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Collapse Statistics
241 human active and 13 inactive phosphatases in total;
194 phosphatases have substrate data;
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336 protein substrates;
83 non-protein substrates;
1215 dephosphorylation interactions;
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299 KEGG pathways;
876 Reactome pathways;
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last update: 11 Mar, 2019

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CHEBI:17407

Name 2-trans,6-trans-farnesyl diphosphateC00448
Download: mol | sdf
Synonyms0(2e,6e)-farnesyl diphosphate;
2-trans,6-trans-farnesyl diphosphate;
3,7,11-trimethyldodeca-2,6,10-trien-1-yl trihydrogen diphosphate;
Farnesyl diphosphate;
Farnesyl pyrophosphate;
Fdp;
Trans,trans-farnesyl diphosphate;
Definition The trans,trans-stereoisomer of farnesyl diphosphate.
Molecular Weight
(Exact mass)
382.3261 (382.131)
Molecular Formula C15H28O7P2
SMILES CC(C)=CCC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O
InChI 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+
InChI Key VWFJDQUYCIWHTN-YFVJMOTDSA-N
Crosslinking annotations KEGG:C00448 | 3DMET:B01245 | CAS:372-97-4 | ChEBI:17407 | ChEMBL:CHEMBL69330 | KNApSAcK:C00000907 | KNApSAcK:C00007268 | LIPIDMAPS:LMPR0103010002 | LipidBank:IIP0005 | NIKKAJI:J348.314B | PDB-CCD:FPP | PubChem:3736

Pathway ID Pathway Name Pathway Description (KEGG)
map00100Steroid biosynthesisNA
map00900Terpenoid backbone biosynthesisTerpenoids, also known as isoprenoids, are a large class of natural products consisting of isoprene (C5) units. There are two biosynthetic pathways, the mevalonate pathway [MD:M00095] and the non-mevalonate pathway or the MEP/DOXP pathway [MD:M00096], for the terpenoid building blocks: isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). The action of prenyltransferases then generates higher-order building blocks: geranyl diphosphate (GPP), farsenyl diphosphate (FPP), and geranylgeranyl diphosphate (GGPP), which are the precursors of monoterpenoids (C10), sesquiterpenoids (C15), and diterpenoids (C20), respectively. Condensation of these building blocks gives rise to the precursors of sterols (C30) and carotenoids (C40). The MEP/DOXP pathway is absent in higher animals and fungi, but in green plants the MEP/DOXP and mevalonate pathways co-exist in separate cellular compartments. The MEP/DOXP pathway, operating in the plastids, is responsible for the formation of essential oil monoterpenes and linalyl acetate, some sesquiterpenes, diterpenes, and carotenoids and phytol. The mevalonate pathway, operating in the cytosol, gives rise to triterpenes, sterols, and most sesquiterpenes.
map00906Carotenoid biosynthesisNA
map00909Sesquiterpenoid and triterpenoid biosynthesisSesquiterpenoids (C15 terpenoids) are a group of terpenoids consisting of three isoprene units. They are derive from farnesyl diphosphate (FPP) and can be cyclized to produce various skeletal structures. Sesquiterpenoid biosynthesis begins with the loss of diphosphate from FPP under the action of sesquiterpene synthesis enzymes, generating an allylic cation that is highly susceptible to intramolecular attacks. Cyclization of the farnesyl cation may take place onto either of the remaining double bonds with the result that 6-, 10-, or 11-membered rings may be formed. Many sesquiterpenoids have been isolated from plants, fungi, marine organisms, and Streptomyces species. This map shows a few examples of acyclic and cyclic sesquiterpenoids.
map00981Insect hormone biosynthesisNA
map00999Biosynthesis of secondary metabolites - unclassifiedNA
map01060Biosynthesis of plant secondary metabolitesNA
map01062Biosynthesis of terpenoids and steroidsNA
map01066Biosynthesis of alkaloids derived from terpenoid and polyketideNA
map01070Biosynthesis of plant hormonesNA
map01100Metabolic pathwaysNA
map01110Biosynthesis of secondary metabolitesNA
map01130Biosynthesis of antibioticsNA