Basic information
- CAS
11013-97-1- Standard SMILES
COc1ccc([C@@H]2CC(=O)c3c(O)cc(O[C@@H]4O[C@H](CO[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)[C@@H](O)[C@H](O)[C@H]4O)cc3O2)cc1OC- InChIKey
GUMSHIGGVOJLBP-SLRPQMTOSA-N- Molecular formula
- C29H36O15
- Average molar mass
- 624.6 g/mol
- Monoisotopic mass
- 624.20542044
Overview
Methyl hesperidin is a flavanone glycoside that is hesperidin in which the hydroxy group at position 3' has been replaced by a methoxy group. It is a member of 4'-methoxyflavanones, a member of 3'-methoxyflavanones, a rutinoside, a dimethoxyflavanone, a monohydroxyflavanone, a disaccharide derivative and a flavanone glycoside. It is functionally related to a hesperidin.
Names & identifiers
- Preferred name
- Methylhesperidin
- IUPAC
- (2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(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]oxy-2,3-dihydrochromen-4-one
- English name
- Methyl hesperidin
- Molecular formula
- C29H36O15
- Molecular weight
- 624.59
Names & synonyms
Methyl hesperidinMethylhesperidin11013-97-1DTXSID7020841K324U7386BDTXCID90841CHEBI:81056RefChem:925796Methyl-Hesperidin(2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-[(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]oxy-2,3-dihydrochromen-4-oneMethyl Hesperidine(S)-2-(3,4-Dimethoxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one
Show more names
Methyl NaringinMethyl HesperdinMythyl HesperidinMethylHesperidine>Methylated hesperidineVITAMIN P (WATER SOLUBLE)Hesperidin Methyl ImpurityMethylhesperidin 11013-97-1
(2S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosideMethylated Hesperidin (mixture of isomers)CAS-11013-97-1CCRIS 4278UNII-K324U7386B(S)-2-(3,4-dimethoxyphenyl)-5-hydroxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-onCHEMBL3184988SCHEMBL30166502
Properties
Computed structural properties
- XLogP
- -0.8
- Topological polar surface area
- 223 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 15
- Rotatable bonds
- 8
- Heavy atoms
- 44
- Formal charge
- 0
- Complexity
- 956
Experimental & physicochemical properties
Collision Cross Section232.5 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID7020841]
Physicochemical properties
- Melting point
- 124 °C · >124°C (Subl.)
- Boiling point
- 583.81 °C · 583.81°C (rough estimate)
- Density
- 1.309 · 1.3090 (rough estimate)
- refractive index
- 1.594 · 1.5940 (estimate)
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Pyridine (Slightly), Water (Slightly)
- form
- Solid
- color
- Yellow
- Cosmetics Ingredients Functions
- SKIN CONDITIONING
- InChIKey
- DXLXVXKGRBYXPK-CGODLKQONA-N
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 324 U7386B · K324U7386B
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 29389090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesMethylated Hesperidin inhibits the phosphorylation of Akt and PKC pathway thus reducing TNF-alpha-induced VCAM-1 expression. Methylhesperidin inhibits nitrendipine transport in the ileum and jejunum, but not in the duodenum.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
上海泰坦科技股份有限公司
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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