metabolite

Showing entry for Caryophyllene-5,6-oxide-2,12-glycol

Identification

PhytoHub ID
PHUB000929
Name
Caryophyllene-5,6-oxide-2,12-glycol
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
254.37
Monoisotopic Mass
254.188194697
Chemical Formula
C15H26O3
IUPAC Name
(1R,10S)-9-(hydroxymethyl)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.0^{4,6}]dodecan-9-ol
InChI Key
OHDVDXBNIVPOOL-OIPGIEPVSA-N
InChI Identifier
InChI=1S/C15H26O3/c1-13(2)8-11-10(13)4-6-14(3)12(18-14)5-7-15(11,17)9-16/h10-12,16-17H,4-9H2,1-3H3/t10-,11+,12?,14?,15?/m1/s1
SMILES
[H][C@]12CC(C)(C)[C@]1([H])CCC1(C)OC1CCC2(O)CO
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
6.79e-01 g/l
LogS (ALOGPS)
-2.57
LogP (ALOGPS)
1.49
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
1
Polar Surface Area
52.989999999999995
Refractivity
69.66120000000001
Polarizability
28.71016761055759
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-3.075601029783077
pKa (strongest acidic)
13.688803396051544
Number of Rings
3
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
Caryophyllen-betaTerpenoidsSesquiterpenoidsNot 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
["1,2-diols", "Cyclic alcohols and derivatives", "Dialkyl ethers", "Epoxides", "Hydrocarbon derivatives", "Oxacyclic compounds", "Primary alcohols", "Tertiary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["1,2-diol", "Alcohol", "Aliphatic heteropolycyclic compound", "Caryophyllane sesquiterpenoid", "Cyclic alcohol", "Dialkyl ether", "Ether", "Hydrocarbon derivative", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Oxirane", "Primary alcohol", "Sesquiterpenoid", "Tertiary alcohol"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted GC-MSGC-MSPositiveNot AvailableView Spectrum(31.01783932,2.985301);(41.03857442,4.382690168);(43.05422362,2.28775415);(54.04639902,1.799124706);(55.05422362,15.35751141);(56.06204822,2.275835576);(57.06987282,4.615225981);(59.08552202,1.371945304);(165.0909994,2.502035329);(166.098824,1.40418116);(167.1066486,5.015684259);(179.1066486,3.534481441);(180.1144732,1.457084645);(181.1222978,5.482879422);(183.137947,1.484316434);(197.1172119,7.271787964);(198.1250365,1.65859956);(205.1586821,4.131136716);(207.137947,5.032184675);(209.1535962,1.164952837);(211.1328611,1.557469166);(212.1406857,1.195104073);(222.1614208,2.961177493);(223.1692454,6.324914002);(224.1726675,1.017774535);(224.17707,1.359531171);(236.17707,2.326856536);(237.1848946,2.491495203);(238.1563349,1.416267667);(239.1641595,2.532175463);(254.1876333,1.602521957)
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(19.01838972,0.2190965162);(57.07042529,1.346030131);(59.08607535,0.3005250707);(83.08607535,0.3792849813);(95.08607535,0.2161043441);(97.06533991,0.114261914);(97.10172542,0.1724364841);(99.08098997,0.1255317779);(109.1017254,0.1544352355);(111.08099,0.3081982214);(113.09664,0.484129138);(157.1228548,0.1131775278);(179.1435902,0.1275112953);(193.1592403,0.2984664026);(195.1748904,0.1323782647);(197.1177694,0.2491568359);(197.1541549,1.045241407);(199.1334195,0.6578646609);(199.169805,0.3313243229);(205.1592403,0.6129354387);(207.1748904,0.1736037775);(211.1334195,0.2854994411);(213.1490695,0.644051256);(215.1647196,0.2407957249);(219.1748904,5.456769107);(221.1541549,0.1708383312);(223.169805,1.336326054);(225.185455,0.3797963503);(237.185455,20.77871852);(239.1647196,0.3891482115);(255.1960197,62.75636325)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(43.05477522,0.7512118794);(57.07042529,2.890947002);(83.08607535,2.38629135);(95.08607535,1.15277466);(97.06533991,0.8157614459);(97.10172542,0.7734902804);(99.08098997,0.4557023814);(109.1017254,1.761928246);(111.08099,0.7328945193);(111.1173755,0.601868865);(113.09664,0.6534865455);(169.1228548,0.5754214697);(179.1072047,0.5294666174);(179.1435902,1.23629613);(181.1228548,0.5506880098);(181.1592403,0.4720015356);(193.1592403,0.4298356531);(197.1177694,0.4437872008);(197.1541549,2.269890444);(199.1334195,0.9741486437);(205.1592403,0.7372715187);(207.1748904,0.7100685891);(211.1334195,0.4430117145);(213.1490695,0.7360242071);(219.1748