metabolite

Showing entry for Farnesyl pyrophosphate

Identification

PhytoHub ID
PHUB000944
Name
Farnesyl pyrophosphate
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
382.33
Monoisotopic Mass
382.131027238
Chemical Formula
C15H28O7P2
IUPAC Name
{[hydroxy({[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]oxy})phosphoryl]oxy}phosphonic acid
InChI Key
VWFJDQUYCIWHTN-YFVJMOTDSA-N
InChI Identifier
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+
SMILES
[H]\C(CC\C(C)=C(/[H])COP(O)(=O)OP(O)(O)=O)=C(\C)CCC=C(C)C
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
8.07e-02 g/l
LogS (ALOGPS)
-3.68
LogP (ALOGPS)
2.40
Hydrogen Acceptors
5
Hydrogen Donors
3
Rotatable Bond Count
11
Polar Surface Area
113.29000000000002
Refractivity
96.73049999999998
Polarizability
37.86019185244514
Formal Charge
0
Physiological Charge
-3
pKa (strongest basic)
Not Available
pKa (strongest acidic)
1.7672186885241004
Number of Rings
0
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Sesquiterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
FarnesolTerpenoidsSesquiterpenoidsNot AvailableShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Sesquiterpenoids
Direct Parent Name
Sesquiterpenoids
Alternative Parent Names
["Hydrocarbon derivatives", "Isoprenoid phosphates", "Monoalkyl phosphates", "Organic oxides", "Organic pyrophosphates", "Organooxygen compounds"]
External Descriptor Annotations
["Acyclic farnesane sesquiterpenoids", "Farnesenes", "farnesyl diphosphate"]
Substituent Names
["Aliphatic acyclic compound", "Alkyl phosphate", "Farsesane sesquiterpenoid", "Hydrocarbon derivative", "Isoprenoid phosphate", "Monoalkyl phosphate", "Organic oxide", "Organic oxygen compound", "Organic phosphoric acid derivative", "Organic pyrophosphate", "Organooxygen compound", "Phosphoric acid ester", "Sesquiterpenoid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(41.03857442,3.756012027);(43.05422362,2.285357146);(55.05422362,2.650489105);(67.05422362,1.675212526);(69.06987282,2.50831964);(80.97360492,3.059566936);(96.96851902,11.54373515);(97.97634362,2.534552183);(98.98416822,2.268936371);(109.1011712,2.571689257);(111.1168204,1.590661251);(123.1168204,1.877704771);(135.1168204,2.990741676);(137.1324696,2.171587657);(176.9348479,18.10882878);(177.163768,1.733240974);(177.9426725,1.766542242);(178.9504971,4.422182491);(203.1794172,1.440509141);(205.1950664,3.935564055);(219.0780634,1.477413232);(228.9661463,1.446693251);(230.9817955,1.649477982);(233.0937126,1.385142286);(244.9974447,1.834132334);(299.0443923,2.205463823);(299.1406602,1.943269379);(301.1563094,2.829885431);(311.0443923,2.320890092);(313.0600415,2.067851793);(367.1069891,5.948347021)
Predicted GC-MSGC-MSEiNot AvailableView Spectrum(41.03857442,1.147328584);(53.03857442,0.7229523088);(55.05422362,1.646895365);(67.05422362,1.331187721);(69.06987282,1.773228626);(80.97360492,1.630520989);(96.96851902,5.618553926);(97.97634362,1.42891514);(98.98416822,1.318527526);(109.1011712,1.087234763);(123.1168204,1.000676601);(135.1168204,1.593842259);(137.1324696,1.842849132);(176.9348479,9.773850299);(177.163768,0.9236881711);(177.9426725,1.103597975);(178.9504971,2.356693454);(203.1794172,0.7676839368);(205.1950664,2.09736212);(219.0780634,0.7873510648);(228.9661463,0.7709796059);(230.9817955,0.8790487438);(233.0937126,0.7381775325);(242.9817955,0.7324901478);(244.9974447,0.9774557416);(299.0443923,1.175347731);(299.1406602,1.035617647);(301.1563094,1.508117877);(311.0443923,1.236861323);(313.0600415,1.102010782);(367.1069891,3.170025325)
