PhytoHub: Showing entry for Crocetin

Crocetin

Identification

PhytoHub ID

PHUB000353

Name

Crocetin

Systematic Name

8,8'-Diapocarotene-8,8'-dioic acid

Synonyms

alpha-Crocetin
α-Crocetin

CAS Number

27876-94-4

Average Mass

328.408

Monoisotopic Mass

328.167459253

Chemical Formula

C₂₀H₂₄O₄

IUPAC Name

(2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioic acid

InChI Key

PANKHBYNKQNAHN-MQQNZMFNSA-N

InChI Identifier

InChI=1S/C20H24O4/c1-15(11-7-13-17(3)19(21)22)9-5-6-10-16(2)12-8-14-18(4)20(23)24/h5-14H,1-4H3,(H,21,22)(H,23,24)/b6-5+,11-7+,12-8+,15-9+,16-10+,17-13+,18-14+

SMILES

C\C(\C=C\C=C(/C)C(O)=O)=C/C=C/C=C(\C)/C=C/C=C(\C)C(O)=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.58e-03 g/l
LogS (ALOGPS): -4.77
LogP (ALOGPS): 4.54
Hydrogen Acceptors: 4
Hydrogen Donors: 2
Rotatable Bond Count: 8
Polar Surface Area: 74.6
Refractivity: 103.7968
Polarizability: 38.050432701491324
Formal Charge: 0
Physiological Charge: -2
pKa (strongest basic): Not Available
pKa (strongest acidic): 4.405565118834184
Number of Rings: 0
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 3918
PubChem: 5281232
KNApSAcK: C00003768
MetaboLights: MTBLC3918
PeakForestCompound: 000305
Carotenoids DB: CA00889

Taxonomy as Food Phytochemical

Family: Terpenoids
Class: Carotenoids
Sub-class: Not Available

Taxonomy as Metabolite

Metabolite Family: Terpenoid metabolites
Metabolite Class: Carotenoid metabolites
Metabolite Sub-class: Not Available

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
Crocetin	Terpenoids	Carotenoids	Not Available	Show Food Phytochemical

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Prenol lipids
Super-class: Lipids and lipid-like molecules
Sub-class: Diterpenoids
Direct Parent Name: Acyclic diterpenoids
Alternative Parent Names: ["Carbonyl compounds", "Carboxylic acids", "Dicarboxylic acids and derivatives", "Hydrocarbon derivatives", "Long-chain fatty acids", "Methyl-branched fatty acids", "Organic oxides", "Unsaturated fatty acids"]
External Descriptor Annotations: ["Acyclic diterpenoids", "carotenoic acid", "dicarboxylic acid", "diterpenoid"]
Substituent Names: ["Acyclic diterpenoid", "Aliphatic acyclic compound", "Branched fatty acid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Dicarboxylic acid or derivatives", "Fatty acid", "Fatty acyl", "Hydrocarbon derivative", "Long-chain fatty acid", "Methyl-branched fatty acid", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Unsaturated fatty acid"]

