PhytoHub: Showing entry for Dihydroperillyl alcohol

Dihydroperillyl alcohol

Identification

PhytoHub ID

PHUB001023

Name

Dihydroperillyl alcohol

Systematic Name

p-mentha-8-en-7-ol

Synonyms

cis-isopulegone

CAS Number

22521-57-9

Average Mass

154.253

Monoisotopic Mass

154.1357652

Chemical Formula

C₁₀H₁₈O

IUPAC Name

[4-(prop-1-en-2-yl)cyclohexyl]methanol

InChI Key

GMYHXOPIKMGWOM-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C10H18O/c1-8(2)10-5-3-9(7-11)4-6-10/h9-11H,1,3-7H2,2H3

SMILES

CC(=C)C1CCC(CO)CC1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 6.76e-01 g/l
LogS (ALOGPS): -2.36
LogP (ALOGPS): 2.88
Hydrogen Acceptors: 1
Hydrogen Donors: 1
Rotatable Bond Count: 2
Polar Surface Area: 20.23
Refractivity: 47.482
Polarizability: 19.160630999140324
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -1.6427340361347467
pKa (strongest acidic): 17.643040612403414
Number of Rings: 1
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: No
Veber's Rule: Yes
MDDR-like Rule: No

External Links

PubChem: 519954
FooDB (Compounds): FDB015981
PeakForestCompound: 000752
HMDB: HMDB0037006