LC-MS/MSn/anegativelowView Spectrum(268.9,100.0)
LC-MS/MSOrbitrapnegativelowView Spectrum(78.9591,21.87781222);(158.9253,2.04979502);(363.1125,1.519848015);(381.1228,71.77282272);(381.1546,1.389861014);(382.1261,1.389861014)
LC-MS/MSOrbitrapnegativelowView Spectrum(78.9591,62.3);(158.9253,4.0);(363.1124,2.81);(381.1228,29.44);(381.1544,1.45)
LC-MS/MSOrbitrapnegativelowView Spectrum(78.9591,84.53);(158.9253,3.93);(363.1123,2.63);(381.1227,7.87);(381.1554,1.04)
LC-MS/MSOrbitrapnegativelowView Spectrum(78.9591,91.53);(158.9253,3.69);(363.1123,1.96);(381.1224,1.88);(381.1567,0.94)
LC-MS/MSOrbitrapnegativelowView Spectrum(78.9591,96.85);(158.9253,3.15)
LC-MS/MSn/anegativelowView Spectrum(158.9253,23.02);(349.1319,1.81);(363.1124,68.17);(364.1157,1.12);(382.1263,5.88)
LC-MS/MSn/anegativelowView Spectrum(157.9,4.66);(158.9,82.82);(226.0,2.88);(283.1,1.04);(319.2,3.35);(331.2,1.04);(345.2,2.55);(363.3,1.66)
LC-MS/MSn/apositivelowView Spectrum(143.0,0.8);(188.1,0.95);(199.1,14.06);(200.2,0.54);(225.0,0.88);(255.2,0.61);(296.4,2.68);(299.1,53.1);(300.2,4.87);(339.1,0.54);(340.3,3.47);(341.3,0.75);(343.2,1.1);(344.2,1.12);(353.0,0.91);(355.1,0.61);(356.2,0.54);(363.2,0.73);(364.3,0.7);(367.1,1.24);(368.0,1.05);(371.5,0.98);(381.2,5.61);(382.2,2.17)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(69.07042529,1.16359955);(80.97415555,0.8567810708);(83.08607535,0.7513863626);(98.98472024,2.674388004);(107.0860754,0.8800604782);(109.1017254,1.752254512);(111.1173755,1.269160158);(121.1017254,0.6579558939);(123.1173755,1.356615574);(135.1173755,0.8030538328);(137.1330255,1.020176847);(160.9404861,2.392196916);(175.1486756,1.079390329);(177.1643257,4.325235572);(178.9510508,2.199715335);(179.1799757,3.38231594);(191.1799757,1.41330906);(203.1799757,5.204896378);(205.1956258,18.75207246);(223.2061905,1.278634282);(271.013651,0.6500748602);(285.1619563,3.977150705);(299.1412209,1.437348054);(301.1568709,2.531441943);(303.172521,8.675093267);(321.0656866,0.8973053239);(339.0762513,1.650102945);(341.0919013,1.760131478);(343.1075514,0.6408564984);(365.1282868,8.796416437);(383.1388515,15.77087993)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(51.0234751,1.70486304);(53.03912516,1.18212256);(67.05477522,1.333142875);(69.07042529,2.895899612);(79.05477522,1.833325087);(80.97415555,3.862894566);(81.07042529,2.485468484);(83.08607535,1.573472681);(98.98472024,7.981364895);(107.0860754,2.697455162);(109.1017254,1.879469797);(119.0860754,1.588453083);(121.1017254,2.0900229);(123.1173755,3.272456914);(133.1017254,2.558949138);(135.1173755,2.284304386);(137.1330255,2.073140505);(147.1173755,2.2845495);(149.1330255,2.13080254);(160.9404861,2.727045057);(175.1486756,1.236121882);(177.1643257,2.412629046);(178.9510508,2.238683031);(189.1643257,1.220826299);(203.1799757,6.51386826);(205.1956258,