-dihydroxy-4-oxo-2-phenyl-2,3-dihydrochromen-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate](/scsmarinenp/static/images/structures/SCS-C003252.png)
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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
Laguncularia racemosa
(NA)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Myrtales
Family
Combretaceae
Genus
Laguncularia
Species
Laguncularia racemosa
Hainan Island
DOI:
10.1016/j.phytochem.2009.11.008
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
434.4 Da
Threshold ≤ 500
ALogP
3.45
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:
C24H18O8
Molecular Weight:
434.4000 Da
SMILES:
O=C(/C=C/c1ccc(O)c(O)c1)O[C@@H]1C(=O)c2c(O)cc(O)cc2O[C@H]1c1ccccc1
InChIKey:
ONJCIGFCUCTTGU-UWMQVQQRSA-N
InChI:
InChI=1S/C24H18O8/c25-15-11-18(28)21-19(12-15)31-23(14-4-2-1-3-5-14)24(22(21)30)32-20(29)9-7-13-6-8-16(26)17(27)10-13/h1-12,23-28H/b9-7+/t23-,24+/m0/s1
Calculated Properties
ALogP:
3.451 lipophilicity
TPSA:
133.52 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
4
Ring Count:
4
(3 aromatic)
Chiral Centers:
2
Fsp³:
0.0833 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003252
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Flavonoids
NPClassifier Class:
Dihydroflavonols
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.