24034-73-9

Basic information

• Product Name: GERANYLGERANIOL
• Synonyms: ALL TRANS-3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAEN-1-OL;ALL TRANS GERANYL GERANIOL;3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATETRAEN-1-OL;3,7,11,15-TETRAMETHYL-2,6,10,14-HEXADECATRAEN-1-OL;Geranylgeraniol (mixture of isomers);2,6,10,14-Hexadecatetraen-1-ol, 3,7,11,15-tetramethyl-, (2E,6E,10E)-;(2E,6E,10E)-3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetren-1-ol;(2E,6E,10E)-3,7,11,15-Tetramethylhexadecane-2,6,10,14-tetrene-1-ol
• CAS NO: 24034-73-9
• Molecular Formula: C₂₀H₃₄O
• Molecular Weight: 290.48
• Product Categories: Miscellaneous Natural Products;Mixed Fatty Acids;Fatty Acid Derivatives & Lipids;Glycerols
• Mol File: 24034-73-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 397.1 °C at 760 mmHg
• Flash Point: 128.3 °C
• Appearance: /liquid
• Density: 0.88 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.492
• Storage Temp.: −20°C
• Solubility: Chloroform (Sparingly), Dichloromethane (Slightly), Ethyl Acetate (Slightly), He
• PKA: 14.42±0.10(Predicted)
• Stability: Light Sensistive, Temperature Sensitive
• BRN: 1913779
• CAS DataBase Reference: GERANYLGERANIOL(CAS DataBase Reference)
• NIST Chemistry Reference: GERANYLGERANIOL(24034-73-9)
• EPA Substance Registry System: GERANYLGERANIOL(24034-73-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 24034-73-9(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oil

Uses

Different sources of media describe the Uses of 24034-73-9 differently. You can refer to the following data:
1. 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.
2. Geranylgeraniol, a precursor to Geranylgeranylpyrophosphate (G367600), is an intermediate in the mevalonate pathway. Geranylgeraniol has been shown to prevent bone re-adsorption, inhibition of osteoclast formation, and kinase activation in vitro.

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.

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

Upstream product

• 358-72-5 dimethylallyl diphosphate 
• 358-71-4 isopentyl pyrophosphate 
• 5389-87-7 1-chloro-3,7-dimethylocta-2,6-diene 

Downstream Products

• 13920-11-1 2E,6E,10E-geranylgeranyl aldehyde 
• 50848-64-1 2E,6E,10E-geranylgeranyl bromide 
• 57804-27-0 [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl](phenyl)sulfane 
• 51906-20-8 (E,E,E)-2-geranylgeranyl-4-methoxy-6-methylphenol 
• 314739-90-7 Se-phenyl (E,E,E,E,E)-5,9,13,17,21-pentamethyl-23-[(tetrahydro-2H-pyran-2-yl)oxy]tricosa-5,9,13,17,21-pentaeneselenoate 
• 90123-25-4 Methyl (4E,8E,12E)-5,9,13,17-tetramethyloctadeca-4,8,12,16-tetraenoate 
• 68690-47-1 1-methyl-4-{[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl]sulfonyl}benzene 
• 68690-49-3 1-((2E,6E,10E,14Z,18E)-3,7,11,15,19,23-Hexamethyl-tetracosa-2,6,10,14,18,22-hexaene-1-sulfonyl)-4-methyl-benzene 
• 5905-42-0 all-trans-3,7,11,15,19,23,27,31-octamethyl-2,6,10,14,18,22,26,30-triacontaoctaen-1-ol 
• 68690-53-9 all-trans-1-benzyloxy-3,7,11,15,19,23-hexamethyl-9-(p-tolylsulfonyl)-2,6,10,14,18,22-tetracosahexaene 
• 68690-55-1 1-((2E,6E,10E,14Z,18E,22E,26E)-1-Benzyloxy-3,7,11,15,19,23,27,31-octamethyl-dotriaconta-2,6,10,14,18,22,26,30-octaene-9-sulfonyl)-4-methyl-benzene 
• 5915-64-0 all-trans-3,7,11,15,19,23-hexamethyl-2,6,10,14,18,22-tetracosahexaen-1-ol 
• 1033756-17-0 methyl 3,5-dibromo-4-(di-tert-butyl((2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyloxy)silyloxy)benzoate 
• 1233937-25-1 C₃₁H₃₃⁽²⁾H₇O₂ 

Relevant articles and documents

Biosynthesis of sesterterpenes, head-to-tail triterpenes, and sesquarterpenes in Bacillus clausii: Identification of multifunctional enzymes and analysis of isoprenoid metabolites

We performed functional analysis of recombinant enzymes and analysis of isoprenoid metabolites in Bacillus clausii to gain insights into the biosynthesis of rare terpenoid groups of sesterterpenes, head-to-tail triterpenes, and sesquarterpenes. We have identified an (all-E)-isoprenyl diphosphate synthase (E-IDS) homologue as a trifunctional geranylfarnesyl diphosphate (GFPP)/hexaprenyl diphosphate (HexPP)/heptaprenyl diphosphate (HepPP) synthase. In addition, we have redefined the function of a tetraprenyl-β-curcumene synthase homologue as that of a trifunctional sesterterpene/triterpene/sesquarterpene synthase. This study has revealed that GFPP, HexPP, and HepPP, intermediates of two isoprenoid pathways (acyclic terpenes and menaquinones), are biosynthesized by one trifunctional E-IDS. In addition, GFPP/HexPP and HepPP are the primary substrates for the biosynthesis of acyclic terpenes and menaquinone-7, respectively. Multifunctional terpene biosynthetic enzymes: Geranylfarnesyl diphosphate (GFPP), hexaprenyl diphosphate (HexPP), and heptaprenyl diphosphate (HepPP) are intermediates in two isoprenoid pathways and are biosynthesized by one trifunctional (all-E)-isoprenyl diphosphate synthase. GFPP/HexPP and HepPP are mainly utilized for the biosynthesis of acyclic terpenes and menaquinone-7, respectively.