Liquiritin apioside - ≥98% , CAS No.74639-14-8

CAS: 74639-14-8 Cat. No.: L412656 Molecular Weight: 550.51

GRADE & PURITY ≥98%

Synonyms

UNII-8T57TH2CCD | CHEBI:191629 | LIQUIRITIN APIOSIDE [INCI] | DTXCID301334003 | Liquiritigenin 4'-o-apiosyl-O-glucoside | Liquiritigenin-4'-o-apiosyl(1->2)glucoside | AKOS037514724 | DTXSID20904894 | 8T57TH2CCD | (S)-2-(4-(((2S,3R,4S,5S,6R)-3-(((2S,3R,4R)

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Liquiritin apioside is a main flavonoid component of licorice that possesses antitussive effects.

Specifications

Synonyms

UNII-8T57TH2CCD | CHEBI:191629 | LIQUIRITIN APIOSIDE [INCI] | DTXCID301334003 | Liquiritigenin 4'-o-apiosyl-O-glucoside | Liquiritigenin-4'-o-apiosyl(1->2)glucoside | AKOS037514724 | DTXSID20904894 | 8T57TH2CCD | (S)-2-(4-(((2S, 3R, 4S, 5S, 6R)-3-(((2S, 3R, 4R)

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Liquiritin apioside is a main flavonoid component of licorice that possesses antitussive effects.

Storage

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.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C(OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O
• IUPAC Name: (2S)-2-[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]-7-hydroxy-2,3-dihydrochromen-4-one
• InChIKey: FTVKHUHJWDMWIR-DWMQJYMWSA-N
• INCHI: 1S/C26H30O13/c27-9-19-20(31)21(32)22(39-25-23(33)26(34,10-28)11-35-25)24(38-19)36-14-4-1-12(2-5-14)17-8-16(30)15-6-3-13(29)7-18(15)37-17/h1-7,17,19-25,27-29,31-34H,8-11H2/t17-,19+,20+,21-,22+,23-,24+,25-,26+/m0/s1
• Isomeric SMILES: C1[C@H](OC2=C(C1=O)C=CC(=C2)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@](CO5)(CO)O)O
• Molecular Weight: 550.51
• Reaxy-Rn: 51803165
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=51803165&ln=

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: 7-hydroxyflavonoids Flavanones Phenolic glycosides Fatty acyl glycosides of mono- and disaccharides Alkyl glycosides Chromones O-glycosyl compounds Disaccharides Phenoxy compounds Phenol ethers Aryl alkyl ketones 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Oxanes Tertiary alcohols Oxolanes Secondary alcohols Oxacyclic compounds Acetals Primary alcohols Aldehydes Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonoid o-glycoside - Flavonoid-4p-o-glycoside - Hydroxyflavonoid - 7-hydroxyflavonoid - Flavanone - Flavan - Phenolic glycoside - Fatty acyl glycoside of mono- or disaccharide - Fatty acyl glycoside - Alkyl glycoside - Glycosyl compound - O-glycosyl compound - Chromone - Disaccharide - Benzopyran - Chromane - 1-benzopyran - Phenoxy compound - Phenol ether - Aryl alkyl ketone - Aryl ketone - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Oxane - Tertiary alcohol - Oxolane - Secondary alcohol - Ketone - Ether - Organoheterocyclic compound - Acetal - Oxacycle - Primary alcohol - Alcohol - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aldehyde - Organooxygen compound - Aromatic heteropolycyclic 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

Data sources

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Molecular Weight: 550.500 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 7
• Exact Mass: 550.169 Da
• Monoisotopic Mass: 550.169 Da
• Topological Polar Surface Area: 205.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 837.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 9
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1