기본 정보
- CAS
465-99-6- 표준 SMILES
CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1- InChIKey
PGOYMURMZNDHNS-MYPRUECHSA-N- 분자식
- C30H48O4
- 평균 분자량
- 472.7 g/mol
- 단동위원소 질량
- 472.35526001
개요
Hederagenin is a sapogenin that is olean-12-en-28-oic acid substituted by hydroxy groups at positions 3 and 23 (the 3beta stereoisomer). It has a role as a plant metabolite. It is a pentacyclic triterpenoid, a sapogenin and a dihydroxy monocarboxylic acid. It is functionally related to an oleanolic acid. It is a conjugate acid of a hederagenin(1-). It derives from a hydride of an oleanane.
이름 및 식별자
- 우선 이름
- Hederagenin
- IUPAC
- (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
- 영어명
- Hederagenin
- 분자식
- C30H48O4
- 분자량
- 472.71
이름 및 동의어
Hederagenin465-99-6CaulosapogeninHederagenolAstrantiagenin EHederagenic acid(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acidCyclocaric acid ANSC-24954(3beta)-3,23-dihydroxyolean-12-en-28-oic acidRQF57J8212(3-beta,4-alpha)-3,23-Dihydroxyolean-12-en-28-oic acid
이름 더 보기
HederidinNSC 24954HederogeninRangefinderHederagenineMELANTHIGENINVaccaric acidKalosapogenin
CHEBI:69579Olean-12-en-28-oic acid, 3,23-dihydroxy-, (3beta,4alpha)-DTXSID301029412RefChem:38603DTXCID501514667207-369-9HerderageninOlean-12-en-28-oic acid, 3,23-dihydroxy-, (3b,4a)-
데이터베이스 식별자
- CAS
물성
구조 계산 물성
- XLogP
- 6.8
- 극성 표면적
- 77.8 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 4
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 34
- 형식 전하
- 0
- 복잡도
- 907
실험 및 물리화학적 성질
Collision Cross Section
210.6 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
209.73 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 332 · 332-334°
- 끓는 점
- 493.44 °C · 493.44°C (rough estimate)
- 밀도
- 0.9871 · 0.9871 (rough estimate)
- 굴절률
- 1.48 · 1.4800 (estimate)
- 저장 조건
- 2 · Sealed in dry,2-8°C
- 용해도
- 1 mg/mL · 메탄올: 용해성1mg/mL
- 산도 계수 (pKa)
- 4.63 · 4.63±0.70(Predicted)
- 물리적 상태
- 고체
- 색상
- 흰색에서 황백색까지
- Merck
- 14 · 14,4624
- InChIKey
- PGOYMURMZNDHNS-MYPRUECHSA-N
- SMILES
- C[C@@]12CC[C@]3(CCC(C)(C)C[C@@]3([H])C1=CC[C@]1([H])[C@]3(CC[C@H](O)[C@@](C)(CO)[C@]3([H])CC[C@@]21C)C)C(=O)O |&1:1,4,11,16,18,21,23,27,31,r|
- LogP
- 7.41 · 7.410 (est)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.
Warning
H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (33.3%)
안전 데이터
- wgk
- 3
- HS 번호
- 29181990
- risk_code
- 22
- hazard_code
- Xi
- safety_code
- 22-45-24/25
- Hazard Classifications
- Acute Tox. 4 Oral
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
개요Hederagenin is a triterpene saponin that has been found in P. eximia with diverse biological activities. It increases production of reactive oxygen species (ROS), reduces colony formation, and induces apoptosis in cisplatin-resistant head and neck carcinoma (HNC) cells. In vivo, hederagenin (50, 100, and 200 mg/kg) suppresses tumor growth in a cisplatin-resistant HNC mouse xenograft model. It reduces aortic atherosclerotic lesion area, serum cholesterol and LDL levels, and inducible nitric oxide synthase (iNOS) protein levels in a rat model of atherosclerosis. Hederagenin (50 mg/kg) reduces ethanol-induced production of TNF-α, IL-6, and COX-2, alcohol dehydrogenase 2 (ALDH2) mRNA expression, and liver damage in a rat model of alcohol-induced hepatotoxicity. It also induces autophagy and inhibits oligomerization of α-synuclein in a mouse model of Parkinson''s disease induced by MPTP.
용도Triterpenoid which can inhibit the proliferation of leukemia HL-60 cells.
공급사100 곳
北京华美互利生物化工010-56205725 · [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]
山西玉宁生物科技有限公司13623677056 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
陕西帕尼尔生物科技有限公司029-84385017; +8613259417953 · [email protected]
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