PHORBOL Struktur

PHORBOL

Bezeichnung:PHORBOL

CAS-Nr17673-25-5

Englisch Name:PHORBOL

CBNumberCB0741431

SummenformelC20H28O6

Molgewicht364.43

MOL-Datei17673-25-5.mol

PHORBOL physikalisch-chemischer Eigenschaften

Schmelzpunkt	162-163° and 233-234°; mp 249-250°
alpha	D24 +102° (water); D20 +118° (c = 0.4 in dioxane)
Siedepunkt	415.62°C (rough estimate)
Dichte	1.4
Brechungsindex	1.4450 (estimate)
storage temp.	Sealed in dry,Store in freezer, under -20°C
Wasserlöslichkeit	Soluble in water
Löslichkeit	DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: slightly soluble; PBS (pH 7.2): 1 mg/ml
Aggregatzustand	powder to crystal
pka	11.36±0.70(Predicted)
Farbe	White to Orange to Green
InChIKey	QGVLYPPODPLXMB-UBTYZVCOSA-N
SMILES	C1(=O)[C@]2(O)[C@]([H])([C@@]3(O)[C@H](C)[C@@H](O)[C@@]4(O)C(C)(C)[C@@]4([H])[C@]3([H])C=C(CO)C2)C=C1C
CAS Datenbank	17673-25-5
EPA chemische Informationen	Phorbol (17673-25-5)

Sicherheit

Kennzeichnung gefährlicher	T+
R-Sätze:	26/27/28-36/37/38
S-Sätze:	26-27-36/37/39-45-28
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	GZ0600000
HazardClass	6.1(b)
PackingGroup	III
HS Code	29062990
Giftige Stoffe Daten	17673-25-5(Hazardous Substances Data)

Gefahreninformationscode (GHS)

PHORBOL Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
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).
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
Beschreibung
Phorbol is a diterpene originally isolated from croton oil. It is used as a starting material for the semisynthesis of various phorbol diesters, which are structurally analogous to diacylglycerol and activate PKC isoforms by associating with their C1 domains.
Verwenden
Phorbol is a plant-derived diterpene that exhibits various biological activities such as its role as tumor promoters through the activation of protein kinase C.
synthetische
Phorbol can be extracted from croton oil by two-phase alcoholysis and purified by high-speed counter-current chromatography^[1]. The specific method is as follows:
The optimized operation conditions of biphasic alcoholysis were a reaction time of 91 min, a temperature of 14°C, and a croton oil-methanol ratio of 1:30 (g:ml). The phorbol during the biphasic alcoholysis was 3.2-fold higher in content than that obtained in conventional monophasic alcoholysis. The optimized high-speed countercurrent chromatography method was using the ethyl acetate/n-butyl alcohol/water at 4.7:0.3:5 (v:v:v) with Na2SO4 at 0.36 g/10 ml as the solvent system, using the mobile phase flow rate of 2 ml/min, the revolution of 800 r/min, under which the retention of the stationary phase was achieved at 72.83%. The crystallized phorbol following high-speed countercurrent chromatography was obtained as high purity of 94%.
Definition
ChEBI: A diterpenoid with the structure of tigliane hydroxylated at C-4, -9, -12(beta), -13 and -20, with an oxo group at C-3 and unsaturation at the 1- and 6-positions.
Allgemeine Beschreibung
White solid.
Air & Water Reaktionen
Water soluble.
Reaktivität anzeigen
PHORBOL is unstable to prolonged exposure to air, light and ambient temperatures. PHORBOL is also sensitive to acid and alkalis and is subject to autooxidation. PHORBOL dissolves slowly, therefore solution in a desired solvent is best accomplished by prolonged shaking under an inert atmosphere. .
Brandgefahr
PHORBOL is probably combustible.
Toxikologie
Toxicity of Phorbol: Dermal (mouse) LD50: 36 mg - mild, Unlike its diesters, phorbol does not appear to be a co-carcinogen or to enhance chemical mutagenesis. Evidence of carcinogenicity is limited. Highly toxic by inhalation, in contact with skin and if swallowed. Irritating to eyes, respiratory system and skin.
Einzelnachweise
[1] JIE-PING FAN. Biphasic alcoholysis coupled with high-speed countercurrent chromatography for high performance on separating phorbol from Croton tiglium Linn extracts[J]. Journal of separation science, 2023. DOI:10.1002/jssc.202200984.

PHORBOL Upstream-Materialien And Downstream Produkte

PHORBOL Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

17673-25-5, PHORBOL Verwandte Suche:

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