PhytoHub: Showing entry for Farnesol

Farnesol

Identification

PhytoHub ID

PHUB000121

Name

Farnesol

Systematic Name

Not Available

Synonyms

3,7,11-trimethyldodeca-2,6,10-trien-1-ol

CAS Number

Not Available

Average Mass

222.372

Monoisotopic Mass

222.198365457

Chemical Formula

C₁₅H₂₆O

IUPAC Name

3,7,11-trimethyldodeca-2,6,10-trien-1-ol

InChI Key

CRDAMVZIKSXKFV-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3

SMILES

CC(C)=CCCC(C)=CCCC(C)=CCO

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.87e-02 g/l
LogS (ALOGPS): -3.58
LogP (ALOGPS): 4.84
Hydrogen Acceptors: 1
Hydrogen Donors: 1
Rotatable Bond Count: 7
Polar Surface Area: 20.23
Refractivity: 74.9847
Polarizability: 28.69718933151178
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -2.2170474067294528
pKa (strongest acidic): 16.33002421872553
Number of Rings: 0
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: Yes
MDDR-like Rule: No

External Links

ChEBI: 28600
PubChem: 3327
Chemistry Dashboard: DTXSID3032389
MetaboLights: MTBLC28600
FooDB (Compounds): FDB014891
PeakForestCompound: 000113

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Sesquiterpenoids
Sub-class: Not Available

