precursor

Showing entry for Deoxylactucin (8-)

Identification

PhytoHub ID
PHUB000116
Name
Deoxylactucin (8-)
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
260.289
Monoisotopic Mass
260.104858995
Chemical Formula
C15H16O4
IUPAC Name
(3aS,9aS,9bS)-9-(hydroxymethyl)-6-methyl-3-methylidene-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-2,7-dione
InChI Key
NIYXMGSLECQTQT-BPNCWPANSA-N
InChI Identifier
InChI=1S/C15H16O4/c1-7-3-4-10-8(2)15(18)19-14(10)13-9(6-16)5-11(17)12(7)13/h5,10,13-14,16H,2-4,6H2,1H3/t10-,13-,14-/m0/s1
SMILES
CC1=C2[C@@H]([C@H]3OC(=O)C(=C)[C@@H]3CC1)C(CO)=CC2=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.05e+00 g/l
LogS (ALOGPS)
-2.39
LogP (ALOGPS)
0.99
Hydrogen Acceptors
3
Hydrogen Donors
1
Rotatable Bond Count
1
Polar Surface Area
63.60000000000001
Refractivity
70.2944
Polarizability
27.15525667867124
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.7605630390411546
pKa (strongest acidic)
14.95496675496315
Number of Rings
3
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Food Phytochemical

Family
Terpenoids
Class
Sesquiterpenoids
Sub-class
Not Available

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Lactones
Super-class
Organoheterocyclic compounds
Sub-class
Gamma butyrolactones
Direct Parent Name
Gamma butyrolactones
Alternative Parent Names
["Enoate esters", "Hydrocarbon derivatives", "Ketones", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxacyclic compounds", "Primary alcohols", "Tetrahydrofurans"]
External Descriptor Annotations
["Guaianolide", "sesquiterpene lactone"]
Substituent Names
["Alcohol", "Aliphatic heteropolycyclic compound", "Alpha,beta-unsaturated carboxylic ester", "Carbonyl group", "Carboxylic acid derivative", "Carboxylic acid ester", "Enoate ester", "Gamma butyrolactone", "Hydrocarbon derivative", "Ketone", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxacycle", "Primary alcohol", "Tetrahydrofuran"]

