Phyto4Health

5,7-Dihydroxy-2-(4-Hydroxy-3-Methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-Trihydroxy-6-Methyloxan-2-Yl]Oxymethyl]Oxan-2-Yl]Oxychromen-4-One

Representations & DB's id

ChEBI: None
ChEMBL: CHEMBL1711509
PubChem: 44143977
IUPAC: 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
Standard InChI: InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19+,21+,22-,23+,24+,27?,28-/m0/s1
Standard InChI Key: UIDGLYUNOUKLBM-PRGLGRKWSA-N
SMILES: COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1O[C@@H]1O[C@H](COC2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@H]([C@@H]([C@H]1O)O)O)O

Molecular propeties

AlogP: -1.38
Hydrogen bonds acceptors: 16
Hydrogen bonds donors: 9
Rotatable bonds: 7
Number of rings: 5
Molecular Weight: 624.17
Topological polar surface area: 255
Number of aromatic rings: 3
Fsp3: 0.464
Number of carbons: 28

Plant sources

Part of plant Plant name Ref.
PlantGlycyrrhiza glabra
PlantGlycyrrhiza uralensis

In vitro data

Activity Type Activity Value Target Name UniProt ID Ref.
Potency20587.8 nMATPase family AAA domain-containing protein 5Q96QE3
AC504621 nMDual specificity tyrosine-phosphorylation-regulated kinase 1AQ63470
Potency130 nMGemininO75496
Potency3162.3 nMGlucagon-like peptide 1 receptorP43220