metabolite

Showing entry for Geranic acid

Identification

PhytoHub ID
PHUB001844
Name
Geranic acid
Systematic Name
3,7-dimethylocta-2,6-dienoic acid
Synonyms
  • 3,8-dimethyl-2,6-octadienedioic acid
CAS Number
459-80-3, 4698-08-2
Average Mass
168.236
Monoisotopic Mass
168.115029755
Chemical Formula
C10H16O2
IUPAC Name
(2E)-3,7-dimethylocta-2,6-dienoic acid
InChI Key
ZHYZQXUYZJNEHD-VQHVLOKHSA-N
InChI Identifier
InChI=1S/C10H16O2/c1-8(2)5-4-6-9(3)7-10(11)12/h5,7H,4,6H2,1-3H3,(H,11,12)/b9-7+
SMILES
CC(C)=CCC\C(C)=C\C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.22e+00 g/l
LogS (ALOGPS)
-2.14
LogP (ALOGPS)
2.72
Hydrogen Acceptors
2
Hydrogen Donors
1
Rotatable Bond Count
4
Polar Surface Area
37.3
Refractivity
51.049499999999995
Polarizability
19.52926424521865
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
Not Available
pKa (strongest acidic)
5.057430681599353
Number of Rings
0
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Terpenoid metabolites
Class
Monoterpenoid metabolites
Sub-class
Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
GeraniolTerpenoidsMonoterpenoidsNot AvailableShow Food Phytochemical
GeranialTerpenoidsMonoterpenoidsacyclicShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Monoterpenoids
Direct Parent Name
Acyclic monoterpenoids
Alternative Parent Names
["Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Medium-chain fatty acids", "Methyl-branched fatty acids", "Monocarboxylic acids and derivatives", "Organic oxides", "Unsaturated fatty acids"]
External Descriptor Annotations
["Unsaturated fatty acids", "alpha,beta-unsaturated monocarboxylic acid", "methyl-branched fatty acid", "monoterpenoid", "polyunsaturated fatty acid"]
Substituent Names
["Acyclic monoterpenoid", "Aliphatic acyclic compound", "Branched fatty acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Fatty acid", "Fatty acyl", "Hydrocarbon derivative", "Medium-chain fatty acid", "Methyl-branched fatty acid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Unsaturated fatty acid"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(39.02292522,3.394214873);(41.03857442,9.891518629);(43.05422362,3.162332535);(44.99710422,3.59161997);(55.05422362,4.131241329);(56.06204822,1.168252516);(57.06987282,1.197467325);(59.01275342,1.766676463);(67.05422362,8.288949534);(69.06987282,11.16421789);(81.06987282,2.504454393);(83.01275342,2.068479275);(83.08552202,2.218231178);(84.02057802,1.317299799);(85.02840262,2.918852689);(86.03622722,1.505951022);(98.03622722,1.374358074);(99.04405182,8.6788845);(107.085522,2.342643002);(109.1011712,6.775304063);(121.1011712,1.383407824);(122.1089958,2.218120244);(123.1168204,2.253439652);(124.124645,1.707186768);(125.059701,1.255452588);(150.1039099,1.226446244);(151.1117345,2.700999744);(152.0831748,1.745845111);(153.0909994,2.947218288);(167.1066486,1.294461881);(168.1144732,1.806472593)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(41.03912516,0.3778333427);(43.05477522,0.4513841274);(57.07042529,0.5096831705);(61.0289544,0.2714476828);(65.03912516,0.3716661853);(67.01838972,0.2923968384);(67.05477522,1.309013184);(69.07042529,1.563719538);(81.07042529,0.8681228318);(83.04968984,0.2625136538);(83.08607535,0.9436575028);(85.0289544,0.494580284);(85.10172542,0.3390896181);(95.04968984,0.3429975696);(107.0496898,1.102992154);(107.0860754,7.281466983);(109.0653399,0.8867500007);(109.1017254,10.27298015);(111.08099,0.7137569899);(113.0602545,0.6831823353);(121.1017254,0.985824759);(123.1173755,12.12102943);(125.0602545,2.290869024);(125.1330255,1.342030943);(127.0759046,2.340561604);(129.0915547,0.5093111365);(133.1017254,2.979220095);(135.08099,0.2643762459);(151.1122901,20.03159917);(153.0915547,0.2763461262);(169.1228548,27.51959732)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(41.03912516,2.073988921);(43.05477522,0.5000258066);(51.0234751,0.887904041);(53.03912516,0.6476750608);(57.07042529,1.610701499);(65.03912516,1.253136132);(67.01838972,0.4043459234);(67.05477522,6.308288683);(69.07042529,4.056029341);(81.07042529,2.394443992);(83.04968984,0.4580819236);(83.08607535,1.769641727);(85.0289544,0.4493938247);(85.10172542,0.3136742336);(91.05477522,3.996881476);(93.07042529,1.103659248);(95.04968984,0.5195470554);(107.0860754,15.82964399);(109.1017254,21.31201421);(111.0446045,0.2775