기본 정보
- CAS
489-32-7- 표준 SMILES
COc1ccc(-c2oc3c(CC=C(C)C)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc(O)c3c(=O)c2O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)cc1- InChIKey
TZJALUIVHRYQQB-XLRXWWTNSA-N- 분자식
- C33H40O15
- 평균 분자량
- 676.7 g/mol
- 단동위원소 질량
- 676.23672058
개요
Icariin is a member of the class of flavonols that is kaempferol which is substituted at position 8 by a 3-methylbut-2-en-1-yl group and in which the hydroxy groups at positions 3, 4', and 7 have been converted to the corresponding 6-deoxy-alpha-L-mannopyranoside, methyl ether, and beta-D-glucopyranoside, respectively. A phoshphodiesterase-5 inhibitor, it is obtained from several species of plants in the genus Epimedium and is thought to be the main active ingredient of the Chinese herbal medicine Herba Epimedii (yinyanghuo). It has a role as an antioxidant, a bone density conservation agent, an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor and a phytoestrogen. It is a member of flavonols and a glycosyloxyflavone.
이름 및 식별자
- 우선 이름
- Icariin
- IUPAC
- 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
- 영어명
- Icariin
- 분자식
- C33H40O15
- 분자량
- 676.66
이름 및 동의어
Icariin489-32-7IearilineVNM47R2QSQEpimedii herba icariinCHEBI:78420DTXSID009641333-((6-Deoxymannopyranosyl)oxy)-7-(glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-oneRefChem:147596DTXCID301391843
이름 더 보기
epimedium extractHorny goat weed extractICARINIcraiinEpimedium Extract Icariin4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[[(2S,4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-3-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxy]-1-benzopyran-4-one
물성
구조 계산 물성
- XLogP
- 1.7
- 극성 표면적
- 234 Ų
- 수소 결합 공여자 수
- 8
- 수소 결합 수용자 수
- 15
- 회전 가능 결합 수
- 9
- 무거운 원자 수
- 48
- 형식 전하
- 0
- 복잡도
- 1,170
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Collision Cross Section
260.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
269.04 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 223 · 223-225 ºC
- 끓는 점
- 948.5 · 948.5±65.0 °C(Predicted)
- 밀도
- 1.55 · 1.55
- 저장 조건
- 2 · 2-8°C
- 용해도
- 50 mg/mL, · DMSO: 용해성50mg/mL, 투명, 무색~진한 노란색
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 5.9 · 5.90±0.40(Predicted)
- 색상
- 밝은 노란색에서 노란색까지
- Merck
- 14 · 14,3617
- 안정성
- 감광성
- InChIKey
- TZJALUIVHRYQQB-XLRXWWTNSA-N
- SMILES
- COc1ccc(cc1)C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(=O)c4c(O)cc(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)c(C\C=C(\C)C)c4O2
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS ClassificationNot Classified
유해성 정보
Hazard Classes and CategoriesNot Classified
안전 데이터
- wgk
- 3
- HS 번호
- 29389090
- safety_code
- 24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
용도Icariin has been used:in the preparation of topical treatment to determine its effects on the improvement of cutaneous wound healing in ratsto test its analgesic effects on lower back pain (LBP) in ratsas a potential treatment in osteoporosis condition in ratsto study its effects on palmitate (PA)-induced insulin resistance in skeletal muscle C2C12 myotubesas a neuroprotective agent to study its effects on amyloid-β (Aβ)-induced neuronal insulin resistance in human neuroblastoma SK-N-MC cells
일반 설명Icariin is a prenylated flavonol and the major bioactive compound found in Epimedium herb.
상·하류 제품 정보
상류 원료
공급사101 곳
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]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司
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