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Ginkgolide B

HCID 11973122
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
15291-77-7
표준 SMILES
C[C@@H]1C(=O)O[C@H]2[C@@H](O)[C@@]34[C@H]5C[C@@H](C(C)(C)C)[C@]36[C@@H](OC(=O)[C@@H]6O)O[C@@]4(C(=O)O5)[C@@]12O
InChIKey
SQOJOAFXDQDRGF-ZMVGXLHTSA-N
분자식
C20H24O10
평균 분자량
424.4 g/mol
단동위원소 질량
424.13694696

개요

Ginkgolide B has been reported in Ginkgo and Ginkgo biloba with data available.

이름 및 식별자

우선 이름
Ginkgolide B
IUPAC
(1R,3R,6R,7S,8S,10R,11R,12S,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
영어명
Ginkgolide B
분자식
C20H24O10
분자량
424.4

이름 및 동의어

Ginkgolide B15291-77-7Ginkgolides, ginkgolide BDF149B9460Ginkgolide A, 1-hydroxy-, (1beta)-BN 52021BN-52051BN-520215H-Dicyclopenta(b,c)furan-3,5a(6H)-diacetic acid, 6-tert-butyl-3a-carboxyhexahydro-alpha5a,1,2,3,5,8-hexahydroxy-alpha3-methyl-, tri-gamma-lactoneDTXSID708732239H-1,7a-(Epoxymethano)-1H,6aH-cyclopenta(c)furo(2,3-b)furo(3',2':3,4)cyclopenta(1,2-d)furan-5,9,12(4H)-trione, 3-(1,1-dimethylethyl)hexahydro-4,7b,11-trihydroxy-8-methyl-, (1R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11R,11aR)-CHEBI:5356
이름 더 보기
BGinkgolidGINKGOLIDE B(SH)7-DEOXYGINKGOLIDE CGINKOLIDE BGinkgolide B (BN-52021)Ginkgolide B (Standard)Ginkgolide B, 10 mM in DMSOGinkgolideA,1-hydroxy-, (1β)-
RefChem:37693DTXCID501529313(1R,3R,8S,10R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo(8.7.2.0^(1,11).0^(3,7).0^(7,11).0^(13,17))nonadecane-5,15,18-trione8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo(8.7.2.01,11.03,7.07,11.013,17)nonadecane-5,15,18-trioneGingkolide BBilobalide BUNII-DF149B9460BN 52051

물성

구조 계산 물성

XLogP
-0.4
극성 표면적
149 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
10
회전 가능 결합 수
1
무거운 원자 수
30
형식 전하
0
복잡도
925

물리화학적 성질

녹는점
280 °C · 280°C (dec.)
끓는 점
762.4 · 762.4±60.0 °C(Predicted)
밀도
1 · 1+-.0.1 g/cm3(Predicted)
저장 조건
-20 °C · Sealed in dry,Store in freezer, under -20°C
용해도
DMSO(최대 40mg/ml) 또는 에탄올(최대 10mg/ml)에 용해됩니다.
물리적 상태
Solid
산도 계수 (pKa)
1 · pKa1 7.14; pKa2 8.60; pKa3 11.89(at 25℃)
색상
하얀색
수용성
DMSO에 용해됩니다. 물과 에탄올에 약간 용해됨
BRN
4727611 · 4727611
안정성
2 · 제공된 대로 구매일로부터 2년 동안 안정적입니다. DMSO 또는 에탄올 용액은 -20°C에서 최대 3개월 동안 보관할 수 있습니다.
InChIKey
SQOJOAFXDQDRGF-MMQTXUMRSA-N
SMILES
[C@@]12(O)[C@]34C(=O)O[C@@H]5C[C@@H](C(C)(C)C)C6([C@@H](O)C(=O)O[C@@]6([H])O3)C45[C@H](O)[C@]1([H])OC(=O)[C@H]2C
LogP
2.07 · 2.070 (est)

화학적 성질

White Crystalline Solid

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 4건

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

안전 데이터

wgk
3
HS 번호
29322090
safety_code
24/25
F 고인화성물질
10-21

화학 및 산업

약리 정보

MeSH Pharmacological ClassificationFibrinolysin or agents that convert plasminogen to FIBRINOLYSIN.
응용 분야 · 3건

개요Ginkgolide B is an important active ingredient derived from the leaf extract of Ginkgo biloba (Ginkgo biloba leaf extract, GBLPE), a member of the Ginkgoaceae family. It belongs to the class of terpenoid ketones and is a diterpene trilactone containing six five-membered rings in its molecular structure. The molecule comprises a spiro[4.4]nonane skeleton and a tetrahydrofuran ring, and is readily soluble in solvents such as ethyl acetate, methanol, ethanol, and dimethyl sulfoxide.

역사The leaf of Ginkgo biloba is sweet, bitter, astringent, and mild. With activating blood circulation to remove blood stasis, dredging collaterals, relieving pain, and asthma, it is applied for treating blood stasis, chest pain, stroke, lung deficiency cough, and hyperlipidemia.As early as in the 1930s, scientists began to study ginkgo and harvest a variety of ginkgolide . Ginkgolide B was isolated and its structure illustrated by Wan Shan etal. in 1967. Subsequently, it was synthesized by Corey etal. in 1988. The preparation of effective components of Ginkgo biloba has been listed at home and abroad with development.The Ginkgo biloba extract consisting of ticlopidine is widely used in overseas market for the treatment of cerebral infarction. Intravenous injection of ginkgolide B is applied for the treatment of inflammation, but the project has been in the state, and there is no progress in it for many years. In addition, whether other extract of Ginkgo biloba can be used for the treatment of stable angina, cognitive impairment is still in preclinical research status.

용도Ginkgolide B is used as a potent PAF-R antagonist. Ginkgolide B speeds up PAF hydrolysis by promoting PAF-AH I α2 homodimer activity. Additionally, this compound has been reported to inhibit neutrophil degranulation in vitro. Inhibits superoxide production in vitro and inhibits bronchoconstriction and is neuroprotective following oral administration in vivo.

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데이터베이스 식별자

CAS
15291-77-7
PubChem CID
11973122
UNII
DF149B9460
EC Number
604-876-0
Ginkgolide C