7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol

Brazilin Struktur
474-07-7
CAS-Nr.
474-07-7
Bezeichnung:
7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol
Englisch Name:
Brazilin
Synonyma:
razilin;brasilin;CI 75280;BRAZILIN;NSC 56652;braziletto;Brazilin-RM;(+)-Brazilin;Brazilin(6CI);superbresiline
CBNumber:
CB9350126
Summenformel:
C16H14O5
Molgewicht:
286.28
MOL-Datei:
474-07-7.mol

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol Eigenschaften

Schmelzpunkt:
156-157℃
Siedepunkt:
348.65°C (rough estimate)
Dichte
1.1924 (rough estimate)
Brechungsindex
1.6200 (estimate)
storage temp. 
2-8°C
Löslichkeit
DMSO:43.5(Max Conc. mg/mL);151.95(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);104.79(Max Conc. mM)
Ethanol:30.0(Max Conc. mg/mL);104.79(Max Conc. mM)
PBS (pH 7.2):10.0(Max Conc. mg/mL);34.93(Max Conc. mM)
Aggregatzustand
A crystalline solid
Colour Index 
75280
pka
9.870±0.40(predicted)
Farbe
Yellow to brown
Optische Rotation
[α]/D 108.0 to 133.0°, c =0.5 in methanol
InChI
InChI=1S/C16H14O5/c17-9-1-2-10-14(4-9)21-7-16(20)6-8-3-12(18)13(19)5-11(8)15(10)16/h1-5,15,17-20H,6-7H2
InChIKey
UWHUTZOCTZJUKC-UHFFFAOYSA-N
SMILES
C12C3C=CC(O)=CC=3OCC1(O)CC1=CC(O)=C(O)C=C21
EPA chemische Informationen
Brazilin (474-07-7)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
S-Sätze: 24/25
WGK Germany  WGK 3
TSCA  TSCA listed
HS Code  29329990
Speicherklasse 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P271 Nur im Freien oder in gut belüfteten Räumen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, 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 Möglichkeit entfernen. Weiter spülen.

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Brazilin is an isoflavonoid originally isolated from C. sappan that has diverse biological activities, including neuroprotective, anti-inflammatory, antibacterial, and antioxidant properties. Brazilin inhibits Aβ (1-42) fibrillogenesis (IC50 = 1.5 μM) more potently than (-)-epigallocatechin gallate , cucurmin , and resveratrol. It also prevents remodeling of mature Aβ (1-42) fibrils. Brazilin inhibits the production of cytokines, including PGE2 and TNF-α (IC50s = 12.6 and 87.2 μM). It is effective against Gram-positive and Gram-negative bacteria with MICs ranging from 31.3 to 250 μg/ml. In addition, brazilin inhibits osteoclast differentiation mediated by RANKL and is protective against LPS-induced osteoporosis in mice at a dose of 100 mg/kg.
Brazilin family of natural products
Brazilin family of natural products.

Verwenden

inhibits platelet aggregation, PLA2, PKC, protein phosphatase, insulin receptor kinase, nitric oxide synthase, antineoplastic

Definition

ChEBI: Brazilin is a tertiary alcohol, a member of catechols and an organic heterotetracyclic compound. It has a role as an antioxidant, a biological pigment, an antibacterial agent, an antineoplastic agent, a hepatoprotective agent, an anti-inflammatory agent, an apoptosis inducer, a NF-kappaB inhibitor, a plant metabolite and a histological dye.

läuterung methode

Brazilin crystallises from EtOH as yellow crystals which become orange when exposed to light and air, and is yellow in dilute acid but crimson in dilute alkali. When crystallised from H2O, it has m 247-248o. It forms coloured metal salts and is oxidized in air to Brazilein the quinonoid form. The (±)-form has been resolved, and the (+)-enantiomer has [] 20 +121o (c 1, MeOH). [Craig et al. J Org Chem 30 1573 1965,Morsingh & Robinson Tetrahedron 26 281 1970, Beilstein 17 H 194, 17 II 244, 17 III/IV 2711.]

7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 233)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Chengdu Herbpurify Co.Ltd. 2355253622; 18981954830
2355253622@qq.com; China 1089 58
Chembest Research Laboratories Limited 021-20908456
sales@BioChemBest.com China 5996 61
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960
info@chemlin.com.cn China 15343 64
Shenzhen Sungening Bio-Tech Co., Ltd +86-0755-89668383
sales@sungening.com China 1319 65
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652
sales@meilune.com China 4760 58
BioBioPha Co., Ltd. 0871-65217109
y.liu@mail.biobiopha.com China 5641 65
ShangHai YuanYe Biotechnology Co., Ltd. 18916372613
shyysw007@163.com China 4993 60
Chengdu Ai Keda Chemical Technology Co., Ltd. 4008-755-333 18080918076
800078821@qq.com China 9706 55
Chengdu Biopurify Phytochemicals Ltd. +86-028-82633397 18982077548
cwb1@biopurify.cn China 2376 60
Chengdu Climax Biotech Co., Ltd. 028-83311324 1278112614
climaxbiotech@gmail.com China 925 58

474-07-7(7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol)Verwandte Suche:


  • NSC 56652
  • 7,11b-dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetrol
  • 2-d)pyran-3,6a,9,10(6h)-tetrol,7,11b-dihydro-benz(b)indeno(
  • 6a,9,10(6h)-tetrol,7,11b-dihydro-2-d]pyran-(6as-cis)-benz[b]indeno[
  • 7,11b-dihydrobenz(b)indeno(1,2-d)pyran-3,6a,9,10(6h)-tetrol
  • brasilin
  • braziletto
  • hypernicextract
  • limawoodextract
  • pernambucoextract
  • BRAZILIN (C.I. 75280)
  • CI 75280
  • BRAZILIN
  • superbresiline
  • Benz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol,7,11b-dihydro-, (6aS,11bR)-
  • Brazilin(6CI)
  • enz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol,7,11b-dihydro-,(6aS-cis)-(7CI,8CI)
  • razilin
  • (6aS,11bR)-7,11b-Dihydrobenz[b]indeno[1,2-d]pyran-3,6a,9,10(6H)-tetrol
  • Brazilin >=98% (HPLC)
  • (+)-Brazilin
  • Brazilin, 98%, from Caesalpinia sappanL.
  • (6aS,11bR)-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-3,6a,9,10-tetraol
  • (6aS,11bR)-7,11b-Dihydroindeno[2,1-c]chromene-3,6a,9,10(6H)-tetraol
  • Brazilin-RM
  • Arginine Impurity 3 Hydrochloride (Arginine EP Impurity C Hydrochloride)(Ornithine Hydrochloride)
  • Brazilin, 10 mM in DMSO
  • Brazilin - Bio-X ?
  • (6aS,11bR)-6,6a,7,11b-Tetrahydroindeno[2,1-c]chromen-3,6a,9,10-tetraol
  • Brazilin (Standard)
  • 474-07-7
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
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