phorbol

Names

[ Name ]:
phorbol

[Synonym ]:
Phorbol,Pentahydroxy-tigliadienon
MFCD00065450
4b,9a,12b,13a,20-pentahydroxytiglia-1,6-dien-3-one
Phorbol-(3)
4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-et
PHORBOL
4BETA,9ALPHA,12BETA,13ALPHA,20-PENTAHYDROXYTIGLIA-1,6-DIEN-3-ONE

Biological Activity

[Description]:

Phorbol is a highly toxic diterpene, whose esters have important biological properties.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Natural Products >> Terpenoids and Glycosides

Research Areas >> Cancer

[References]

[1]. Matsuzawa Y, et al. Activation of cytosolic phospholipase A2alpha by epidermal growth factor (EGF) and phorbol ester in HeLa cells: different effects of inhibitors for EGF receptor, protein kinase C, Src, and C-Raf. J Pharmacol Sci. 2009 Oct;111(2):182-92

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.415 g/cm3

[ Boiling Point ]:
572ºC at 760 mmHg

[ Melting Point ]:
250-251ºC DECOMP

[ Molecular Formula ]:
C₂₀H₂₈O₆

[ Molecular Weight ]:
364.43300

[ Flash Point ]:
313.8ºC

[ Exact Mass ]:
364.18900

[ PSA ]:
118.22000

[ Vapour Pressure ]:
1.83E-15mmHg at 25°C

[ Index of Refraction ]:
1.648

[ Storage condition ]:
-20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GZ0600000

CHEMICAL NAME :: 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-beta,1b-alpha,4,4a,7a-beta,7b,8,9,9a- decahydro-4a-alpha,7b-alpha,9-beta,9a-alpha-tetrahydr oxy-3-(hydroxymethyl) -1,1,6,8-alpha- tetramethyl-

CAS REGISTRY NUMBER :: 17673-25-5

LAST UPDATED :: 199304

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C20-H28-O6

MOLECULAR WEIGHT :: 364.48

WISWESSER LINE NOTATION :: L E3 B675 MV IU NUTJ BQ C1 DQ EQ F1 F1 JO1 LQ N1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - mouse

REFERENCE :: PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 22,241,1972 ** TUMORIGENIC DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg/25W

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia

REFERENCE :: CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 30,2744,1970

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 284 mg/kg/39W-I

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors Liver - tumors

REFERENCE :: JCROD7 Journal of Cancer Research and Clinical Oncology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.93- 1979- Volume(issue)/page/year: 95,19,1979 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 64 mg/kg

SEX/DURATION :: lactating female 2 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 165,394,1980 *** REVIEWS *** TOXICOLOGY REVIEW CTRRDO Cancer Treatment Reports. (Washington, DC) V.60-71, 1976-87. For publisher information, see JNCIEQ. Volume(issue)/page/year: 60,1171,1976

Safety Information

[ Hazard Codes ]:
T+: Very toxic;

[ Risk Phrases ]:
R26/27/28

[ Safety Phrases ]:
26-27-36/37/39-45-28

[ RIDADR ]:
UN 2811 6

[ WGK Germany ]:
3

[ RTECS ]:
GZ0600000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)