Spectra from Phytohub

Spectrum TypeInstrument TypeIon ModeCollision Energy LevelViewPeaks
Predicted LC-MS/MSNot AvailablePositivelowView Spectrum(151.0759046,0.2532247276);(171.08099,3.043491783);(173.0602545,0.3728069106);(173.09664,0.8207200694);(175.0759046,0.6256040238);(177.0915547,0.773774272);(179.1072047,0.3187248817);(185.0602545,1.83271378);(187.0759046,1.820489368);(189.0915547,4.086465451);(191.1072047,0.7679153678);(197.09664,1.444612136);(199.1122901,0.8447491295);(201.0551691,0.2433389198);(201.0915547,0.2410713082);(203.0708192,0.3750216673);(205.0864693,0.620320124);(207.1021193,1.649893163);(213.0915547,0.9069014427);(215.0708192,1.132541369);(215.1072047,1.67100952);(217.0864693,0.9056014972);(217.1228548,1.750162456);(219.1021193,1.230255193);(225.0915547,3.990598489);(227.0708192,0.2838752471);(229.0864693,1.328509708);(231.1021193,0.804935544);(243.1021193,33.62675706);(245.0813839,0.623909961);(261.112684,31.61000542)
Predicted LC-MS/MSNot AvailablePositivemedView Spectrum(55.01838972,1.164554949);(80.99765427,1.136816683);(83.01330434,1.282974837);(105.0704253,1.277711549);(109.0289544,1.28289037);(111.0446045,2.010809533);(145.0653399,2.123085462);(147.0446045,1.252065252);(147.08099,2.040027071);(161.0602545,1.282178463);(163.0759046,1.654507926);(171.08099,8.754444633);(173.0602545,3.690097627);(173.09664,3.442603854);(175.0759046,2.913055411);(177.0915547,3.110469714);(179.1072047,1.233687054);(181.1228548,1.541993767);(185.0602545,4.707772959);(187.0759046,4.036884031);(189.0915547,3.363338853);(195.08099,2.837911266);(197.09664,2.297034483);(199.1122901,2.807439532);(213.0915547,1.901689517);(217.1228548,1.921707183);(225.0915547,6.259104864);(229.0864693,1.915060144);(231.1021193,1.36107908);(243.1021193,18.48192523);(261.112684,6.915078702)
Predicted LC-MS/MSNot AvailablePositivehighView Spectrum(41.03912516,4.024075395);(51.0234751,7.04108521);(53.03912516,5.260836006);(55.01838972,2.327192718);(55.05477522,1.55850767);(57.03403978,1.520863463);(67.05477522,3.191881761);(69.07042529,1.886313222);(71.04968984,1.587232616);(77.03912516,8.372316894);(105.0704253,6.588910052);(107.0860754,1.773600586);(119.0496898,4.30087548);(121.0653399,2.788508082);(129.0704253,1.93558939);(133.0653399,1.933212201);(145.0653399,1.985332144);(147.08099,2.865443316);(171.08099,5.308760118);(173.0602545,4.830067044);(173.09664,6.048511556);(185.0602545,1.803189058);(187.0759046,1.64368444);(189.0915547,2.592317189);(197.09664,2.250121901);(199.0759046,1.509023254);(199.1122901,3.451370293);(201.0915547,2.133251912);(225.0915547,3.452876537);(227.0708192,1.850156782);(243.1021193,2.184893711)
Predicted LC-MS/MSNot AvailableNegativelowView Spectrum(17.00273965,0.6166130903);(41.00273965,0.1281614468);(68.99765427,0.1165102577);(95.01330434,0.1339669966);(149.0602545,0.401315724);(151.0759046,0.1518394781);(173.0602545,0.2154817339);(175.0759046,0.1923797384);(181.0653399,0.155658114);(183.08099,0.6110144003);(185.09664,1.417474153);(187.0759046,0.5221331081);(189.0915547,0.5220985976);(195.08099,0.2459351386);(197.09664,1.55722119);(199.0759046,0.1234797754);(203.0708192,0.1983202201);(205.0864693,1.252616278);(211.0759046,1.068845208);(213.0915547,1.036532707);(215.0708192,0.2038039245);(215.1072047,13.67241277);(217.0864693,0.3930360705);(223.0759046,0.0940113399);(227.0708192,0.365315999);(229.0864693,7.856882495);(231.0657338,0.1139193369);(233.0813839,0.1055703768);(241.0864693,12.07758508);(243.0657338,0.6248130904);(259.097034,53.82505216)
Predicted LC-MS/MSNot AvailableNegativemedView Spectrum(17.00273965,1.132565687);(25.00782503,0.3632831499);(27.0234751,0.3582823986);(43.01838972,0.3761517562);(68.99765427,0.4128571314);(95.01330434,0.4257313435);(171.08099,0.3625437494);(173.09664,0.690416035);(175.0759046,1.182923934);(183.08099,1.298042862);(185.09664,6.579825453);(187.0759046,0.8002895301);(189.0915547,1.133885322);(195.08099,0.3440721727);(197.09664,2.376474913);(201.0551691,0.3970902135);(205.0864693,1.106467513);(211.0759046,1.522203376);(213.0551691,1.22304834);(213.0915547,2.461643187);(215.0708192,2.061561132);(215.1072047,14.30162302);(217.0500838,0.3948473057);(217.0864693,2.419951229);(219.0657338,0.3986359397);(227.0708192,1.546984879);(229.0864693,16.03440495);(233.0813839,0.4391793263);(241.0864693,13.22233046);(243.0657338,2.291623911);(259.097034,22.34105978)
Predicted LC-MS/MSNot AvailableNegativehighView Spectrum(41.00273965,3.130106542);(49.00782503,3.338263891);(51.0234751,7.492732209);(65.03912516,1.961576471);(79.05477522,1.512815638);(95.01330434,3.68488727);(109.0289544,1.991350462);(121.0289544,11.5200768);(123.0446045,4.691925485);(129.0704253,3.189354871);(131.0860754,3.295197588);(137.023869,1.740899499);(149.0602545,3.060488819);(153.0340398,1.616240441);(155.0496898,2.86033615);(157.0289544,2.604736116);(157.0653399,5.212501252);(159.08099,7.985477101);(161.0602545,3.520555188);(175.0759046,3.013662043);(181.0653399,2.070053168);(183.08099,1.302249533);(185.09664,7.339286329);(187.0759046,2.018245581);(199.0759046,1.159620712);(213.0915547,1.642160673);(215.1072047,2.222577121);(227.0708192,1.185946829);(229.0864693,1.188745094);(241.0864693,1.237012817);(243.0657338,1.210918306)

Food Sources

NameGroup
ChicoryVegetables, Root vegetables PublicationsShow
LettuceVegetables, Leaf vegetables PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Deoxylactucin (8-) Deoxylactucin (8-)Not AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H16O4260.104858995 Detailed Intervention Studies
Deoxylactucin (8-) 8-Deoxylactucin glucuronideNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC21H24O10436.136946973 Detailed Intervention Studies
Deoxylactucin (8-) 8-Deoxylactucin 15-sulfateNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC15H16O7S340.061674029 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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