Hesperetin

HCID 72281CAS 41001-90-5

기본 정보

표준 SMILES
COc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1O
InChIKey
AIONOLUJZLIMTK-AWEZNQCLSA-N
분자식
C16H14O6
평균 분자량
302.28 g/mol
단동위원소 질량
302.07903817

개요

Hesperetin is a trihydroxyflavanone having the three hydroxy gropus located at the 3'-, 5- and 7-positions and an additional methoxy substituent at the 4'-position. It has a role as an antioxidant, an antineoplastic agent and a plant metabolite. It is a member of 4'-methoxyflavanones, a monomethoxyflavanone, a trihydroxyflavanone and a member of 3'-hydroxyflavanones. It is a conjugate acid of a hesperetin(1-).

이름 및 식별자

우선 이름
Hesperetin
IUPAC
(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
영어명
HESPERETIN
분자식
C16H14O6
분자량
302.28

이름 및 동의어

hesperetinHesperitin520-33-23',5,7-Trihydroxy-4'-methoxyflavanone(-)-hesperetin5,7,3'-Trihydroxy-4'-methoxyflavanone(2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one(-)-(S)-hesperetinEriodictyol 4'-monomethyl etherFEMA NO. 4313NSC-57654Q9Q3D557F1
이름 더 보기
3',5,7-TRIHYDROXY-4-METHOXYFLAVANONEHESPERETINEHESPERETIN USP/EP/BP(+/-)-3',5,7-TRIHYDROXY-4'-METHOXYFLAVANONE2,3-DIHYDRO-5,7-DIHYDROXY-2S-(3-HYDROXY-4-METHOXPHENYL)-4H-1-BENZOPYRAN-4-ONE
4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-DTXSID4022319Flavanone, 3',5,7-trihydroxy-4'-methoxy-CHEBI:28230(S)-2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-2,3-DIHYDRO-5,7-DIHYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONERefChem:783778

데이터베이스 식별자

CAS
41001-90-5、520-33-2
PubChem CID
72281
DTXSID
DTXSID4022319
ChEMBL
CHEMBL399121
ChEBI
CHEBI:28230
UNII
Q9Q3D557F1
EC Number
208-290-2、805-255-9
Nikkaji
J9.235E

물성

구조 계산 물성

XLogP
2.4
극성 표면적
96.2 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
6
회전 가능 결합 수
2
무거운 원자 수
22

실험 및 물리화학적 성질

Drugs · 2건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Metabolite of Hesperidin

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
LogP · 2건

2.60

2.6

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound

물리화학적 성질

저장 조건
2 · 2-8°C

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 97.9% (92 of 94) of all reports.

Not Classified

Aggregated GHS information provided per 94 reports by companies from 3 notifications to the ECHA C&L Inventory.

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 2건

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-: 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.

Hazard Classes and Categories · 2건

Not Classified

Not Classified

안전 데이터

wgk
3

화학 및 산업

약리 정보

Pharmacodynamics · 1건

Hesperetin is a cholesterol lowering flavanoid found in a number of citrus juices. It appears to reduce cholesteryl ester mass and inhibit apoB secretion by up to 80%. Hesperetin may have antioxidant, anti-inflammatory, anti-allergic, hypolipidemic, vasoprotective and anticarcinogenic actions.

Mechanism of Action · 1건

Hesperetin reduces or inhibits the activity of acyl-coenzyme A:cholesterol acyltransferase genes (ACAT<sub>1</sub> and ACAT<sub>2</sub>) and it reduces microsomal triglyceride transfer protein (MTP) activity. Hesperetin also seems to upregulate the LDL receptor. This leads to the reduced assembly and secretion of apoB-containing lipoproteins and enhanced reuptake of those lipoproteins, thereby lowering cholesterol levels.

Metabolism/MetabolitesHesperetin has known human metabolites that include Hesperetin 7-O-glucuronide and Hesperetin 3p-O-glucuronide.
Cellular LocationsMembrane

공급사22 곳

北京华美互利生物化工010-56205725 · [email protected]
西安康培基生物科技有限公司86-029-85456576 · [email protected]
陕西新阳禾生物科技有限公司13991035447 · [email protected]
湖北源梦生物科技有限公司027-68897569 18120462897 · [email protected]
陕西新天域生物科技有限公司18165211053 · [email protected]

관련 반응

1건

연결된 노트

불러오는 중…