Hexahydrocurcumin
기본 정보
- CAS
36062-05-2- 표준 SMILES
COc1cc(CCC(=O)CC(O)CCc2ccc(O)c(OC)c2)ccc1O- InChIKey
RSAHICAPUYTWHW-UHFFFAOYSA-N- 분자식
- C21H26O6
- 평균 분자량
- 374.4 g/mol
- 단동위원소 질량
- 374.17293854
개요
Hexahydrocurcumin is a diarylheptanoid.
이름 및 식별자
- 우선 이름
- Hexahydrocurcumin
- IUPAC
- 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one
- 영어명
- Hexahydrocurcumin
- 분자식
- C21H26O6
- 분자량
- 374.43
이름 및 동의어
Hexahydrocurcumin36062-05-25-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one3-Heptanone, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-RNL5XJ2BA7C17826DTXSID00415731RefChem:146052DTXCID20830068924-435-9Curcumin, hexahydro-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone
이름 더 보기
Hexahydrocurcumin-RMHexahydrocurcumin, BR5-dimethyl ether Gallic AcidHexahydrocurcumin, 10 mM in DMSO5-dimethoxy-4-hydroxy Benzoic Acid1,7-Bis(4-hydroxy-3-methoxyphenyl)-5-hydroxyheptan-3-one1,7-Bis(3-methoxy-4-hydroxyphenyl)-5-hydroxy-3-heptanone
(RS)-5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanoneUNII-RNL5XJ2BA75-hydroxy-1,7-bis(4-hydroxy-3-methoxy-phenyl)heptan-3-one5-hydroxy-1,7-bis(4-hydroxy-3-methoxylphenyl)-3-heptanone3-Heptanone, 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-; 5-Hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone; HexahydrocurcuminCurcumin Impurity 1Hexahydrocurcumin (Standard)SCHEMBL290121
데이터베이스 식별자
- CAS
36062-05-2- PubChem CID
- 5318039
- DTXSID
DTXSID00415731- ChEMBL
CHEMBL479650- ChEBI
CHEBI:81358- UNII
- RNL5XJ2BA7
- EC Number
- 924-435-9
- Nikkaji
- J445.265H
물성
구조 계산 물성
- XLogP
- 2.7
- 극성 표면적
- 96.2 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 6
- 회전 가능 결합 수
- 10
- 무거운 원자 수
- 27
- 형식 전하
- 0
- 복잡도
- 442
물리화학적 성질
- 녹는점
- 80 · 80-82℃
- 끓는 점
- 622.6 · 622.6±55.0 °C(Predicted)
- 밀도
- 1.226 · 1.226
- 인화점
- 218 ℃ · 218℃
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(소량으로 용해), 에틸아세테이트(약간 용해됨), DCM, DMSO
- 물리적 상태
- Solid
- 산도 계수 (pKa)
- 10.02 · 10.02±0.20(Predicted)
- 색상
- 옅은 노랑
- BRN
- 2486876 · 2486876
- 주요 응용
- 음식 및 음료
- InChI
- 1S/C21H26O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16,22,24-25H,3-4,7-8,13H2,1-2H3
- InChIKey
- RSAHICAPUYTWHW-UHFFFAOYSA-N
- SMILES
- O=C(CC(O)CCC1=CC(OC)=C(O)C=C1)CCC2=CC(OC)=C(O)C=C2
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
안전 데이터
- wgk
- 3
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Hexahydrocurcumin is a natural product and glucuronide metabolite of curcumin that has anti-inflammatory, antioxidant, and anticancer properties. It reduces prostaglandin E2 (PGE2) production stimulated by phorbol 12-myristate 13-acetate (PMA; ) by 37% in human colonic epithelial cells when used at a concentration of 20 μM. Hexahydrocurcumin (3.125-25 μM) inhibits overproduction of nitric oxide induced by LPS in RAW 264.7 macrophage cells in a concentration-dependent manner. It does not affect LPS-induced cytokine release but inhibits LPS-induced iNOS and COX-2 upregulation and NF-κB activation when used at a concentration of 50 μM. Hexahydrocurcumin prevents the formation of aberrant crypt foci in a dimethylhydrazine rat model of colon cancer and potentiates the effect of 5-fluorouracil .
용도Hexahydrocurcumin is an intermediate in the synthesis of Gingerenone A (G387500) which is an antifungal and antiparasitic diarylheptenone that is isolated from Zingiber officinale (more commonly known as ginger), a medicinal plant that is used to treat inflammation and musculoskeletal disorders.
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