ChemicalBook--->CAS DataBase List--->24034-73-9

24034-73-9

24034-73-9 Structure

24034-73-9 Structure
IdentificationBack Directory
[Name]

GERANYLGERANIOL
[CAS]

24034-73-9
[Synonyms]

GERANYLGERANIOL
all-E-Geranylgeraniol
Geranylgeraniol (Natural)
ALL TRANS GERANYL GERANIOL
Geranylgeraniol (mixture of isomers)
3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATRAEN-1-OL
3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAEN-1-OL
ALL TRANS-3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAEN-1-OL
(2E,6E,10E)-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetren-1-ol
(2e,6e,10e)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-ol
(2E,6E,10E)-3,7,11,15-Tetramethylhexadecane-2,6,10,14-tetrene-1-ol
2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)-
[Molecular Formula]

C20H34O
[MDL Number]

MFCD00129083
[MOL File]

24034-73-9.mol
[Molecular Weight]

290.48
Chemical PropertiesBack Directory
[Appearance]

Light Yellow Oil
[Boiling point ]

152-153 °C(Press: 0.07 Torr)
[density ]

0.8930 g/cm3(Temp: 18 °C)
[storage temp. ]

−20°C
[solubility ]

Chloroform (Sparingly), Dichloromethane (Slightly), Ethyl Acetate (Slightly)
[form ]

liquid
[pka]

14.42±0.10(Predicted)
[color ]

Colourless to Light Yellow
[BRN ]

1913779
[Stability:]

Light Sensistive, Temperature Sensitive
[Cosmetics Ingredients Functions]

HUMECTANT
ANTIMICROBIAL
ANTIOXIDANT
[InChI]

InChI=1S/C20H34O/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-21/h9,11,13,15,21H,6-8,10,12,14,16H2,1-5H3/b18-11+,19-13+,20-15+
[InChIKey]

OJISWRZIEWCUBN-QIRCYJPOSA-N
[SMILES]

C(O)/C=C(\C)/CC/C=C(\C)/CC/C=C(\C)/CC/C=C(/C)\C
Hazard InformationBack Directory
[Chemical Properties]

Light Yellow Oil
[Uses]

A intermediate in the lipidation of proteins, which plays a great importance for a variety of biological processes such as cell signalling
[Uses]

Geranylgeraniol, a precursor to Geranylgeranylpyrophosphate (G367600), is an intermediate in the mevalonate pathway. Geranylgeraniol has been shown to prevent bone re-adsorption, inhibition of osteocl ast formation, and kinase activation in vitro.
[Definition]

ChEBI: Geranylgeraniol is a diterpenoid that is hexadeca-2,6,10,14-tetraene substituted by methyl groups at positions 3, 7, 11 and 15 and a hydroxy group at position 1. It has a role as a plant metabolite, a volatile oil component and an antileishmanial agent. It is a diterpenoid and a polyprenol.
[Biochem/physiol Actions]

As the pyrophosphate, the metabolic precursor of all diterpenes. Screening in vitro shows this to be a potent and selective agent against Mycobacterium tuberculosis.
[in vivo]

Geranylgeraniol (725 mg/kg/d; p.o.; 90 d) is not toxicologically significant with a dose below 725 mg/kg/d in rats[3].
Geranylgeraniol (483 mg/kg/d; p.o.; 10 d) suppresses lipopolysaccharide-induced inflammation via inhibition of nuclear factor-κB activation in rats[4].

Animal Model:Han Wistar rats (169-192 g for male; 116-152 g for female)[3]
Dosage:0, 725, 1450, and 2900 mg/kg
Administration:Oral gavage; once daily; 90 days
Result:Showed the lowest observed adverse effect level (LOAEL) for local effects and the no observed adverse effect level (NOAEL) for systemic effects as 725 mg/kg/d.
Reduced body weights by 12.9 and 21.6% in the intermediate- and high-dose group males, respectively, compared to controls.
Animal Model:Wistar rats (male, 8-week-old, 130-150 g)[4]
Dosage:0, 48.3, 483, 4830 mg/kg
Administration:Oral gavage; once daily; 10 days; with or not LPS challenge (i.p.; 0.5 mg/kg)
Result:Suppressed LPS-induced inflammatory cytokines and mRNA expression of LPS-induced inflammatory genes in liver with doses of 483 mg/kg and 4830 mg/kg.
Suppressed protein levels of IRAK1, TRAF6, and TAK1, originating from transcriptional down-regulation with doses of 483 mg/kg and 4830 mg/kg.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HS Code ]

29052290
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Spectrum DetailBack Directory
[Spectrum Detail]

GERANYLGERANIOL(24034-73-9)1HNMR
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