Forskolin

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Names

[ CAS No. ]:
66575-29-9

[ Name ]:
Forskolin

[Synonym ]:
(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6,10,10b-Trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyldodecahydro-1H-benzo[f]chromen-5-yl acetate
(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-benzo[f]chromen-5-yl acetate
HL 362
(3R,4aR,5S,6S,6aS,10S,10aR,10bS)-6,10,10b-Trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-3-vinyldodecahydro-1H-benzo[f]chromen-5-ylacetat
EINECS 266-410-9
Coleonol
1H-Naphtho[2,1-b]pyran-1-one, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-, (3R,4aR,5S,6S,6aS,10S,10aR,10bS)-
L 75-1362B
Forskolin
ForsLean
FORSKOHLIN
boforsin
[3H]-Forskolin
COLFORSIN
MFCD00082317

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
519.9±50.0 °C at 760 mmHg

[ Melting Point ]:
282-232ºC

[ Molecular Formula ]:
C22H34O7

[ Molecular Weight ]:
410.501

[ Flash Point ]:
171.8±23.6 °C

[ Exact Mass ]:
410.230438

[ PSA ]:
113.29000

[ LogP ]:
3.40

[ Vapour Pressure ]:
0.0±3.1 mmHg at 25°C

[ Index of Refraction ]:
1.552

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
QL6150000
CHEMICAL NAME :
1H-Naphtho(2,1-b)pyran-1-one, dodecahydro-5-(acetyloxy)-3-ethenyl-3,4a,7,7,10a-pent amethyl- 6,10,10b-trihydroxy-, (3R-(3-alpha,4a-beta,5-beta,6-beta,6a-alpha,10-alpha, 10a-beta,10b- alpha))-
CAS REGISTRY NUMBER :
66575-29-9
LAST UPDATED :
198910
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C22-H34-O7
MOLECULAR WEIGHT :
410.56

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2550 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MRREDD Medicinal Research Reviews. (John Wiley & Sons, Inc., 605 Third Ave., New York, NY 10158) V.1- 1981- Volume(issue)/page/year: 3,201,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
92 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 31,1872,1988
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
MRREDD Medicinal Research Reviews. (John Wiley & Sons, Inc., 605 Third Ave., New York, NY 10158) V.1- 1981- Volume(issue)/page/year: 3,201,1983
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
68 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay)
REFERENCE :
JOETD7 Journal of Ethnopharmacology. (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1979- Volume(issue)/page/year: 3,1,1981

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H312

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R21

[ Safety Phrases ]:
22-36/37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
QL6150000

Synthetic Route

Precursor & DownStream

Precursor

  • Ethanoic anhydride
  • Deacetylforskolin
  • (1S,6S,11S,12S,2R)-14-methoxy-1,4,4,8,8,12,16-heptamethyl-3,5,17-trioxa-16-vinyltetracyclo[11.4.0.0.2,607,12]heptadec-14-en-11-ol
  • (1S,6S,11S,12S,2R,16R)-14-methoxy-1,4,4,8,8,12,16-heptamethyl-3,5,17-trioxa-16-vinyltetracyclo[11.4.0.02,607,12]heptadec-13-en-11-ol

DownStream

  • Forskolin J

Articles

The activity of cAMP-phosphodiesterase 4D7 (PDE4D7) is regulated by protein kinase A-dependent phosphorylation within its unique N-terminus.

FEBS Lett. 589(6) , 750-5, (2015)

The cyclic AMP phosphodiesterases type 4 (PDE4s) are expressed in a cell specific manner, with intracellular targeting directed by unique N-terminal anchor domains. All long form PDE4s are phosphoryla...

ADP-ribosylation factor 6 regulates endothelin-1-induced lipolysis in adipocytes.

Biochem. Pharmacol. 90(4) , 406-13, (2014)

Endothelin-1 (ET-1) induces lipolysis in adipocytes, where ET-1 chronic exposure results in insulin resistance (IR) through suppression of glucose transporter (GLUT)4 translocation to the plasma membr...

OSBP-related protein 3 (ORP3) coupling with VAMP-associated protein A regulates R-Ras activity.

Exp. Cell Res. 331(2) , 278-91, (2015)

ORP3 is an R-Ras interacting oxysterol-binding protein homolog that regulates cell adhesion and is overexpressed in several cancers. We investigated here a novel function of ORP3 dependent on its targ...


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Related Compounds

  • forskolin
  • Forskolin
  • Forskolin G
  • Forskolin J
  • FORSKOLIN 1,9-CARBONATE
  • 6-(3-Methylaminopropionyl)forskolin