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Ginkgolide B

HCID 11973122
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Grundinformationen

CAS
15291-77-7
Standard-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
Summenformel
C20H24O10
Durchschnittliche Molmasse
424,4 g/mol
Monoisotopische Masse
424,13694696

Überblick

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

Namen und Bezeichner

Bevorzugter Name
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
Englischer Name
Ginkgolide B
Summenformel
C20H24O10
Molmasse
424.4

Namen und Synonyme

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
Weitere Namen anzeigen
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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,4
Polarare Oberfläche (TPSA)
149 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
10
Frei drehbare Bindungen
1
Schwere Atome
30
Formalladung
0
Komplexität
925

Physikochemische Eigenschaften

Schmelzpunkt
280 °C · 280°C (dec.)
Siedepunkt
762.4 · 762.4±60.0 °C(Predicted)
Dichte
1 · 1+-.0.1 g/cm3(Predicted)
storage temp.
-20 °C · Sealed in dry,Store in freezer, under -20°C
Löslichkeit
Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 10 mg/ml).
Aggregatzustand
Solid
pka
1 · pKa1 7.14; pKa2 8.60; pKa3 11.89(at 25℃)
Farbe
White
Wasserlöslichkeit
Soluble in DMSO. Slightly soluble in water and ethanol
BRN
4727611 · 4727611
Stabilität
2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months
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)
CAS Datenbank
15291 · 15291-77-7(CAS DataBase Reference)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

F
10-21
wgk
3
hs_code
29322090
safety_code
24/25

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationFibrinolysin or agents that convert plasminogen to FIBRINOLYSIN.
Anwendungen · 3 Einträge

BeschreibungGinkgolide 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.

HistoryThe 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.

VerwendenGinkgolide 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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Ginkgolide C

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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]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
南京丙承生物科技有限公司18805194892 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
天津万象恒远科技有限公司15722085254 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
成都普菲德生物技术有限公司028-82610909 13388174823 · [email protected]
上海融禾医药科技发展有限公司17301719108 13341702378 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
深圳虹彩祥根生物科技有限公司+86-0755-89668383 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
杭州东帆化学有限公司86-0571-85151182
云南西力生物技术股份有限公司0871-65217109 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
成都健腾生物技术有限公司86-28-85159085 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
成都锦然生物科技有限公司028-83311324 1278112614 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
Wuhan NCE Biomedical Co.,Ltd.4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
无锡中坤生化科技有限公司+86 0510-85629785
成都瑞芬思德丹生物科技有限公司2355253622; 18981954830 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
成都迈斯克医药科技有限公司028-84552636 18084815636 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海卓因生物科技有限公司021-61317773 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海永叶生物科技有限公司86-021-61559134 15921386130 · [email protected]
南京多隆生物科技有限公司18905173768 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
TargetMol中国(陶术生物)021-021-33632979 15002134094 · [email protected]
武汉天植生物技术有限公司18607101326 15172504745 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
上海皓之翔生物科技有限公司(原上海拓青化工有限公司)526763801 13301653310 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
EMMX Biotechnology LLC888-539-0666 · [email protected]
BOC Sciences16314854226 · [email protected]
上海岚克医药科技发展有限公司0086-21-58956006
上海西陇生化科技有限公司021-52907766-8042
上海前衍生物科技有限公司02781293128 · [email protected]

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