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GAMBOGIC ACID

GAMBOGIC ACID Struktur
2752-65-0
CAS-Nr.
2752-65-0
Englisch Name:
GAMBOGIC ACID
Synonyma:
Gambogic Acid (Guttatic Acid, Guttic Acid);GUTTIC ACID;GaMbogic aci;cambogicacid;β-Guttiferin;gamogic acid;GUTTATIC ACID;GAMBOGIC ACID;β-Guttilactone;b’’-guttiferin
CBNumber:
CB1281965
Summenformel:
C38H44O8
Molgewicht:
628.75
MOL-Datei:
2752-65-0.mol

GAMBOGIC ACID Eigenschaften

Schmelzpunkt:
88.5°C
Siedepunkt:
586.06°C (rough estimate)
alpha 
D20 -685° (methanol)
Dichte
1.1057 (rough estimate)
Brechungsindex
1.5290 (estimate)
storage temp. 
-20°C
L?slichkeit
DMSO: ≥10mg/mL
Aggregatzustand
powder
pka
4.58±0.36(Predicted)
Farbe
yellow to orange
Stabilit?t:
Stable for 1 year as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
InChIKey
GEZHEQNLKAOMCA-XKZIYDEJSA-N
LogP
6.490 (est)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 25-36/37/38
S-S?tze: 26-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  1
RTECS-Nr. PB9268200
HS Code  29189900
Toxizit?t LD50 unreported in mammal (species unspecified): 55mg/kg
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizit?t oral Kategorie 3 Achtung GHS hazard pictogramssrc="/GHS06.jpg" width="20" height="20" /> P264, P270, P301+P310, P321, P330,P405, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P310 BEI VERSCHLUCKEN: Sofort GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

GAMBOGIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

antiinflammatory, cytotoxic, inhibits HeLa cells in vitro;

Definition

ChEBI: A natural product found in Garcinia hanburyi.

Allgemeine Beschreibung

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biologische Aktivit?t

Natural product isolated from the Garcinia hanburyi tree. Induces apoptosis in several tumor cell lines including T47D cells. Activates caspases with an EC 50 value of 0.78-1.64 μ M and competitively inhibits antiapoptotic Bcl-2 family proteins (IC 50 values are 1.47, 1.21, 2.02, 0.66, 1.06 and 0.79 μ M for Bcl-XL, Bcl-2, Bcl-W, Bcl-B, Bfl-1 and Mcl-1 respectively). Also blocks K IR 2.1 channels (EC 50 ≤ 100 nM).

Anticancer Research

Gambogic acid is a xanthonoid, also known as kokum that is a resin from Garciniaindica, that can inhibit the proliferation of human breast, hepatoma, lung, and gastriccarcinoma cells. It is also an apoptotic inducer and inhibits telomerase and theexpression of telomerase reverse transcriptase mRNA and its promoter. It also suppressesCDK7-mediated CDC2/p34 phosphorylation, downregulates Bcl-2, andinteracts with c-myc. By interacting with transferrin receptors, it mediates apoptosisof cancer cells. It inhibits NF-κB pathway. In vivo and in vitro experiments determinedits potential to inhibit angiogenesis and VGEF-2 receptor, and thus it inhibitshuman endothelial cell growth, invasion, and migration, microvessel growth, andtube formation (Zhang et al. 2004; Pandey et al. 2007; Aggarwal et al. 2008).
GA, extract from Garcinia hanburyi, the most important active constituent of gamboge,inhibits the heat shock protein (Hsp90) (Zhang 2010). Hsp90 is the majorprotein in tumour regeneration as well as cell signalling, and its inhibition results ininduction of ER stress, thereby activating UPR target genes and ER stress sensorswhich further cause cell death (Lamoureux et al. 2014). Severe or sustained ERstress increases CHOP expression and stimulates IRE1α apoptotic signalling, ATF6and PERK. CHOP being the major regulator of Bcl2, Bim and DR5 leads to cellularapoptosis preventing tumour progression (Krajarng et al. 2015).

GAMBOGIC ACID Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


GAMBOGIC ACID Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 231)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3009 60
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
Chengdu Biopurify Phytochemicals Ltd.
+8618080483897
sales@biopurify.com China 3772 58
Hubei xin bonus chemical co. LTD
86-13657291602
linda@hubeijusheng.com CHINA 22963 58
BOC Sciences
+1-631-485-4226
inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
Shanghai Standard Technology Co., Ltd.
18502101150
ft-sales@nature-standard.com CHINA 1923 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879
sales@chemnorm.com CHINA 2935 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000
marketing@targetmol.com United States 32161 58

2752-65-0()Verwandte Suche:


  • GaMbogic aci
  • BETA-GUTTIFERIN
  • BETA-GUTTILACTONE
  • GAMBOGIC ACID
  • GUTTATIC ACID
  • β-Guttilactone
  • 2-Butenoic acid, 2-methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-, (2Z)-
  • 1,5-Methano-1H,3H,11H-furo(3,4-g)pyrano(3,2-b)xanthene-1-crotonic acid
  • Gambogic acid, >=98%
  • GUTTIC ACID
  • (z)-methyl-3-pentenyl)-
  • 1,5-methano-1h,3h,11h-furo(3,4-g)pyrano(3,2-b)xanthene-1-crotonicacid,3a,4,5,
  • 3,3,11-tetramethyl-13-(3-methyl-2-butenyl)-11-(4-7-tetrahydro-8-hydroxy-alph
  • b’’-guttiferin
  • cambogicacid
  • 1,51,5-Methano-1H,3H,11H-furo(3,4-G)pyrano(3,2-B)xanthene-1-crotonic acid
  • B"-Guttiferrin
  • Beta-Guttiferrin
  • Guttatic acid Guttic acid
  • (2Z)-2-Methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-butenyl)-11-(4-methyl-3-pentenyl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyrano[3,2-b]xanthen-1-yl]-2-butenoicacid
  • alpha-GaMbogic acid
  • β-Guttiferin
  • Gambogic acid, 95%, a caspases activator
  • Gambogic acid, 97%(HPLC)
  • R,S-Gambogic acid
  • Gambogic Acid, Garcinia hanburyi - CAS 2752-65-0 - Calbiochem
  • Gambogic Acid (Guttatic Acid, Guttic Acid)
  • gamogic acid
  • (Z)-4-((1S,3aR,5S,11R,14aS)-8-Hydroxy-2,2,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(4-methylpent-3-en-1-yl)-4,7-dioxo-1,2,5,7-tetrahydro-11H-1,5-methanofuro[3,2-g]pyrano[3,2-b]xanthen-3a(4H)-yl)-2-methylbut-2-enoic acid
  • 2-Butenoic acid,2-methyl-4-[(1R,3aS,5S,11R,14aS)-3a,4,5,7-tetrahydro-8-hydroxy-3,3,11-trimethyl-13-(3-methyl-2-buten-1-yl)-11-(4-methyl-3-penten-1-yl)-7,15-dioxo-1,5-methano-1H,3H,11H-furo[3,4-g]pyran
  • Gambogic acid (7CI)
  • (Z)-4-((1S,3aR,11R,14aS)-8-hydroxy-2,2,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(4-methylpent-3-en-1-yl)-4,7-dioxo-2,3a,4,5,7,11-hexahydro-1H-1,5-methanofuro[3,2-g]pyrano[3,2-b]xanthen-3a-yl)-2-methylbut-2-enoic acid
  • 2752-65-0
  • C38H44O8
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
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