530309);(111.08099,0.4342340764);(113.0602545,0.8430135066);(121.1017254,0.9448210031);(123.1173755,19.84835244);(125.0602545,0.4807859092);(125.1330255,2.031728985);(129.0915547,0.359253789);(133.1017254,1.382310008);(135.08099,0.2797657622);(151.1122901,4.268031803);(169.1228548,2.961072591)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,0.469163352);(41.03912516,12.65079265);(43.05477522,1.687319202);(51.0234751,8.73557356);(53.03912516,8.107054118);(57.07042529,4.021537011);(59.08607535,0.5564516982);(65.03912516,2.065171518);(67.01838972,1.570629104);(67.05477522,19.90139143);(69.03403978,0.5735705749);(69.07042529,8.279606195);(81.07042529,3.97302369);(83.04968984,0.4693346907);(83.08607535,1.986864012);(85.0289544,1.114116807);(85.10172542,0.4079354382);(89.06025453,0.2236414872);(91.05477522,2.964595661);(93.03403978,0.3457817288);(93.07042529,3.183320234);(95.04968984,0.3861920829);(105.0704253,0.431672425);(107.0860754,7.219329424);(109.1017254,4.236727605);(111.0446045,0.2375470633);(113.0602545,0.3129548655);(121.1017254,1.167666284);(123.1173755,2.135511956);(125.1330255,0.3438654065);(135.08099,0.2416587239)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.1902085467);(39.0234751,0.0224448473);(41.00273965,0.1408737556);(41.03912516,0.0708584461);(43.01838972,0.0165822134);(43.05477522,0.0144029246);(44.99765427,0.198379508);(55.05477522,0.1055162107);(59.01330434,0.5279346186);(61.0289544,0.3078190803);(65.03912516,0.01101517);(67.05477522,0.0371978635);(81.07042529,0.0920053388);(83.01330434,0.0243467486);(83.08607535,0.0526827998);(85.0289544,0.0842018377);(99.04460446,0.0626472808);(105.0704253,0.0345262985);(107.0860754,0.8793118712);(109.0653399,0.0635558694);(111.0446045,0.02083745);(119.0860754,0.3580122827);(121.1017254,1.09257264);(123.0446045,0.1791111181);(123.1173755,33.11038358);(125.0602545,0.2231086615);(127.0759046,0.24896195);(131.0860754,0.0313826465);(149.09664,3.046794673);(151.0759046,0.1389641969);(167.1072047,58.61335957)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,0.2984600354);(39.0234751,0.1761809297);(41.00273965,0.6565977302);(41.03912516,0.2420738773);(43.01838972,0.1484154421);(43.05477522,0.1045744083);(44.99765427,1.447993331);(55.05477522,0.5293751853);(59.01330434,2.480236338);(61.0289544,0.4998392004);(67.05477522,0.2871379402);(79.05477522,0.0838361171);(81.07042529,0.5645459925);(83.01330434,0.0983938323);(83.08607535,0.229075409);(85.0289544,0.1705925664);(99.04460446,0.2453078034);(105.0704253,0.0842132155);(107.0860754,0.949031779);(109.0653399,0.3704969516);(111.0446045,0.1063175138);(119.0860754,0.9887344265);(121.1017254,2.688425774);(123.0446045,0.420111944);(123.1173755,39.46329258);(125.0602545,1.079393874);(127.0759046,0.9155944033);(131.0860754,0.2894060863);(149.09664,5.245310779);(151.0759046,0.2980881596);(167.1072047,38.83894637)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(39.0234751,1.100963519);(41.00273965,7.205753948);(41.03912516,1.263906356);(43.01838972,2.341563897);(44.99765427,3.617714372);(55.05477522,6.775206592);(59.01330434,7.032628025);(61.0289544,1.88345907);(65.03912516,1.658738913);(67.05477522,3.319758166);(79.05477522,1.193838496);(81.03403978,1.167606785);(81.07042529,1.744718592);(83.01330434,0.701489664);(83.08607535,1.399488121);(99.04460446,1.023317949);(103.0547752,0.6573608387);(105.0704253,3.951587412);(107.0860754,12.36739918);(109.0289544,0.8587572631);(109.0653399,0.8022396623);(119.0860754,4.44082646);(121.1017254,3.852265936);(123.0446045,0.6135467242);(123.1173755,12.11917776);(125.0602545,0.6364395943);(133.0653399,1.763828588);(135.0446045,1.155370664);(149.09664,6.971865739);(151.0759046,3.330199271);(167.1072047,3.048982443)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
GeranialGinsengHerbs and Spices PublicationsShow
GeraniolGrapeFruit, Berries PublicationsShow
GeraniolGrape wineBeverages, Alcoholic PublicationsShow
GeraniolLicheeFruit, Tropical fruits PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Geraniol Geranic acidNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC10H16O2168.115029755
Geranial Geranic acidNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC10H16O2168.115029755

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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