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: ["Fatty alcohols", "Hydrocarbon derivatives", "Primary alcohols"]
External Descriptor Annotations: ["a farnesol", "farnesane sesquiterpenoid", "polyprenol", "primary alcohol"]
Substituent Names: ["Alcohol", "Aliphatic acyclic compound", "Farsesane sesquiterpenoid", "Fatty acyl", "Fatty alcohol", "Hydrocarbon derivative", "Organic oxygen compound", "Organooxygen compound", "Primary alcohol", "Sesquiterpenoid"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(39.02292522,2.028009174);(41.03857442,6.457559172);(43.01783932,1.682973446);(43.05422362,3.655740632);(53.03857442,2.314059552);(55.05422362,3.714854389);(67.05422362,4.810634526);(69.03348852,2.185174788);(69.06987282,3.798866438);(71.04913772,2.162458846);(83.04913772,2.257257429);(85.06478692,7.894082972);(109.1011712,5.041139527);(111.0804361,2.328369666);(111.1168204,2.603646963);(113.0960853,2.224187818);(121.1011712,3.239297957);(123.1168204,3.785244029);(135.1168204,5.067244276);(137.0960853,1.907064343);(137.1324696,2.719198243);(139.1117345,2.035545779);(151.1117345,1.589417525);(153.1273837,2.004417059);(177.163768,2.832854645);(179.1430329,1.863484113);(191.1794172,2.603959807);(204.1872418,2.590571978);(205.1950664,1.727619545);(206.1665067,1.925939796);(207.1743313,8.949125568)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(27.02292522,0.8494667757);(41.03857442,1.633215341);(43.01783932,1.089608852);(43.05422362,0.9629853257);(53.03857442,1.756921058);(55.05422362,2.400560374);(67.05422362,2.803264314);(69.03348852,1.24520191);(69.06987282,2.843139068);(71.04913772,1.878558116);(83.04913772,1.499797605);(85.06478692,4.522882065);(109.1011712,2.986609932);(111.0804361,1.326800205);(111.1168204,1.566149481);(113.0960853,1.284405751);(121.1011712,1.877259917);(123.1168204,2.156986765);(135.1168204,2.887522905);(137.0960853,1.086723211);(137.1324696,1.785355027);(139.1117345,1.240108321);(151.1117345,0.9057150711);(153.1273837,1.142198768);(177.163768,1.614276366);(179.1430329,1.061889415);(191.1794172,1.483842731);(204.1872418,1.476213799);(205.1950664,0.9844682306);(206.1665067,1.097479216);(207.1743313,5.099577532)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(27.02292522,0.8494667757);(41.03857442,1.633215341);(43.01783932,1.089608852);(43.05422362,0.9629853257);(53.03857442,1.756921058);(55.05422362,2.400560374);(67.05422362,2.803264314);(69.03348852,1.24520191);(69.06987282,2.843139068);(71.04913772,1.878558116);(83.04913772,1.499797605);(85.06478692,4.522882065);(109.1011712,2.986609932);(111.0804361,1.326800205);(111.1168204,1.566149481);(113.0960853,1.284405751);(121.1011712,1.877259917);(123.1168204,2.156986765);(135.1168204,2.887522905);(137.0960853,1.086723211);(137.1324696,1.785355027);(139.1117345,1.240108321);(151.1117345,0.9057150711);(153.1273837,1.142198768);(177.163768,1.614276366);(179.1430329,1.061889415);(191.1794172,1.483842731);(204.1872418,1.476213799);(205.1950664,0.9844682306);(206.1665067,1.097479216);(207.1743313,5.099577532)
LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum	(73.0697,0.1041041);(191.0585,0.51951952);(207.0933,1.0);(209.0748,0.11011011);(223.13,0.18718719);(225.1103,0.12412412)
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(143.92,0.22322322);(144.9197,0.15515516);(145.9212,0.34634635);(160.9231,0.67167167);(162.925,1.0);(204.8963,0.15415415);(205.8968,0.43043043);(220.905,0.87887888)
LC-MS/MS	LC-ESI-QTOF	Positive	high	View Spectrum	(73.07,0.104);(191.058,0.52);(207.093,1.0);(209.075,0.11);(223.13,0.187);(225.11,0.124)
LC-MS/MS	LC-ESI-QTOF	Negative	high	View Spectrum	(143.92,0.224);(144.92,0.155);(145.921,0.346);(160.923,0.672);(162.925,1.0);(204.896,0.155);(205.897,0.431);(220.905,0.879)
LC-MS/MS	ESI- LC-Q-TOF/MS	Positive	low	View Spectrum	(73.0697,0.104);(191.0585,0.519);(207.0933,0.999);(209.0748,0.11);(223.13,0.186);(225.1103,0.124)