24.25595007);(285.1619563,5.056245639);(299.1412209,1.426436511);(301.1568709,1.888532225);(303.172521,1.871389231);(365.1282868,1.440115024)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,1.247499471);(51.0234751,3.872033779);(53.03912516,7.224113345);(55.05477522,2.799510928);(67.05477522,7.648545233);(69.07042529,7.000376352);(79.05477522,2.0700908);(80.97415555,3.026576281);(81.07042529,2.852397219);(83.08607535,1.627037666);(95.08607535,1.413638608);(98.98472024,2.789916567);(107.0860754,4.955524419);(109.1017254,4.421966649);(111.1173755,1.582052611);(119.0860754,2.364099252);(121.1017254,5.39408375);(123.1173755,5.175102684);(133.1017254,1.893486264);(135.1173755,3.429139639);(147.1173755,2.395525019);(149.1330255,2.117963921);(175.1486756,1.699785976);(177.1643257,3.874066731);(179.1799757,1.451526473);(189.1643257,1.512263676);(201.1643257,1.484110268);(203.1799757,2.579334339);(205.1956258,7.428710302);(307.0500365,1.298525873);(367.1075514,1.370995905)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(78.95850549,1.066828664);(80.97415555,0.5267917201);(96.96907017,0.8857988846);(98.98472024,0.1390708349);(109.1017254,0.2030579701);(111.1173755,0.1960075571);(158.924836,5.90216546);(160.9404861,0.479454946);(162.9561361,0.3086618812);(164.9717862,0.8071676267);(175.1486756,0.2839059483);(176.9354007,21.10584775);(177.1643257,0.429953991);(178.9510508,0.6107206018);(179.1799757,0.2465603806);(180.9667008,0.1925339899);(189.1643257,0.204178693);(190.9510508,0.3095005828);(201.1643257,0.2056591168);(202.9510508,0.1962260849);(203.1799757,0.4859476175);(219.1748904,0.2841514911);(221.1905404,0.7510197857);(281.1306562,0.2096313557);(283.1463063,0.4446531281);(299.1412209,0.297469032);(301.1568709,1.6541403);(339.0762513,0.2512635543);(341.0919013,0.3317826598);(363.1126368,3.329220479);(381.1232015,57.66062792)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.3367235345);(64.97924093,0.7282593982);(66.994891,0.3598961346);(78.95850549,37.06298141);(80.97415555,15.12493588);(82.98980562,0.6757990053);(96.96907017,1.669545629);(142.9299214,3.280117149);(144.9455715,0.5907084005);(158.924836,11.91733423);(160.9404861,1.084864089);(162.9561361,1.123926023);(176.9354007,12.37009117);(177.1643257,0.2312968855);(180.9667008,0.4358560279);(185.1330255,0.3281809536);(189.1643257,0.928541285);(191.1799757,0.3595247655);(202.9510508,0.2283111167);(203.1799757,0.2330490331);(219.1748904,0.4728975666);(221.1905404,1.007906957);(281.1306562,0.5133435624);(283.1463063,0.8737085863);(301.1568709,0.6321096618);(339.0762513,0.2440569388);(341.0919013,0.2549282553);(345.1020721,0.3557982561);(345.1020721,0.3757157153);(363.1126368,3.70366238);(381.1232015,2.495929999)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(17.00273965,0.0353842828);(64.97924093,1.149070092);(66.994891,0.0604168833);(78.95850549,68.83566075);(80.97415555,3.021939204);(82.98980562,0.6100066565);(96.96907017,15.99179694);(98.98472024,0.9289471222);(142.9299214,0.4601483164);(144.9455715,0.4674587017);(146.9612215,0.0255577505);(158.924836,5.774008018);(160.9404861,0.4098117847);(162.9561361,0.2424974011);(164.9717862,0.0664932734);(175.1486756,0.0401