기본 정보
- 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
이름 더 보기
데이터베이스 식별자
- CAS
486-66-8- PubChem CID
- 5281708
- DTXSID
DTXSID9022310- ChEMBL
CHEMBL8145- ChEBI
CHEBI:28197- UNII
- 6287WC5J2L
- EC Number
- 207-635-4
- Nikkaji
- J6.014C
물성
구조 계산 물성
- 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
Collision Cross Section
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
- 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
안전 및 규제
GHS 분류
GHS Classification
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
독성 정보
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
용도 및 제조
Uses
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
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.
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
하류 제품
공급사50 곳
추가 설명
정의ChEBI: A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone substituted by an additional hydroxy group at position 4'.
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