6''-O-Malonyldaidzin

HCID 9913968CAS 124590-31-4
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Basic information

Standard SMILES
O=C(O)CC(=O)OC[C@H]1O[C@@H](Oc2ccc3c(=O)c(-c4ccc(O)cc4)coc3c2)[C@H](O)[C@@H](O)[C@@H]1O
InChIKey
MTXMHWSVSZKYBT-ASDZUOGYSA-N
Molecular formula
C24H22O12
Average molar mass
502.4 g/mol
Monoisotopic mass
502.11112614

Overview

Malonyldaidzin is a glycosyloxyisoflavone that is daidzein substituted by a 6-O-(carboxyacetyl)-beta-D-glucopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a malonate ester, a hydroxyisoflavone, a monosaccharide derivative and a glycosyloxyisoflavone. It is functionally related to a daidzein 7-O-beta-D-glucoside.

Names & identifiers

Preferred name
6''-O-Malonyldaidzin
IUPAC
3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid

Names & synonyms

Malonyldaidzin124590-31-46''-O-MALONYLDAIDZINMalonyldaidzin, (-)-54CE6OWE7ACHEBI:80371DTXSID2013190603-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methoxy]propanoic acid3-(4-Hydroxyphenyl)-4-oxo-4H-chromen-8-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside3-oxo-3-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methoxy)propanoic acidRefChem:155454DTXCID801745184
Show more names
MALONYL DAIDZIN (CONSTITUENT OF SOY ISOFLAVONES)3-oxo-3-((3,4,5-trihydroxy-6-(3-(4-hydroxyphenyl)-4-oxochromen-7-yl)oxyoxan-2-yl)methoxy)propanoic acid6"-O-MalonyldaidzinDaidzin 6''-O-MalonateMalonyl-daidzin3-Oxo-3-(((2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((3-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-yl)methoxy)propanoic acidMalonyl daidzin (constituent of soy isoflavones) [DSC]3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl 6-O-(carboxyacetyl)-beta-D-glucopyranoside

Database identifiers

CAS
124590-31-4
PubChem CID
9913968
DTXSID
DTXSID201319060
ChEMBL
CHEMBL3426719
ChEBI
CHEBI:80371
UNII
54CE6OWE7A
Nikkaji
J485.133A

Properties

Computed structural properties

XLogP
0.4
Topological polar surface area
189 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
12
Rotatable bonds
8
Heavy atoms
36

Safety & regulation

Hazard information

Regulatory Information · 1 item

4H-1-Benzopyran-4-one, 7-6-O-(carboxyacetyl)-.beta.-D-glucopyranosyloxy-3-(4-hydroxyphenyl)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Related reactions

1 records
New reaction record

Linked notes

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