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Hesperidin methyl chalcone - 95%, high purity , CAS No.24292-52-2
Basic Description
Synonyms
Q27260452 | (E)-1-[4-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-2-hydroxy-6-methoxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)-2-propen-1-one | (E)-3-(3-Hydroxy-4-methoxyphenyl)-1-(2-hydroxy-6-methoxy-4-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy
Specifications & Purity
≥95%
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Product Describtion:
Hesperidin methylchalcone (Hesperidin methyl chalcone) inhibits oxidative stress, cytokine production and NF-κB activation. Hesperidin methylchalcone inhibits inflammation and pain. Hesperidin methylchalcone exhibits vasoprotective activity.
Taxonomic Classification
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 Hydroxycinnamic acids and derivatives Disaccharides O-glycosyl compounds Methoxyphenols Anisoles Aryl ketones Benzoyl derivatives Styrenes Methoxybenzenes Phenoxy compounds 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Oxanes Enones Vinylogous acids Acryloyl compounds Secondary alcohols Acetals Polyols Oxacyclic compounds Hydrocarbon derivatives Organic oxides
Molecular Framework
Aromatic heteromonocyclic compounds
Substituents
Flavonoid o-glycoside - 2'-hydroxychalcone - Linear 1,3-diarylpropanoid - Cinnamylphenol - Phenolic glycoside - Hydroxycinnamic acid or derivatives - O-glycosyl compound - Glycosyl compound - Disaccharide - Methoxyphenol - Phenol ether - Anisole - Aryl ketone - Styrene - Phenoxy compound - Methoxybenzene - Benzoyl - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Oxane - Benzenoid - Monocyclic benzene moiety - Acryloyl-group - Enone - Vinylogous acid - Alpha,beta-unsaturated ketone - Secondary alcohol - Ketone - Ether - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organic oxide - Organooxygen 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
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.
Names and Identifiers
Pubchem Sid
504764168
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504764168
IUPAC Name
(E)-3-(3-hydroxy-4-methoxyphenyl)-1-[2-hydroxy-6-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-en-1-one
INCHI
InChI=1S/C29H36O15/c1-12-22(33)24(35)26(37)28(42-12)41-11-20-23(34)25(36)27(38)29(44-20)43-14-9-17(32)21(19(10-14)40-3)15(30)6-4-13-5-7-18(39-2)16(31)8-13/h4-10,12,20,22-29,31-38H,11H2,1-3H3/b6-4+/t12-,20+,22-,23+,24+,25-,26+,27+,28+,29+/m0/s1
InChIKey
FDHNLHLOJLLXDH-JIYHLSBYSA-N
Smiles
CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C(C(=C3)OC)C(=O)C=CC4=CC(=C(C=C4)OC)O)O)O)O)O)O)O)O
Isomeric SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C(C(=C3)OC)C(=O)/C=C/C4=CC(=C(C=C4)OC)O)O)O)O)O)O)O)O
WGK Germany
3
PubChem CID
6436550
Molecular Weight
624.59
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
DMSO: 50 mg/mL (80.05 mM)
Sensitivity
light sensitive
Specific Rotation[α]
[α]20/D -71°, c = 1 in ethanol
Boil Point(°C)
952.97° C at 760 mmHg (Predicted)
Melt Point(°C)
120° C (dec.)
Molecular Weight
624.600 g/mol
XLogP3
-0.300
Hydrogen Bond Donor Count
8
Hydrogen Bond Acceptor Count
15
Rotatable Bond Count
10
Exact Mass
624.205 Da
Monoisotopic Mass
624.205 Da
Topological Polar Surface Area
234.000 Ų
Heavy Atom Count
44
Formal Charge
0
Complexity
952.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
10
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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C23081275