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
Perillyl aldehyde	Terpenoids	Monoterpenoids	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Monoterpenoids
Direct Parent Name: Menthane monoterpenoids
Alternative Parent Names: ["Hydrocarbon derivatives", "Monocyclic monoterpenoids", "Primary alcohols"]
External Descriptor Annotations: Not Available
Substituent Names: ["Alcohol", "Aliphatic homomonocyclic compound", "Hydrocarbon derivative", "Monocyclic monoterpenoid", "Organic oxygen compound", "Organooxygen compound", "P-menthane monoterpenoid", "Primary alcohol"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(25.00727602,1.701021357);(27.02292522,3.596570445);(31.01783932,2.310185281);(39.02292522,2.374011225);(40.03074982,2.054899744);(41.03857442,16.7289337);(42.04639902,1.967767205);(43.05422362,1.861551571);(67.05422362,3.822427056);(69.03348852,1.824662669);(70.04131312,1.457571562);(71.04913772,3.206348085);(72.05696232,2.341552177);(73.06478692,1.779183184);(80.06204822,1.690585387);(81.06987282,10.55653964);(82.07769742,2.940293755);(83.08552202,3.022022638);(95.08552202,2.614039556);(109.1011712,2.302021401);(111.0804361,1.930031295);(113.0960853,3.310250014);(122.1089958,3.072525703);(123.1168204,5.154751672);(124.124645,1.878207813);(125.0960853,1.475557093);(136.124645,2.68432428);(137.1324696,1.78215194);(139.1117345,4.638665514);(153.1273837,2.288564748);(154.1352083,1.632782292)
Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(27.02292522,2.161687106);(41.03857442,4.206027667);(59.03115062,1.117270657);(67.05422362,1.236551548);(71.03115062,1.208579823);(73.04679982,6.93005216);(75.02606472,2.191582536);(75.06244902,1.386847685);(81.06987282,5.255570826);(82.07769742,2.114742762);(83.08552202,1.317553316);(89.04171392,2.73261482);(91.05736312,1.038372214);(95.08552202,0.9947418884);(103.0573631,2.129469159);(122.1089958,0.8901991608);(123.1168204,3.206080827);(129.0730123,1.186494116);(137.1324696,1.411613943);(143.0886615,3.160781775);(144.0964861,1.522169018);(145.1043107,0.9396918551);(153.1273837,1.065754176);(157.1043107,1.031912155);(169.1043107,0.9911103174);(171.1199599,1.010276025);(183.1199599,1.018973667);(185.1356091,1.602209122);(211.1512583,5.612494663);(212.153653,1.059564373);(225.1669075,1.05731886)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(25.00727602,1.306000256);(27.02292522,2.184713882);(28.03074982,0.9018776383);(31.01783932,1.589830365);(39.02292522,2.189522278);(40.03074982,1.154080089);(41.03857442,5.50022103);(57.03348852,0.9057865314);(67.05422362,2.153303643);(69.03348852,1.256266384);(70.04131312,1.003076051);(71.04913772,2.694115352);(72.05696232,1.978114492);(73.06478692,1.224403719);(80.06204822,1.164271271);(81.06987282,7.672880713);(82.07769742,3.10236916);(83.08552202,2.079704772);(95.08552202,2.580947911);(109.1011712,1.584212121);(111.0804361,1.515555804);(112.0882607,1.018650968);(113.0960853,2.383047905);(122.1089958,2.114460125);(123.1168204,3.961333953);(124.124645,1.292550791);(125.0960853,1.015453388);(136.124645,1.847306484);(137.1324696,1.226446767);(139.1117345,3.971748739);(154.1352083,1.150542179)
Predicted GC-MS	GC-MS	Ei	Not Available	View Spectrum	(25.00727602,1.306000256);(27.02292522,2.184713882);(28.03074982,0.9018776383);(31.01783932,1.589830365);(39.02292522,2.189522278);(40.03074982,1.154080089);(41.03857442,5.50022103);(57.03348852,0.9057865314);(67.05422362,2.153303643);(69.03348852,1.256266384);(70.04131312,1.003076051);(71.04913772,2.694115352);(72.05696232,1.978114492);(73.06478692,1.224403719);(80.06204822,1.164271271);(81.06987282,7.672880713);(82.07769742,3.10236916);(83.08552202,2.079704772);(95.08552202,2.580947911);(109.1011712,1.584212121);(111.0804361,1.515555804);(112.0882607,1.018650968);(113.0960853,2.383047905);(122.1089958,2.114460125);(123.1168204,3.961333953);(124.124645,1.292550791);(125.0960853,1.015453388);(136.124645,1.847306484);(137.1324696,1.226446767);(139.1117345,3.971748739);(154.1352083,1.150542179)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03912516,0.1415599834);(55.05477522,0.1615035619);(57.07042529,0.3124403124);(67.05477522,0.529589389);(69.07042529,0.8101880138);(71.04968984,0.5120623115);(71.08607535,0.158332231);(73.06533991,1.073025933