604878);(176.9354007,0.5723111835);(177.1643257,0.0814427518);(178.9510508,0.0563550464);(179.1799757,0.0881549289);(185.1330255,0.0687294046);(187.1486756,0.1421147346);(189.1643257,0.1606802407);(191.1799757,0.0730444673);(200.9354007,0.0431966922);(203.1799757,0.0524364525);(204.9667008,0.0353543352);(221.1905404,0.0912959763);(283.1463063,0.328566018);(301.1568709,0.059733441);(363.1126368,0.0272266561)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(381.12375,100.0)
Predicted LC-MS/MSNot AvailableNegativemediumView Spectrum(78.95905,16.05);(96.96962,12.86);(158.92538,37.6);(176.93595,24.85);(301.15742,11.0);(379.1081,8.01);(381.12375,100.0)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(78.95905,100.0);(158.92538,77.57)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(83.08553,3.47);(83.08553,3.47);(121.10118,4.15);(121.10118,4.15);(135.11683,3.75);(135.11683,3.75);(149.13248,5.33);(149.13248,5.33);(205.19508,15.53);(285.16141,4.16);(299.0444,2.22);(313.06005,2.47);(327.0757,12.0);(341.09135,8.44);(383.1383,100.0)
Predicted LC-MS/MSNot AvailablePositivemediumView Spectrum(69.06988,12.03);(69.06988,12.03);(81.06988,6.57);(81.06988,6.57);(95.08553,6.39);(95.08553,6.39);(105.06988,7.06);(105.06988,7.06);(135.11683,13.43);(135.11683,13.43);(147.11683,14.92);(147.11683,14.92);(149.13248,16.08);(149.13248,16.08);(165.03112,9.28);(175.14813,6.67);(177.16378,8.84);(178.9505,13.17);(179.17943,8.74);(193.06242,15.78);(203.17943,6.64);(205.19508,100.0);(219.07807,9.38);(231.07807,11.85);(233.09372,7.93);(245.09372,15.26);(247.10937,17.41);(261.12502,53.51);(268.99745,12.58);(273.02875,17.74);(287.14067,19.68);(287.14067,19.68);(287.14067,19.68);(301.15632,51.59);(303.17197,53.12);(339.0757,7.29);(341.09135,14.71);(381.12265,7.55);(383.1383,6.64)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(55.05423,20.58);(55.05423,20.58);(67.05423,16.17);(67.05423,16.17);(69.06988,46.94);(69.06988,46.94);(79.05423,58.67);(79.05423,58.67);(81.06988,100.0);(81.06988,100.0);(83.08553,30.83);(83.08553,30.83);(91.05423,33.41);(91.05423,33.41);(91.05423,33.41);(93.06988,33.39);(93.06988,33.39);(93.06988,33.39);(95.08553,48.14);(95.08553,48.14);(98.98417,41.43);(103.05423,20.06);(105.06988,54.34);(105.06988,54.34);(106.98926,19.14);(107.08553,46.69);(107.08553,46.69);(109.10118,23.45);(109.10118,23.45);(111.11683,15.8);(119.08553,42.22);(119.08553,42.22);(119.08553,42.22);(121.10118,29.85);(121.10118,29.85);(123.11683,31.61);(123.11683,31.61);(123.11683,31.61);(124.99982,19.83);(133.10118,28.92);(133.10118,28.92);(135.11683,57.77);(135.11683,57.77);(137.13248,12.65);(137.13248,12.65);(145.10118,13.08);(147.11683,63.56);(147.11683,63.56);(149.13248,13.9);(149.13248,13.9);(178.9505,86.37);(193.06242,16.69);(205.19508,13.08);(287.14067,30.54);(287.14067,30.54);(287.14067,30.54)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
FarnesolAppleFruit, Pomes PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Farnesol Farnesyl pyrophosphatein vitro (rat)Not AvailableunknownNot AvailableNot AvailableNot AvailableC15H28O7P2382.131027238 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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