FPP

FARNESYL DIPHOSPHATE

Created:	1999-07-08
Last modified:	2011-06-04

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65 entries where FPP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	52
Chiral Atom Count	1
Bond Count	51
Aromatic Bond Count	0

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Chemical Component Summary
Name	FARNESYL DIPHOSPHATE
Systematic Name (OpenEye OEToolkits)	phosphono [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] hydrogen phosphate
Formula	C₁₅ H₂₈ O₇ P₂
Molecular Weight	382.326
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(OC/C=C(/CC\C=C(/C)CC\C=C(/C)C)C)(OP(=O)(O)O)O
SMILES	CACTVS	3.341	CC(C)=CCCC(C)=CCCC(C)=CCO[P](O)(=O)O[P](O)(O)=O
SMILES	OpenEye OEToolkits	1.5.0	CC(=CCCC(=CCCC(=CCOP(=O)(O)OP(=O)(O)O)C)C)C
Canonical SMILES	CACTVS	3.341	CC(C)=CCCC(/C)=C/CCC(/C)=C/CO[P@](O)(=O)O[P](O)(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	CC(=CCC/C(=C/CC/C(=C/CO[P@@](=O)(O)OP(=O)(O)O)/C)/C)C
InChI	InChI	1.03	InChI=1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+
InChIKey	InChI	1.03	VWFJDQUYCIWHTN-YFVJMOTDSA-N

Drug Info: DrugBank

DrugBank ID	DB07780
Name	Farnesyl diphosphate
Groups	experimental
Synonyms	2-trans,6-trans-farnesyl diphosphate Farnesyl pyrophosphate (2E,6E)-farnesol diphosphate Farnesyl diphosphate (2E,6E)-farnesyl pyrophosphate all-trans-farnesyl pyrophosphate (E,E)-farnesyl pyrophosphate (2E,6E)-farnesyl diphosphate (all-E)-farnesyl diphosphate
Categories	Organophosphates Organophosphorus Compounds Potential QTc-Prolonging Agents QTc Prolonging Agents Terpenes
CAS number	13058-04-3

Drug Targets

Name	Target Sequence	Pharmacological Action
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha	MAATEGVGEAAQGGEPGQPAQPPPQPHPPPPQQQHKEEMAAEAGEAVASP...	unknown
Protein farnesyltransferase subunit beta	MASPSSFTYYCPPSSSPVWSEPLYSLRPEHARERLQDDSVETVTSIEQAK...	unknown
GTPase KRas	MTEYKLVVVGAGGVGKSALTIQLIQNHFVDEYDPTIEDSYRKQVVIDGET...	unknown
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase	MKIRIGHGFDVHKFGEPRPLILCGVEVPYETGLVAHSDGDVVLHAISDAI...	unknown
Farnesyl pyrophosphate synthase	MPLSRWLRSVGVFLLPAPYWAPRERWLGSLRRPSLVHGYPVLAWHSARCW...	unknown
Ditrans,polycis-undecaprenyl-diphosphate synthase ((2E,6E)-farnesyl-diphosphate specific)	MMLSATQPLSEKLPAHGCRHVAIIMDGNGRWAKKQGKIRAFGHKAGAKSV...	unknown
Lantibiotic nisin-Z	MSTKDFNLDLVSVSKKDSGASPRITSISLCTPGCKTGALMGCNMKTATCN...	unknown
Geranylgeranyl pyrophosphate synthase	MEKTQETVQRILLEPYKYLLQLPGKQVRTKLSQAFNHWLKVPEDKLQIII...	unknown
(2Z,6E)-farnesyl diphosphate synthase	MEIIPPRLKEPLYRLYELRLRQGLAASKSDLPRHIAVLCDGNRRWARSAG...	unknown
Geranylgeranyl transferase type-2 subunit alpha	MHGRLKVKTSEEQAEAKRLEREQKLKLYQSATQAVFQKRQAGELDESVLE...	unknown
Geranylgeranyl transferase type-2 subunit beta	MGTPQKDVIIKSDAPDTLLLEKHADYIASYGSKKDDYEYCMSEYLRMSGI...	unknown
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682