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isoliquiritin apioside - Analytical reference, high purity

COA

Grade & Purity:

analytical standard

Cas Number: 120926-46-7
Molecular Weight: 550.509
MDL number: MFCD20487832
PubChem CID: 6442433

In stock

Item Number

I302628

Grouped product items
SKU	Size	Availability	Price	Qty
I302628-5mg	5mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$453.90
I302628-20mg	20mg	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$1,360.90

View related series

Amino Acid/Protein Metabolism (1836) MAPK/ERK Pathway (546) Metabolic Enzyme/Protease (4860) MMP (148) NF-κB (747) p38 MAPK (136)

Basic Description

Synonyms	CHEBI:191794 \| (E)-3-(4-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)-3,4-Dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)phenyl)-1-(2,4-dihydroxyphenyl)prop-2-en-1-one \| MFCD20487832 \| Neolicuroside \|
Specifications & Purity	analytical standard
Storage Temp	Protected from light,Store at -20°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Grade	analytical standard
Product Description	Isoliquiritin apioside, a component isolated from Glycyrrhizae radix rhizome, significantly decreases PMA-induced increases in MMP9 activities and suppresses PMA-induced activation of MAPK and NF-κB. Isoliquiritin apioside auppresseses invasiveness and angiogenesis of cancer cells and endothelial cells.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Phenylpropanoids and polyketides
  - Class Flavonoids
    - Subclass Flavonoid glycosides

Kingdom	Organic compounds
Superclass	Phenylpropanoids and polyketides
Class	Flavonoids
Subclass	Flavonoid glycosides
Intermediate Tree Nodes	Not available
Direct Parent	Flavonoid O-glycosides
Alternative Parents	2'-Hydroxychalcones Cinnamylphenols Phenolic glycosides Disaccharides O-glycosyl compounds Aryl ketones Benzoyl derivatives Styrenes Phenol ethers Phenoxy compounds Resorcinols 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Oxanes Tertiary alcohols Enones Acryloyl compounds Vinylogous acids Tetrahydrofurans Secondary alcohols Oxacyclic compounds Acetals Hydrocarbon derivatives Organic oxides Primary alcohols
Molecular Framework	Aromatic heteromonocyclic compounds
Substituents	Flavonoid o-glycoside - 2'-hydroxychalcone - Linear 1,3-diarylpropanoid - Phenolic glycoside - Cinnamylphenol - Disaccharide - Glycosyl compound - O-glycosyl compound - Benzoyl - Phenoxy compound - Phenol ether - Resorcinol - Styrene - Aryl ketone - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Oxane - Vinylogous acid - Alpha,beta-unsaturated ketone - Tetrahydrofuran - Tertiary alcohol - Acryloyl-group - Enone - Secondary alcohol - Ketone - Oxacycle - Organoheterocyclic compound - Acetal - Organooxygen compound - Alcohol - Primary alcohol - Organic oxide - Hydrocarbon derivative - Organic oxygen compound - Aromatic heteromonocyclic compound
Description	This compound belongs to the class of organic compounds known as flavonoid o-glycosides. These are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	(E)-3-[4-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-1-(2,4-dihydroxyphenyl)prop-2-en-1-one
INCHI	InChI=1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+/t19-,20-,21+,22-,23+,24-,25+,26-/m1/s1
InChIKey	VMMVZVPAYFZNBM-KVFWHIKKSA-N
Smiles	C1C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C=CC(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(CO)O
Isomeric SMILES	C1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC=C(C=C3)/C=C/C(=O)C4=C(C=C(C=C4)O)O)CO)O)O)O)(CO)O
Molecular Weight	550.509
Reaxy-Rn	54622471
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=54622471&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot Number	Certificate Type	Date	Item
D2525043	Certificate of Analysis	Apr 30, 2025	I302628
H2125286	Certificate of Analysis	Jun 18, 2024	I302628
H2125287	Certificate of Analysis	Jun 18, 2024	I302628

Chemical and Physical Properties

Molecular Weight	550.500 g/mol
XLogP3	0.100
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	9
Exact Mass	550.169 Da
Monoisotopic Mass	550.169 Da
Topological Polar Surface Area	216.000 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	833.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	8
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	1
Covalently-Bonded Unit Count	1

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