| Identification | Back 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 Properties | Back 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 Information | Back 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 Data | Back Directory | [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 |
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