Amygdalin

Bezeichnung:Amygdalin

CAS-Nr29883-15-6

Englisch Name:Amygdalin

CBNumberCB8363552

SummenformelC20H27NO11

Molgewicht457.43

MOL-Datei29883-15-6.mol

Synonyma

Amygdalin

Amygdalin physikalisch-chemischer Eigenschaften

Schmelzpunkt	223-226 °C
Siedepunkt	563.27°C (rough estimate)
alpha	-38.5 º (c=4, H2O)
Dichte	1.4474 (rough estimate)
Brechungsindex	-40 ° (C=2, H2O)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	H₂O: 0.1 g/mL hot, clear to very faintly turbid, colorless
pka	12.69±0.70(Predicted)
Aggregatzustand	Powder
Farbe	White to Off-white
Optische Aktivität	[α]20/D 39±2°, c = 2% in H2O
Wasserlöslichkeit	83 g/L (25 ºC)
Merck	14,597
BRN	66856
Stabilität	Hygroscopic
InChIKey	XUCIJNAGGSZNQT-SWRVSKMJSA-N
LogP	-2.237 (est)
CAS Datenbank	29883-15-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	26-36/37/39-45-24/25
RIDADR	2811
WGK Germany	3
RTECS-Nr.	OO8450000
F	10-21
HazardClass	6.1(b)
PackingGroup	III
HS Code	29389090
Giftige Stoffe Daten	29883-15-6(Hazardous Substances Data)
Toxizität	LD50 orl-rat: 522 mg/kg WJMDA2 134,97,81

Gefahreninformationscode (GHS)

Amygdalin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Amygdalin is a cyanogenic glycoside that has been found in seeds from plants of the Rosaceae family and has diverse biological activities. It induces cell cycle arrest at the G₀/G₁ phase, decreases cyclin A and Cdk2 levels, and inhibits cell growth in UMUC-3, RT112, and TCCSUP bladder cancer cells when used at concentrations ranging from 1.25 to 10 mg/ml. Amygdalin (3 mg/kg) reduces the number of primary microtubules and microvessels in aortic rings isolated from rats with diabetes induced by streptozotocin . In vivo, amygdalin reduces triglyceride, total cholesterol, and LDL levels and aortic sinus plaque area in an LDLR^-/- mouse model of atherosclerosis. It also reduces production of TNF-α, IL-1β, and IL-6, as well as neutrophil and macrophage infiltration, in bronchoalveolar lavage fluid (BALF) in a mouse model of LPS-induced acute lung injury.
Chemische Eigenschaften
WHITE FINE CRYSTALLINE POWDER
Verwenden
Amygdalin, a cyanide containing glycoside, may be used as a substrate to identify, differentiate and characterize enzymes such as maltase(s), emulsin(s) and β-glucosidase(s).
Verwenden
antiinflammatory, experimental antineoplastic
Verwenden
A cyanogenic glycoside occurring in seeds of Rosaceae, principally in bitter almonds and peach and apricot pits. Some time ago it was said to be effective in the treatment of cancer, but controlled clinical trials repeatedly failed to confirm such claims.
Definition
ChEBI: An amygdalin in which the stereocentre on the cyanohydrin function has R-configuration.
Weltgesundheitsorganisation (WHO)
Laetrile, which consists mainly of amydgalin, a glycoside extracted from the kernels of apricots, peaches and other fruits, has been available for over 30 years in preparations purporting to be beneficial in the treatment of cancer. Although there is no evidence that these are efficacious, preparations continued to be widely used and, until the late 1970s, they were considered to be harmless. However, oral dosage forms, which may be broken down in the gut to hydrogen cyanide, have subsequently been shown to be potentially lethal. This has resulted in restrictive regulatory measures in several countries.
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
Biochem/physiol Actions
Cyanogenic glycoside that is a component of bitter almonds and apricot pits. There is no scientific evidence that amygdalin itself is an effective anti-cancer agent. Recent studies using β?glucoside linked to a tumor-associated monoclonal antibody to release cyanide at the tumor cell has shown significant cytotoxicity.
Sicherheitsprofil
Human poison by ingestion(infant data). Poison experimentally by ingestion. Anexperimental teratogen. Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
läuterung methode
D-Amygdalin recrystallises from water as the trihydrate, or from EtOH. It is present in bitter almonds. [Smith Chem Ber 64 1115 1931, Beilstein 17/8 V 188.]

Amygdalin Upstream-Materialien And Downstream Produkte

Amygdalin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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