Betulinic Acid
기본 정보
- CAS
472-15-1- 표준 SMILES
C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]12- InChIKey
QGJZLNKBHJESQX-FZFNOLFKSA-N- 분자식
- C30H48O3
- 평균 분자량
- 456.7 g/mol
- 단동위원소 질량
- 456.3603454
개요
Betulinic acid is a pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium claviflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties. It has a role as an antineoplastic agent, an antimalarial, an EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor, an anti-HIV agent, an anti-inflammatory agent and a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It derives from a hydride of a lupane.
이름 및 식별자
- 우선 이름
- Betulinic Acid
- IUPAC
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
- 영어명
- Betulinic acid
- 분자식
- C30H48O3
- 분자량
- 456.71
이름 및 동의어
betulinic acid472-15-1MairinBetulic acidLupatic Acidals-3573-Hydroxylup-20(29)-en-28-oic acidbeta-betulinic acidNSC-113090NSC-6775783beta-Hydroxy-lup-20(29)-en-28-oic acid4G6A18707N
이름 더 보기
BetulinicBetulinic acid technical grade, 90%(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acidPlatanolCcris 6748Nsc 113090Nsc 677578
CHEBI:3087DTXSID80861974(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acidNSC113090(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta(a)chrysene-3a-carboxylic acid3 Epi betulinic AcidRefChem:5606DTXCID301506361
물성
구조 계산 물성
- XLogP
- 8.2
- 극성 표면적
- 57.5 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 33
- 형식 전하
- 0
- 복잡도
- 861
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Melting Point316 - 318 °C
Physical DescriptionSolid
물리화학적 성질
- 녹는점
- 295 · 295-298 °C (dec.) (lit.)
- 끓는 점
- 550 · 550.0±33.0 °C(Predicted)
- 밀도
- 1.065 · 1.065±0.06 g/cm3(Predicted)
- 굴절률
- 7.8 ° · 7.8 ° (C=0.9, Pyridine)
- 저장 조건
- 2 · 2-8°C
- 용해도
- DMSO(최대 25mg/ml) 또는 에탄올(최대 25mg/ml)에 용해됩니다.
- 산도 계수 (pKa)
- 4.61 · 4.61±0.70(Predicted)
- 물리적 상태
- Solid
- 색상
- 흰색 또는 황백색
- Merck
- 14 · 14,1190
- 안정성
- 2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°에서 최대 2개월 동안 보관할 수 있습니다.
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 96.7% (29 of 30) of all reports.
Not Classified
Aggregated GHS information provided per 30 reports by companies from 2 notifications to the ECHA C&L Inventory.
유해성 정보
Hazard Classes and CategoriesNot Classified
안전 데이터
- wgk
- 3
- HS 번호
- 29181985
- hazard_code
- Xi
- safety_code
- 24/25
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
Cellular LocationsExtracellular
응용 분야
용도Betulinic Acid is a natural pentacyclic triterpenoid. Betulinic Acid displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activati ng the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity
일반 설명Betulinic acid is a lupane-type triterpene, which can be prepared from betulin via oxidation using chromium oxide (VI). Along with anti-HIV-1 and anti-tumor activity, it also shows other bioactivities such as anti-inflammatory, antibacterial, in vitro antimalarial, anthelmintic and antioxidant activities.
상·하류 제품 정보
상류 원료
하류 제품
추가 설명
관련 반응
21건
화합물 노트
불러오는 중…