LC-MS/MS	ESI- LC-Q-TOF/MS	Negative	low	View Spectrum	(143.92,0.223);(144.9197,0.154);(145.9212,0.346);(160.9231,0.671);(162.925,0.999);(204.8963,0.154);(205.8968,0.43);(220.905,0.877)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(45.03403978,1.009861397);(67.05477522,1.00490789);(69.07042529,1.732116006);(81.07042529,0.9443406397);(83.08607535,1.166598298);(85.06533991,0.9068778793);(99.08098997,0.862254706);(107.0860754,1.104822503);(109.1017254,2.143993819);(111.08099,0.9736711854);(111.1173755,1.685988437);(113.09664,0.8348967718);(121.1017254,0.9837585414);(123.1173755,1.795721147);(135.1173755,1.435143066);(137.1330255,1.723482);(149.1330255,0.8979804634);(151.1486756,0.8013920965);(153.1279402,0.8383628172);(161.1330255,0.876676354);(163.1486756,0.9125474012);(167.1435902,0.8354680001);(177.1643257,4.841168527);(179.1435902,2.874882135);(179.1799757,4.001461566);(181.1592403,2.665228728);(181.1956258,0.8045867309);(191.1799757,2.100475524);(193.1956258,0.7451205504);(205.1956258,28.27143596);(223.2061905,28.22477886)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(51.0234751,2.108873994);(53.03912516,1.9298819);(67.01838972,1.629364445);(67.05477522,5.135227585);(69.07042529,6.033248335);(79.05477522,1.5768853);(81.07042529,4.501646164);(83.04968984,1.520468928);(83.08607535,3.165313308);(85.06533991,2.33036553);(91.05477522,2.010371864);(93.07042529,1.790272587);(99.08098997,1.896136439);(107.0860754,4.395698714);(109.1017254,3.078323556);(111.1173755,1.432490739);(121.1017254,3.52109451);(123.1173755,5.175845073);(133.1017254,1.671734261);(135.1173755,3.848516273);(137.1330255,4.014912543);(147.1173755,1.484658921);(149.1330255,3.85225456);(151.1486756,2.420115103);(153.1279402,1.768650194);(167.1435902,1.607152184);(177.1643257,3.896603186);(181.1956258,1.451285144);(191.1799757,1.817324183);(205.1956258,12.75723224);(223.2061905,6.178052234)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.03912516,3.758627915);(51.0234751,6.310562237);(53.03912516,10.42325247);(55.05477522,5.135440411);(57.07042529,1.813377522);(67.01838972,1.733863498);(67.05477522,11.4005116);(69.03403978,2.646137326);(69.07042529,6.748803216);(71.04968984,1.746042705);(79.05477522,1.632012642);(81.07042529,3.445204649);(83.04968984,0.9366267151);(83.08607535,2.382654635);(85.06533991,1.813100724);(91.05477522,1.106482114);(93.07042529,2.551419256);(95.08607535,2.302906363);(107.0860754,3.785096408);(109.1017254,2.716174822);(111.1173755,1.41260792);(119.0860754,1.141612755);(121.1017254,5.581880445);(123.1173755,3.953567687);(135.1173755,2.42061079);(137.1330255,2.020137123);(147.1173755,1.499260637);(149.1330255,2.055827155);(151.1486756,1.47242034);(189.1643257,2.160673029);(191.1799757,1.893104892)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,1.013576023);(29.00273965,0.1369751569);(31.01838972,0.1387588692);(41.03912516,0.0635117921);(43.01838972,0.2072690073);(45.03403978,0.1129660886);(55.05477522,0.1069783015);(69.07042529,0.0897725647);(71.04968984,0.081344121);(85.06533991,0.0634897305);(107.0860754,0.1105941831);(109.1017254,0.2473192339);(111.08099,0.0888963238);(111.1173755,0.2314908423);(113.09664,0.0785565423);(123.1173755,0.1176477316);(137.1330255,0.082057928);(139.1122901,0.0778381301);(149.1330255,0.07922724);(175.1486756,0.5666513666);(177.1279402,0.1867484778);(177.1643257,0.4616450234);(179.1435902,0.2436100513);(179.1799757,0.2576814655);(181.1592403,0.3106216928);(187.1486756,0.1068498656);(189.1643257,0.9967655968);(191.1799757,22.7067051);(203.1799757,8.893866763);(205.1592403,0.2013212054);(221.1905404,61.93926358)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,2.014198711);(29.00273965,0.2844271915);(31.01838972,0.1858358028);(41.00273965,0.8838398256);(43.01838972,1.507827047);(45.03403978,0.7957863565);(55.05477522,0.5306260579);(67.05477522,0.2451013959);(69.07042529,0.3993175168);(81.07042529,0.2622907687);(107.0860754,0.2431275556);(109.1017254,0.4325079824);(111.1173755,0.5775735372);(121.1017254,0.3413665414);(123.1173755,0.575367382);(135.1173755,0.3469559486);(137.1330255,0.3035965303);(149.1330255,0.6025843556);(151.1486756,0.2023729894);(175.1486756,1.209909796);(177.1279402,0.3592468848);(177.1643257,1.187705257);(179.1435902,0.9197475442);(179.1799757,1.014026334);(181.1592403,0.9020869771);(187.1486756,0.2466704057);(189.1643257,2.539098184);(191.1799757,35.8623956);(203.1799757,14.15462866);(205.1592403,0.3719338933);(221.1905404,30.49784697)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,3.131173606);(43.01838972,8.199887755);(45.03403978,2.562709221);(53.03912516,1.600099463);(55.05477522,4.954684518);(65.03912