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Geranylgeranyl pyrophosphate

CAT: 0804-HY-126370Size: 1 EachDry Ice: NoHazardous: No
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Description
Geranylgeranyl pyrophosphate is a metabolite involved in protein geranylgeranylation. Geranylgeranyl pyrophosphate is the common precursor of diterpenoids, for example, Paclitaxel. Geranylgeranyl pyrophosphate can be used for cancer research[1].
CAS Number
6699-20-3
UNSPSC
12352211
Hazard Statement
H225-H301+H311+H331-H370
Target
Endogenous Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/geranylgeranyl-pyrophosphate.html
Solubility
10 mM in DMSO
Smiles
O=P(O)(OP(O)(O)=O)OC/C=C(C)/CC/C=C(C)/CC/C=C(C)/CC/C=C(C)/C
Molecular Formula
C20H36O7P2
Molecular Weight
450.44
Precautions
P210-P233-P240-P241-P242-P243-P260-P261-P264-P270-P271-P280-P302+P352-P303+P361+P353-P304+P340-P308+P311-P330-P361+P364-P370+P378-P403+P233-P403+P235-P405-P501
References & Citations
[1]Joseph C Utomo, et al. Developing a Yeast Platform Strain for an Enhanced Taxadiene Biosynthesis by CRISPR/Cas9. Metabolites. 2021 Mar 3;11 (3) :147.|[2] Nakada T, et al. Novel antibody drug conjugates containing exatecan derivative-based cytotoxic payloads. Bioorg Med Chem Lett. 2016 Mar 15;26 (6) :1542-1545. |[3]Kinneer K, et al. Design and Preclinical Evaluation of a Novel B7-H4-Directed Antibody-Drug Conjugate, AZD8205, Alone and in Combination with the PARP1-Selective Inhibitor AZD5305. Clin Cancer Res. 2023 Mar 14;29 (6) :1086-1101.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Geranylgeranyl pyrophosphate

2-trans,6-trans,10-trans-geranylgeranyl diphosphate is the all-trans-isomer of geranylgeranyl diphosphate. It has a role as a mouse metabolite. It is a conjugate acid of a 2-trans,6-trans,10-trans-geranylgeranyl diphosphate(3-).

CAS Number6699-20-3
PubChem CID447277
IUPAC Namephosphono [(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] hydrogen phosphate
Molecular FormulaC20H36O7P2
Molecular Weight450.4
XLogP4.4
Topological Polar Surface Area113
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count14
Heavy Atom Count29
Formal Charge0
Complexity710
SMILES
CC(=CCC/C(=C/CC/C(=C/CC/C(=C/COP(=O)(O)OP(=O)(O)O)/C)/C)/C)C
InChI
InChI=1S/C20H36O7P2/c1-17(2)9-6-10-18(3)11-7-12-19(4)13-8-14-20(5)15-16-26-29(24,25)27-28(21,22)23/h9,11,13,15H,6-8,10,12,14,16H2,1-5H3,(H,24,25)(H2,21,22,23)/b18-11+,19-13+,20-15+
InChIKey
OINNEUNVOZHBOX-QIRCYJPOSA-N
Chemical Structure
2D Structure
2D structure of Geranylgeranyl pyrophosphate
CAS: 6699-20-3
CID: 447277
Formula: C20H36O7P2
MW: 450.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight450.4
XLogP34.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count14
Exact Mass450.19362748
Monoisotopic Mass450.19362748
Topological Polar Surface Area113 Ų
Heavy Atom Count29
Formal Charge0
Complexity710
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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