PhytoHub: Showing entry for Dihydroperillic acid (trans-)

Dihydroperillic acid (trans-)

Identification

PhytoHub ID

PHUB001000

Name

Dihydroperillic acid (trans-)

Systematic Name

E-p-menth-8-en-7-oic acid

Synonyms

Not Available

CAS Number

Not Available

Average Mass

168.236

Monoisotopic Mass

168.115029755

Chemical Formula

C₁₀H₁₆O₂

IUPAC Name

(1s,4s)-4-(prop-1-en-2-yl)cyclohexane-1-carboxylic acid

InChI Key

XZOBEDLKVOHSSH-DTORHVGOSA-N

InChI Identifier

InChI=1S/C10H16O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h8-9H,1,3-6H2,2H3,(H,11,12)/t8-,9+

SMILES

CC(=C)[C@H]1CC[C@H](CC1)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.60e+00 g/l
LogS (ALOGPS): -2.02
LogP (ALOGPS): 2.56
Hydrogen Acceptors: 2
Hydrogen Donors: 1
Rotatable Bond Count: 2
Polar Surface Area: 37.3
Refractivity: 47.321600000000004
Polarizability: 18.861977363456948
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): Not Available
pKa (strongest acidic): 4.939568069425187
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: Yes
MDDR-like Rule: No

