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다이드제인

Daidzein

HCID 5281708
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
486-66-8
표준 SMILES
O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12
InChIKey
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
분자식
C15H10O4
평균 분자량
254.24 g/mol
단동위원소 질량
254.0579088

개요

Daidzein is a member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by an additional hydroxy group at position 4'. It has a role as an EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor, an antineoplastic agent, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, a plant metabolite and a phytoestrogen. It is a conjugate acid of a daidzein(1-).

이름 및 식별자

우선 이름
Daidzein
IUPAC
7-hydroxy-3-(4-hydroxyphenyl)chromen-4-one
현지명
다이드제인
영어명
Daidzein
분자식
C15H10O4
분자량
254.24

이름 및 동의어

daidzein486-66-84',7-DihydroxyisoflavoneDaidzeol7-hydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one7,4'-Dihydroxyisoflavone7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one7-hydroxy-3-(4-hydroxyphenyl)chromen-4-oneDiadzein7-Hydroxy-3-(4-hydroxyphenyl)-4-benzopyroneDTXSID90223106287WC5J2L
이름 더 보기
다이드제인Daidzein 486-66-84’,7-dihydroxy-isoflavon4,7-Dihydroxyisoflavone(Daidzein)7-HYDROXY-3-(4-HYDROXY-PHENYL)-CHROMEN-4-ONEk251bGMP-5TatoinDaizeolK 251-6
DTXCID102310CHEBI:28197RefChem:5729207-635-44H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-Daidzein (Standard)MFCD000169544,7-Dihydroxyisoflavone

데이터베이스 식별자

CAS
486-66-8
PubChem CID

물성

구조 계산 물성보충 중

XLogP
2.5
극성 표면적
66.8 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
1
무거운 원자 수
19
형식 전하
0
복잡도
382

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Isoflavonoids [PK1205]
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point323 °C
Physical DescriptionSolid
Collision Cross Section · 3건

155.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9022310]

162.33 Ų [M-H]- [CCS Type: DT; Method: stepped-field]

172 Ų [M+Na]+

물리화학적 성질

녹는점
315 · 315-323°C (dec.)
끓는 점
317.45 °C · 317.45°C (rough estimate)
밀도
1.1629 · 1.1629 (rough estimate)
굴절률
1.43 · 1.4300 (estimate)
저장 조건
2 · 2-8°C
용해도
10 mg/mL · DMSO: 10mg/mL
물리적 상태

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 3.7% (3 of 81) of reports.

Warning

H315 (95.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 81 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)-: 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 CategoriesSkin Irrit. 2 (95.1%)

독성 정보

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

안전 데이터

wgk
3
rtecs
DJ3100040
HS 번호
29329990
risk_code
36/38
hazard_code
Xi
safety_code
24-26-37/39
위험 등급
IRRITANT
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

Metabolism/MetabolitesDaidzein has known human metabolites that include (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-[3-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid and Dihydrodazein.
MeSH Pharmacological ClassificationCompounds derived from plants, primarily ISOFLAVONES that mimic or modulate endogenous estrogens, usually by binding to ESTROGEN RECEPTORS.
Cellular LocationsMembrane

용도 및 제조

Uses · 1건

Isoflavones compounds are found in a number of plants, but soybeans and soy products like tofu and textured vegetable protein are the primary food source. Equol represents the main active product of daidzein metabolism, produced via specific microflora in the gut.

응용 분야 · 4건

개요Daidzein mainly comes from leguminous plants, the seeds of soybean (dadou), red clover grass, or all Pueraria roots. Its medicinal value was first recorded in Shen Nong Ben Cao Jing 2838 BC.Daidzein, one of the main soy isoflavones, is also the main component of radix puerariae (Gegen) which is the dry root of kudzu leguminous plants. Radix puerariae can reduce fever, produce saliva, and relieve diarrhea. Its chemical composition is complicated, including puerarin, xyloside, soy flavonoids, soybean flavonoid glycosides, beta-sitosterol, daidzin, daidzein. The main effective components are puerarin and daidzein

역사Daidzein is a kind of isoflavone compound, which was first synthetized by researchers in China. It has been widely used in drugs, food supplements, and cosmetics. Because of two phenolic hydroxyl structures, Daidzein has poor water solubility, poor liposolubility, and strong first-pass effect, leading to the low bioavailability of oral absorption, which limits its widely clinical usage. Ipriflavone is a kind of isoflavone modified from Daidzein, which has been used for the treatment of osteoporosis in Japan and some European countries. The effects of a series of amino alkoxy derivatives of ipriflavones on inhibiting the bone absorption were evaluated. The researchers found that 7-amino alkoxy derivative works best. When Daidzein was alkylated or acylated at 7-hydroxyl selectively, the stability was increased, and thus the proliferation of MCF-7 cell was inhibited.

관련 반응

49건
반응 기록 만들기
HRID 28761 반응식
HRID 28761반응물로uspto-grants-2008_09
HRID 28763 반응식
HRID 28763생성물로uspto-grants-2008_09
HRID 28764 반응식
HRID 28764반응물로uspto-grants-2008_09
HRID 227207 반응식
HRID 227207반응물로uspto-grants-2009_07
HRID 236342 반응식
HRID 236342반응물로uspto-grants-1987_02
HRID 304424 반응식
HRID 304424반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 418879 반응식
HRID 418879생성물로uspto-grants-2012_01
HRID 480219 반응식
HRID 480219반응물로uspto-grants-2003_11
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
5281708
DTXSID
DTXSID9022310
ChEMBL
CHEMBL8145
ChEBI
CHEBI:28197
UNII
6287WC5J2L
EC Number
207-635-4
Nikkaji
J6.014C
가루
산도 계수 (pKa)
7.01 · 7.01±0.20(Predicted)
색상
흰색에서 황백색까지
생물학적 소스
synthetic
수용성
불용성
Merck
14 · 14,2801
BRN
231523 · 231523
주요 응용
음식 및 음료
화장품 원료 기능
피부 컨디셔닝 - 기타
InChI
1S/C15H10O4/c16-10-3-1-9(2-4-10)13-8-19-14-7-11(17)5-6-12(14)15(13)18/h1-8,16-17H
InChIKey
ZQSIJRDFPHDXIC-UHFFFAOYSA-N
SMILES
Oc1ccc(cc1)C2=COc3cc(O)ccc3C2=O
LogP
2.632 · 2.632 (est)
EPA
4 H-1-Benzopyran-4-one, · 4H-1-Benzopyran-4-one, 7-hydroxy-3-(4-hydroxyphenyl)- (486-66-8)

화학적 성질

Off-White Crystalline Solid

용도Inactive analog of Genistein (Cat. #G350000). Blocks the G1 phase of the cell cycle in Swiss 3T3 cells by inhibiting casein kinase II activity1. Daidzein has also been shown to inhibit the action of GABA on recombinant GABAA receptors2. uv max:250 nm (log e 4.44)

일반 설명Daidzein is an endocrine-active estrogenic isoflavone. This phytoestrogen is capable to bind to estrogen to exert estrogenic effects in vivo. It can naturally be found in soybean seed and flour.

상·하류 제품 정보

상류 원료

에틸알코올디에틸에테르염산

하류 제품

6,7,4'-Trihydroxyisoflavone4-옥소-3-[4-[(1-옥소헥실)옥시]페닐]-4H-1-벤조피란-7-일-D-글루코피라노시두론산메틸에스테르,2,3,4-트리아세테이트

추가 설명

정의ChEBI: A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by an additional hydroxy group at position 4'.