516,1.785769822);(67.05477522,3.23173549);(69.07042529,1.569956878);(81.07042529,2.328276096);(107.0860754,2.537168727);(109.1017254,2.841066396);(111.1173755,1.560747233);(119.0860754,2.31969374);(121.1017254,4.090163671);(123.1173755,3.790057641);(133.1017254,1.528960861);(135.1173755,3.397448463);(149.1330255,1.603097951);(161.1330255,1.622143099);(163.1486756,3.351509655);(173.1330255,1.79694859);(175.1486756,8.770335585);(177.1643257,3.475285381);(179.1799757,2.735633326);(187.1486756,5.914578538);(189.1279402,1.958328229);(189.1643257,2.024431014);(191.1799757,5.172195634);(203.1799757,4.200906326);(205.1592403,3.957563977);(221.1905404,1.987443113)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(55.05423,18.88);(55.05423,18.88);(67.05423,32.08);(67.05423,32.08);(69.06988,41.31);(69.06988,41.31);(81.06988,67.3);(81.06988,67.3);(83.08553,41.14);(83.08553,41.14);(93.06988,28.32);(93.06988,28.32);(93.06988,28.32);(95.08553,28.7);(95.08553,28.7);(95.08553,28.7);(107.08553,28.35);(107.08553,28.35);(109.10118,39.83);(109.10118,39.83);(111.11683,22.73);(111.11683,22.73);(119.08553,41.61);(119.08553,41.61);(119.08553,41.61);(121.10118,60.31);(121.10118,60.31);(123.11683,51.89);(123.11683,51.89);(133.10118,35.07);(133.10118,35.07);(133.10118,35.07);(135.11683,34.1);(135.11683,34.1);(135.11683,34.1);(137.13248,19.08);(137.13248,19.08);(137.13248,19.08);(149.13248,89.83);(149.13248,89.83);(151.14813,21.04);(205.19508,93.83);(223.20564,100.0)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(55.05423,36.41);(55.05423,36.41);(67.05423,41.48);(67.05423,41.48);(69.06988,55.26);(69.06988,55.26);(79.05423,29.56);(79.05423,29.56);(81.06988,100.0);(81.06988,100.0);(83.08553,54.99);(83.08553,54.99);(91.05423,14.69);(91.05423,14.69);(91.05423,14.69);(93.06988,41.19);(93.06988,41.19);(93.06988,41.19);(95.08553,61.14);(95.08553,61.14);(95.08553,61.14);(97.10118,27.62);(97.10118,27.62);(97.10118,27.62);(105.06988,25.77);(105.06988,25.77);(107.08553,42.9);(107.08553,42.9);(109.10118,72.67);(109.10118,72.67);(111.11683,31.49);(111.11683,31.49);(119.08553,16.26);(119.08553,16.26);(119.08553,16.26);(121.10118,31.81);(121.10118,31.81);(123.11683,39.23);(123.11683,39.23);(135.11683,16.4);(135.11683,16.4);(135.11683,16.4);(137.13248,14.84);(137.13248,14.84);(137.13248,14.84);(149.13248,17.98);(149.13248,17.98)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.03858,38.78);(43.05423,24.61);(55.05423,67.55);(55.05423,67.55);(67.05423,67.05);(67.05423,67.05);(69.06988,74.12);(69.06988,74.12);(79.05423,67.76);(79.05423,67.76);(81.06988,100.0);(81.06988,100.0);(83.08553,52.23);(83.08553,52.23);(91.05423,74.84);(91.05423,74.84);(91.05423,74.84);(93.06988,70.76);(93.06988,70.76);(93.06988,70.76);(95.08553,41.42);(95.08553,41.42);(95.08553,41.42);(105.06988,37.93);(105.06988,37.93);(107.08553,36.44);(107.08553,36.44);(119.08553,22.39);(119.08553,22.39);(119.08553,22.39)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(221.19109,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(107.08662,4.82);(107.08662,4.82);(109.10227,3.48);(121.10227,5.48);(121.10227,5.48);(121.10227,5.48);(123.11792,4.36);(123.11792,4.36);(137.13357,13.15);(175.14922,4.13);(175.14922,4.13);(177.16487,11.0);(179.18052,9.81);(189.16487,13.56);(191.18052,18.72);(203.18052,22.08);(205.15979,3.35);(205.15979,3.35);(205.15979,3.35);(221.19109,100.0)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(43.01894,28.6);(65.03967,66.09);(65.03967,66.09);(67.05532,27.72);(67.05532,27.72);(69.03459,10.47);(79.05532,35.21);(79.05532,35.21);(81.07097,46.92);(81.07097,46.92);(89.03967,13.66);(91.05532,22.25);(91.05532,22.25);(103.05532,20.58);(103.05532,20.58);(105.07097,24.33);(105.07097,24.33);(107.08662,39.98);(107.08662,39.98);(109.10227,15.84);(111.11792,23.56);(117.07097,9.26);(119.08662,24.65);(119.08662,24.65);(121.10227,27.28);(121.10227,27.28);(121.10227,27.28);(123.11792,9.65);(123.11792,9.65);(131.08662,80.67);(131.08662,80.67);(131.08662,80.67);(133.10227,22.31);(133.10227,22.31);(135.11792,19.65);(135.11792,19.65);(135.11792,19.65);(137.09719,9.91);(137.09719,9.91);(145.10227,44.52);(145.10227,44.52);(147.11792,100.0);(147.11792,100.0);(149.13357,11.24);(151.14922,10.07);(205.15979,13.25);(205.15979,13.25);(205.15979,13.25);(221.19109,11.19)