External Links

No external links

Taxonomy as Metabolite

Family: Terpenoid metabolites
Class: Monoterpenoid metabolites
Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Limonene	Terpenoids	Monoterpenoids	Not Available	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,3.997366847);(39.02292522,3.215143038);(40.03074982,1.545632027);(41.03857442,7.464867605);(44.99710422,2.265854432);(55.05422362,1.584923652);(65.03857442,2.41853532);(67.05422362,8.667614993);(68.06204822,1.858990106);(79.05422362,1.917477122);(80.06204822,2.928558254);(81.06987282,10.50559713);(82.07769742,4.265639028);(83.08552202,3.097987787);(85.02840262,3.425575648);(86.03622722,2.019909153);(87.04405182,1.440663408);(93.06987282,1.431823039);(94.07769742,1.534083776);(95.08552202,2.290538213);(96.09334662,2.22268825);(121.1011712,2.484683556);(122.1089958,3.585615088);(123.1168204,6.025175574);(124.124645,2.384721685);(125.059701,2.029607229);(127.0753502,3.191338343);(150.1039099,1.669988275);(151.1117345,2.561066988);(153.0909994,3.878042501);(167.1066486,2.090291936)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03912516,0.1895673823);(55.05477522,0.1547570797);(57.07042529,0.1814693017);(67.05477522,0.5509482515);(69.07042529,0.7779365133);(79.05477522,0.2991111403);(81.07042529,1.960407484);(83.08607535,1.603412693);(87.04460446,0.9305479608);(95.08607535,0.3360124155);(97.0289544,0.2010109072);(97.10172542,0.1780318275);(99.04460446,0.3364015501);(101.0602545,0.5451499643);(107.0860754,0.1956469801);(109.0653399,0.319668912);(109.1017254,1.046293348);(111.0446045,0.1487347991);(111.08099,0.617994369);(113.0602545,0.2621458472);(121.1017254,1.956688738);(123.1173755,15.83113171);(125.0602545,1.458699581);(125.1330255,2.397467923);(127.0759046,1.313159655);(129.0915547,2.943761377);(133.1017254,0.6678768865);(135.08099,0.1916673578);(151.1122901,15.34410627);(153.0915547,0.6603643925);(169.1228548,46.39982738)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(41.03912516,1.965212807);(51.0234751,0.9617692262);(53.03912516,1.105308569);(55.05477522,1.006814487);(57.07042529,0.770397468);(65.03912516,1.280284995);(67.05477522,2.54618173);(69.07042529,2.474635578);(79.05477522,1.666170901);(81.07042529,6.061799865);(83.08607535,4.387784753);(87.04460446,1.489543799);(95.08607535,1.712070141);(97.10172542,0.9627114018);(101.0602545,0.8061954803);(107.0496898,2.836365089);(107.0860754,0.8834054776);(109.0653399,1.155703659);(109.1017254,1.338621925);(111.08099,1.201023226);(113.0602545,1.462872564);(121.1017254,2.16188976);(123.1173755,21.55486425);(125.0602545,2.550775718);(125.1330255,4.309605401);(127.0759046,1.537910692);(129.0915547,1.850593617);(133.1017254,1.575008581);(151.1122901,12.67649891);(153.0915547,0.8189954395);(169.1228548,12.88898449)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,0.8248392261);(41.03912516,4.329706583);(43.01838972,1.027221949);(43.05477522,0.9788633867);(51.0234751,4.279851204);(53.03912516,12.42972538);(55.05477522,8.202903448);(57.07042529,2.790867023);(59.08607535,1.200192622);(65.03912516,1.674274376);(67.05477522,12.81732896);(69.07042529,6.050948436);(71.08607535,0.8847274842);(73.10172542,1.447137469);(79.05477522,0.9791030657);(81.07042529,6.444588286);(83.08607535,5.621052995);(93.03403978,1.09024203);(93.07042529,3.533314899);(95.04968984,1.115639782);(95.08607535,5.973342223);(97.10172542,1.717396463);(99.11737548,0.9369597669);(107.0860754,1.774573525);(109.1017254,5.229337691);(111.0446045,0.9544334099);(121.1017254,1.026398534);(123.1173755,1.716930598);(125.1330255,1.282219188);(135.08099,0.7876201556);(153.0915547,0.8782598397)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(41.00273965,0.0195521405);(44.99765427,0.1341429402);(47.01330434,0.0226984352);(55.05477522,0.0445612607);(59.01330434,0.086232294);(61.0289544,0.0239250155);(65.03912516,0.0134990097);(67.05477522,0.1637926441);(71.01330434,0.0276733009);(79.05477522,0.0184997178);(81.07042529,0.1174174061);(83.08607535,0.0367235552);(85.0289544,0.0909902483);(87.04460446,0.0085911489);(95.08607535,0.0518763627);(97.0289544,0.0115088614);(97.10172542,0.0094974314);(99.04460446,0.1440585041);(107.0860754,0.1332662415);(109.0653399,0.0130109289);(111.0446045,0.0125945439);(119.0860754,0.2032343349);(121.1017254,0.6288684469);(123.1173755,27.66153735);(125.0602545,0.0193381207);(127.0759046,0.1106885245);(131.0860754,0.0092563028);(139.0759046,0.0772241419);(149.09664,1.543371067);(151.0759046,0.9840595232);(167.1072047,67.57831019)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(41.03912516,0.0447485178);(44.99765427,0.3920786992);(47.01330434,0.0504414268);(55.05477522,0.1448738221);(59.01330434,0.0543532609);(65.03912516,0.067335513);(67.05477522,0.2782701478);(71.01330434,0.0705715318);(79.05477522,0.2624781806);(81.07042529,1.159513401);(83.08607535,1.19979927);(85.0289544,0.1413742619);(93.07042529,0.1089789194);(95.08607535,0.2961611255);(97.10172542,0.0662728384);(99.04460446,0.1680415786);(107.0860754,0.2802597745);(109.0653399,0.0919260932);(111.0446045,0.0691541785);(119.0860754,0.8016892051);(121.1017254,2.744339789);(123.0446045,0.1180177401);(123.1173755,53.63595609);(125.0602545,0.1493045607);(127.0759046,0.4823065485);(131.0860754,0.0412768381);(137.0602545,0.0517856833);(139.0759046,0.1067067734);(149.09664,1.839777213);(151.0759046,0.6090852017);(167.1072047,34.47312182)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.03912516,0.7388724573);(44.99765427,5.973525461);(53.00273965,0.7722514675);(55.01838972,0.7391421001);(55.05477522,1.133179843);(65.03912516,0.9934781909);(67.05477522,1.346654295);(68.99765427,0.846344101);(69.03403978,0.8003923883);(71.01330434,1.3101008);(79.05477522,2.842561056);(81.07042529,6.946053192);(83.01330434,0.6725089643);(83.08607535,3.767192505);(85.0289544,1.305284069);(93.07042529,2.94014739);(95.08607535,3.493327551);(97.10172542,1.039075976);(103.0547752,0.9375781612);(105.0704253,1.460842443);(107.0860754,7.415343976);(109.0653399,0.8243778589);(119.0860754,4.578742638);(121.1017254,4.908800011);(123.0446045,0.902596749);(123.1173755,26.15142007);(127.0759046,0.7984535039);(133.0653399,0.6766616369);(149.09664,4.144239421);(151.0759046,5.816621138);(167.1072047,3.724230583)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food Phytochemical	Food Source	Food Source Group
Limonene	Apple	Fruit, Pomes	Publications	Show
Limonene	Dill	Herbs and Spices		Show
Limonene	Ginseng	Herbs and Spices	Publications	Show
Limonene	Grape	Fruit, Berries	Publications	Show
Limonene	Grape wine	Beverages, Alcoholic	Publications	Show
Limonene	Lemon	Fruit, Citrus	Publications	Show
Limonene	Mandarin orange (Clementine, Tangerine)	Fruit, Citrus	Publications	Show
Limonene	Mint	Herbs and Spices	Publications	Show
Limonene	Nutmeg	Herbs and Spices		Show
Limonene	Orange juice	Beverages, Non-alcoholic	Publications	Show
Limonene	Pepper	Herbs and Spices		Show
Limonene	Peppermint	Herbs and Spices	Publications	Show
Limonene	Star anise	Herbs and Spices	Publications	Show
Limonene	Sweet orange	Fruit, Citrus	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
	Limonene		Dihydroperillic acid (trans-)	human mouse rat	plasma, urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₆O₂	168.115029755		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Dihydroperillic acid (trans-)