);(81.07042529,1.035059488);(83.04968984,0.1844119277);(83.08607535,2.286759077);(85.06533991,0.340363715);(85.10172542,0.18537043);(87.08098997,0.4787599352);(93.07042529,0.9862354238);(95.08607535,2.197511699);(97.10172542,2.059178785);(99.08098997,0.2645820634);(99.11737548,0.1851625421);(101.1330255,0.1482572034);(109.1017254,0.5739873383);(111.08099,1.232917652);(111.1173755,0.3665485804);(113.09664,1.209676284);(115.1122901,2.942281701);(121.1017254,0.403927125);(123.1173755,1.439233293);(125.1330255,0.6662837265);(137.1330255,36.30415307);(139.1122901,0.2863603898);(155.1435902,40.52427681)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(41.03912516,1.444013585);(43.05477522,0.4986246654);(45.03403978,0.6296434753);(51.0234751,0.9955900435);(53.03912516,1.195770505);(55.05477522,0.9329572901);(57.07042529,0.9977720133);(67.05477522,2.670288484);(69.07042529,2.39200795);(71.04968984,1.506032083);(73.06533991,1.874658123);(79.05477522,1.185852336);(81.07042529,4.453665744);(83.08607535,4.567632208);(85.06533991,0.7115339279);(87.08098997,0.7822945181);(87.11737548,0.6421603821);(93.07042529,3.115353668);(95.08607535,5.632369956);(97.10172542,4.782936698);(99.08098997,1.482316872);(109.1017254,1.54341514);(111.08099,2.788917041);(111.1173755,1.765490105);(113.09664,1.370924398);(115.1122901,1.444401195);(121.1017254,1.394821797);(123.1173755,1.682780083);(125.1330255,1.524725413);(137.1330255,32.0495138);(155.1435902,11.9415365)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(41.03912516,4.302263944);(43.05477522,1.155357356);(51.0234751,3.594268952);(53.03912516,6.950151707);(55.05477522,4.995038638);(57.07042529,3.500027231);(59.08607535,1.260749075);(65.03912516,2.258295602);(67.05477522,8.74779481);(69.07042529,6.242398707);(71.04968984,2.103844333);(71.08607535,1.916852052);(73.06533991,1.439678888);(79.05477522,3.296288727);(81.07042529,9.019603096);(83.04968984,1.420847292);(83.08607535,5.884134722);(85.10172542,1.423910141);(87.11737548,1.083638693);(93.07042529,2.23942625);(95.08607535,5.014213439);(97.10172542,2.301118401);(99.08098997,1.149783856);(99.11737548,1.239860694);(107.0860754,1.099136479);(109.1017254,4.375104332);(111.1173755,2.473841556);(113.1330255,1.088192355);(121.1017254,3.588019821);(123.1173755,2.198602848);(137.1330255,2.637556002)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(17.00273965,0.7106570442);(27.0234751,0.0263390589);(29.00273965,0.1405644435);(31.01838972,0.0938584838);(41.00273965,0.0247470106);(43.01838972,0.1923219819);(45.03403978,0.1754367285);(55.05477522,0.0394934614);(57.03403978,0.0422648141);(67.05477522,0.1684119149);(71.04968984,0.0873071521);(79.05477522,0.0148755775);(81.07042529,0.1219218882);(83.08607535,0.0328677714);(85.06533991,0.1515144353);(93.07042529,0.0148357538);(95.08607535,0.1103671538);(97.06533991,0.0131084125);(107.0860754,0.1159049564);(109.1017254,0.0738206546);(111.08099,0.0211002256);(111.1173755,0.0239798654);(113.09664,0.1076874132);(119.0860754,0.0541687401);(121.1017254,0.3612092222);(123.08099,0.0139201125);(123.1173755,11.9953595);(125.09664,0.1355241613);(135.1173755,13.33922784);(137.09664,0.2075823583);(153.1279402,71.38962186)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(17.00273965,1.477720055);(29.00273965,0.1898222655);(31.01838972,0.116420122);(43.01838972,0.0632853095);(55.05477522,0.1106226121);(57.03403978,0.1170225501);(65.03912516,0.0609843763);(67.05477522,0.2956524705);(69.03403978,0.1038500268);(71.04968984,0.1666027493);(79.05477522,0.1750345176);(81.07042529,0.7737564566);(83.08607535,0.8072823292);(85.06533991,0.2104691814);(93.07042529,0.1865154229);(95.08607535,1.00367017);(97.06533991,0.0775007928);(97.10172542,0.0597859364);(107.0860754,0.4952969885);(109.0653399,0.1276763441);(109.1017254,0.0825592933);(111.08099,0.1985915051);(113.09664,0.5271114026);(119.0860754,0.0986445395);(121.1017254,1.679630581);(123.08099,0.0557719768);(123.1173755,32.36866938);(125.09664,0.1284962146);(135.1173755,17.26088833);(137.09664,0.3446053326);(153.1279402,40.63606076)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(17.00273965,0.7631947521);(29.00273965,0.721577786);(39.0234751,0.6832354836);(41.00273965,0.6610308482);(43.01838972,1.030382585);(51.0234751,0.6