904,20.90903096);(221.1541549,0.8112353637);(223.169805,0.7410247621);(225.185455,0.5361909204);(237.185455,31.34944473);(239.1647196,0.4737647491);(255.1960197,22.09503961)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(27.0234751,1.549500447);(41.03912516,2.886319543);(43.05477522,2.541615711);(51.0234751,1.303360509);(53.03912516,2.766744269);(55.05477522,6.488379183);(57.07042529,8.019423933);(59.08607535,1.212556709);(67.05477522,1.322215804);(83.08607535,7.821449612);(85.06533991,1.494766379);(95.08607535,10.6707152);(97.06533991,2.80106183);(97.10172542,5.792322912);(107.0860754,2.330474347);(109.1017254,7.709742325);(111.08099,1.998558824);(111.1173755,4.261497447);(113.09664,1.719718899);(179.1072047,1.058305566);(179.1435902,1.042289205);(181.1228548,1.308012718);(181.1592403,1.320249017);(193.1592403,1.631951355);(195.1385048,1.512379237);(197.1541549,1.534285815);(205.1592403,2.253985479);(207.1748904,1.010025581);(219.1748904,6.471265222);(221.1541549,3.449031713);(237.185455,2.717795208)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.3507628243);(29.00273965,0.1260102612);(31.01838972,0.1425870858);(39.0234751,0.0817846557);(41.03912516,1.573834727);(43.05477522,0.340180147);(55.05477522,0.5366800513);(57.07042529,0.1346162801);(83.04968984,0.0579787714);(167.1435902,0.0585379682);(181.1228548,0.0744475165);(191.1435902,0.0602680851);(193.1592403,0.221363071);(195.1385048,0.0553680852);(195.1748904,0.1310166779);(197.1177694,0.3799911494);(203.1435902,0.4115905431);(205.1592403,4.238808483);(207.1385048,0.3646595953);(209.1177694,0.1970035794);(211.1334195,0.8991256444);(213.1490695,0.6198580012);(217.1592403,1.561377092);(221.1541549,1.677755384);(223.1334195,0.0722898678);(223.169805,8.45928728);(225.1490695,0.3987669777);(227.1647196,0.2530870552);(235.169805,11.99859534);(237.1490695,1.34541578);(253.1803697,63.17695202)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,1.369441488);(55.05477522,0.7785337852);(83.04968984,0.1649105911);(97.06533991,0.2808430127);(107.0860754,0.1501342121);(109.1017254,0.2927594181);(111.1173755,0.4228788564);(155.1072047,0.2688275219);(165.1279402,0.2966480598);(167.1072047,0.2841115611);(169.1228548,0.4847436924);(177.1279402,0.157716836);(179.1435902,0.3458167369);(181.1592403,0.1517426911);(195.1385048,0.5285274228);(197.1177694,0.6139887538);(197.1541549,0.1759666061);(203.1435902,1.405216172);(205.1228548,0.1719031043);(205.1592403,13.61916089);(207.1385048,0.7345872652);(211.1334195,0.1504010657);(217.1592403,1.050968426);(221.1541549,9.038504952);(223.1334195,0.8482442938);(223.169805,18.45357021);(225.1490695,0.5569180012);(227.1647196,0.7450838507);(235.169805,12.5487849);(237.1490695,3.489672771);(253.1803697,30.41939285)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,1.374078576);(43.01838972,1.852989202);(55.01838972,8.011152063);(55.05477522,2.165238703);(57.03403978,2.009624604);(67.01838972,1.954571696);(69.03403978,6.159705641);(71.04968984,2.692686288);(83.04968984,4.034799407);(85.06533991,2.774268903);(87.04460446,1.682491593);(109.1017254,4.652123981);(111.1173755,1.891240202);(153.1279402,1.168231831);(165.1279402,3.920303437);(167.1435902,2.887097101);(169.1228548,1.343865951);(181.1228548,1.277693716);(191.1435902,1.548093538);(193.1228548,5.16153623);(193.1592403,2.784993181);(195.1385048,5.848818723);(197.1541549,1.40323083);(205.1228548,2.8103174);(205.1592403,3.719080249);(207.1385048,10.41176366);(209.1177694,1.663449635);(221.1541549,2.839330235);(223.169805,5.368206679);(235.169805,1.700458773);(237.1490695,2.888557966)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
Caryophyllen-betaGrapeFruit, Berries PublicationsShow
Caryophyllen-betaMandarin orange (Clementine, Tangerine)Fruit, Citrus PublicationsShow
Caryophyllen-betaPepperHerbs and Spices PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Caryophyllen-beta Caryophyllene-5,6-oxide-2,12-glycolrabbiturineNot AvailableNot AvailableNot AvailableNot AvailableC15H26O3254.188194697 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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