Food Sources

	Name	Group
	Apple	Fruit, Pomes	Publications	Show

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food Phytochemical	Metabolite	Species	Biofluids	Origin	TMax	CMax	Urinary Excretion	Formula	Monoisotopic mass
Farnesol	Farnesal	in vitro (rat)	Not Available	unknown	Not Available	Not Available	Not Available	C₁₅H₂₄O	220.182715393	Publications
Farnesol	3,7-Dimethyl-2-octaen-1,8-dioic acid	rat	urine	host metabolism	Not Available	Not Available	Not Available	C₁₀H₁₆O₄	200.104858995	Publications
Farnesol	3,7-Dimethyl-6-octaen-1,8-dioic acid	rat	urine	host metabolism	Not Available	Not Available	Not Available	C₁₀H₁₆O₄	200.104858995	Publications
Farnesol	3,7-Dimethyl-2,7-decadien-1,10-dioic acid	rat	urine	host metabolism	Not Available	Not Available	Not Available	C₁₂H₁₈O₄	226.12050906	Publications
Farnesol	3,7-Dimethyl-octan-1,8-dioic acid	rat	urine	host metabolism	Not Available	Not Available	Not Available	C₁₀H₁₈O₄	202.12050906	Publications
Farnesol	3,7-Dimethyl-7-decaen-1,10-dioic acid	rat	urine	host metabolism	Not Available	Not Available	Not Available	C₁₂H₂₀O₄	228.136159124	Publications
Farnesol	Farnesol glucuronide	in vitro (human)	Not Available	unknown	Not Available	Not Available	Not Available	C₂₁H₃₄O₇	398.230453435	Publications
Farnesol	12-Hydroxyfarnesol	in vitro (human)	Not Available	unknown	Not Available	Not Available	Not Available	C₁₅H₂₆O₂	238.193280077	Publications
Farnesol	Hydroxyfarnesol glucuronide	in vitro (human)	Not Available	unknown	Not Available	Not Available	Not Available	C₂₁H₃₄O₈	414.4973977	Publications
Farnesol	Farnesoic acid	in vitro (rat)	Not Available	unknown	Not Available	Not Available	Not Available	C₁₅H₂₄O₂	236.177630013	Publications
Farnesol	Farnesyl monophosphate	in vitro (rat)	Not Available	unknown	Not Available	Not Available	Not Available	C₁₅H₂₇O₄P	302.164696347	Publications
Farnesol	Farnesyl pyrophosphate	in vitro (rat)	Not Available	unknown	Not Available	Not Available	Not Available	C₁₅H₂₈O₇P₂	382.131027238	Publications
Farnesol	Hildebrand's acids	rat	urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₄O₄	198.089208931	Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Farnesol