235075025);(55.01838972,0.8304484289);(55.05477522,1.155857817);(57.03403978,0.9657293203);(65.03912516,1.302140762);(67.05477522,1.482294914);(69.03403978,1.150006918);(71.04968984,1.161248707);(79.05477522,3.430600769);(81.07042529,7.259552524);(83.08607535,4.493428344);(93.07042529,2.375033543);(95.08607535,4.011526554);(105.0704253,1.841023108);(107.0860754,14.51962872);(109.0653399,0.6917300662);(109.1017254,1.281875692);(111.1173755,0.586728695);(113.09664,0.9626370379);(119.0860754,1.448554135);(121.1017254,4.481080381);(123.1173755,28.30527791);(125.09664,1.142153134);(135.1173755,2.830335972);(137.09664,3.614477038);(153.1279402,4.193700551)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(41.03858,21.8);(81.06988,62.84);(81.06988,62.84);(81.06988,62.84);(81.06988,62.84);(83.08553,32.4);(83.08553,32.4);(83.08553,32.4);(95.08553,77.08);(95.08553,77.08);(95.08553,77.08);(97.10118,100.0);(97.10118,100.0);(97.10118,100.0);(113.09609,42.62);(113.09609,42.62);(113.09609,42.62);(115.11174,22.21);(115.11174,22.21);(115.11174,22.21);(115.11174,22.21);(137.13248,68.8);(137.13248,68.8);(137.13248,68.8);(137.13248,68.8);(155.14304,72.18);(155.14304,72.18);(155.14304,72.18);(155.14304,72.18)
Predicted LC-MS/MS	Not Available	Positive	medium	View Spectrum	(41.03858,73.37);(55.05423,57.4);(55.05423,57.4);(67.05423,22.67);(67.05423,22.67);(69.06988,26.73);(69.06988,26.73);(71.04914,20.24);(71.04914,20.24);(79.05423,26.29);(79.05423,26.29);(79.05423,26.29);(81.06988,100.0);(81.06988,100.0);(81.06988,100.0);(81.06988,100.0);(83.08553,59.13);(83.08553,59.13);(83.08553,59.13);(93.06988,51.0);(93.06988,51.0);(93.06988,51.0);(95.08553,80.21);(95.08553,80.21);(95.08553,80.21);(97.10118,68.62);(97.10118,68.62);(97.10118,68.62);(107.08553,18.42);(111.08044,22.87);(111.08044,22.87);(111.08044,22.87);(111.08044,22.87);(113.09609,31.42);(113.09609,31.42);(113.09609,31.42);(137.13248,62.94);(137.13248,62.94);(137.13248,62.94);(137.13248,62.94)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(39.02293,43.57);(41.03858,92.27);(53.03858,43.01);(55.05423,61.25);(55.05423,61.25);(65.03858,20.81);(65.03858,20.81);(67.05423,75.88);(67.05423,75.88);(69.06988,45.77);(69.06988,45.77);(79.05423,100.0);(79.05423,100.0);(79.05423,100.0);(81.06988,51.24);(81.06988,51.24);(81.06988,51.24);(81.06988,51.24);(83.08553,26.61);(83.08553,26.61);(83.08553,26.61)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(123.11792,14.89);(123.11792,14.89);(123.11792,14.89);(123.11792,14.89);(153.12849,100.0);(153.12849,100.0);(153.12849,100.0);(153.12849,100.0)
Predicted LC-MS/MS	Not Available	Negative	medium	View Spectrum	(123.11792,31.61);(123.11792,31.61);(123.11792,31.61);(123.11792,31.61);(135.11792,100.0);(135.11792,100.0);(135.11792,100.0);(135.11792,100.0);(153.12849,66.69);(153.12849,66.69);(153.12849,66.69);(153.12849,66.69)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(43.01894,40.92);(55.05532,39.19);(55.05532,39.19);(59.05024,27.98);(63.02402,24.51);(65.03967,100.0);(65.03967,100.0);(67.05532,40.44);(67.05532,40.44);(77.03967,17.62);(79.05532,50.17);(79.05532,50.17);(81.07097,78.82);(81.07097,78.82);(81.07097,78.82);(83.08662,22.9);(83.08662,22.9);(83.08662,22.9);(93.07097,43.47);(93.07097,43.47);(95.08662,63.09);(95.08662,63.09);(95.08662,63.09);(105.07097,21.32);(105.07097,21.32);(107.08662,78.37);(107.08662,78.37);(107.08662,78.37);(109.10227,23.56);(109.10227,23.56);(109.10227,23.56);(119.08662,29.38);(119.08662,29.38);(121.10227,65.9);(121.10227,65.9);(121.10227,65.9);(121.10227,65.9);(123.11792,85.06);(123.11792,85.06);(123.11792,85.06);(123.11792,85.06);(135.11792,27.5);(135.11792,27.5);(135.11792,27.5);(135.11792,27.5);(137.09719,39.91);(137.09719,39.91);(137.09719,39.91);(137.09719,39.91);(137.09719,39.91);(151.11284,30.16);(151.11284,30.16);(151.11284,30.16);(153.12849,52.56);(153.12849,52.56);(153.12849,52.56);(153.12849,52.56)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Perillyl aldehyde	Mandarin orange (Clementine, Tangerine)	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
	Perillyl aldehyde		Dihydroperillyl alcohol	rabbit	urine	Not Available	Not Available	Not Available	Not Available	C₁₀H₁₈O	154.1357652		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Dihydroperillyl alcohol