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

Predicted GC-MS	GC-MS	Positive	Not Available	View Spectrum	(44.99710422,1.66647354);(97.02840262,1.960048722);(99.04405182,1.811101606);(111.0440518,1.957691045);(137.059701,2.258057663);(139.0753502,2.873254911);(163.0753502,2.097302264);(165.0909994,1.990582638);(189.0909994,2.366071628);(191.1066486,3.377725139);(215.1066486,2.315802922);(217.1222978,3.224063959);(229.1222978,1.807214568);(231.137947,1.883661941);(237.163768,3.092371884);(239.1794172,2.394834784);(255.137947,2.486179584);(257.1535962,1.895987516);(281.1535962,4.089861093);(282.1614208,9.367697624);(283.1648237,2.030305308);(283.1692454,5.389121768);(284.17707,4.93199347);(310.1563349,4.163200565);(311.1641595,7.636833466);(312.1355998,2.351535187);(312.1675633,1.744661802);(313.1434244,9.213074205);(314.1468281,2.002318905);(327.1590736,2.057806377);(328.1668982,3.563163916)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(71.01330434,1.285553942);(73.0289544,2.304970559);(97.0289544,2.099691148);(99.04460446,1.460597081);(135.0446045,1.136092656);(137.0602545,1.895880538);(139.0759046,1.453975328);(151.0759046,1.268124779);(163.0759046,0.7493288416);(177.0915547,1.147438516);(187.0759046,0.6969022232);(189.0915547,1.218248908);(191.1072047,1.315122135);(217.1228548,0.7780351202);(227.1072047,1.41457114);(229.1228548,2.427618074);(231.1385048,1.121079521);(233.1541549,0.6730654787);(237.1643257,2.735243654);(243.1385048,1.02081664);(253.1228548,1.814999557);(255.1385048,2.215339972);(257.1541549,1.149247824);(265.1592403,1.702474347);(267.1748904,1.046668639);(281.1541549,2.115966074);(283.169805,11.51926534);(285.185455,1.653051806);(293.1541549,1.942979985);(311.1647196,9.76821589);(329.1752843,36.86943429)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(53.03912516,2.239808549);(65.03912516,2.206787193);(97.0289544,3.527993393);(105.0704253,2.838208145);(131.0860754,2.051029956);(135.0446045,3.434884865);(137.0602545,2.079872584);(151.0759046,3.402871644);(177.0915547,2.413300109);(183.1173755,2.426985609);(185.1330255,2.227285596);(187.0759046,2.259073543);(197.1330255,1.999884115);(207.1173755,2.414349814);(211.1486756,4.380804258);(227.1072047,4.408017659);(229.1228548,3.024154322);(231.1385048,1.924530379);(237.1279402,2.227048298);(237.1643257,5.915145312);(239.1435902,2.355906911);(243.1385048,1.888131725);(253.1228548,2.957878258);(255.1385048,6.558281726);(257.1541549,2.854262729);(259.169805,1.988038536);(265.1592403,2.451931928);(267.1748904,2.390020971);(283.169805,8.226181662);(311.1647196,4.720014652);(329.1752843,6.207315558)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(27.0234751,1.686501702);(51.0234751,1.990942848);(53.03912516,4.700697736);(65.03912516,3.272690595);(91.05477522,4.111667501);(93.07042529,4.665622731);(97.0289544,0.8062244743);(105.0704253,5.152672391);(119.0860754,2.487179686);(131.0860754,7.309910767);(137.0602545,1.944506299);(145.1017254,0.9773467753);(151.0759046,1.078203136);(171.1173755,8.110948296);(177.0915547,0.8160658191);(183.1173755,3.240372171);(185.1330255,4.403290896);(187.0759046,0.8644278671);(191.1072047,1.140063182);(197.1330255,6.74548846);(207.1173755,0.8605263151);(209.1330255,2.376250273);(211.1486756,3.682630785);(213.0915547,1.747452973);(219.1385048,0.8314922373);(235.1486756,0.817366995);(237.1643257,18.61880227);(239.1072047,2.09631576);(239.1435902,0.8603523663);(239.1799757,1.471812036);(313.1439842,1.132174661)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(44.99765427,0.1099691524);(55.01838972,0.1796261062);(68.99765427,0.3736904814);(71.01330434,1.181869375);(73.0289544,0.749572812);(75.04460446,0.2545745085);(97.0289544,0.1056392287);(99.04460446,0.2120868559);(135.0446045,0.1052261968);(137.0602545,0.2494112864);(139.0759046,0.2407514315);(163.0759046,0.1384051684);(165.0915547,0.2167976193);(189.0915547,0.1157907967);(191.1072047,0.1066208399);(217.1228548,0.1188259814);(229.1228548,0.1327229539);(231.1385048,0.2557737049);(235.1486756,0.1581745001);(237.1643257,0.3310604987);(239.1799757,0.4419160846);(253.1228548,0.215425829);(255.1385048,0.5136364925);(257.1541549,0.3770415112);(265.1592403,0.218330941);(267.1385048,0.3707759664);(281.1541549,0.4634005978);(283.169805,9.752614331);(309.1490695,1.654222396);(311.1283341,0.4935242877);(327.1596342,80.16252206)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(44.99765427,0.3274620691);(55.01838972,0.7197539878);(68.99765427,1.3422007);(71.01330434,3.026960813);(73.0289544,1.932930236);(85.0289544,0.3543592868);(95.01330434,0.2377455227);(97.0289544,0.3707039853);(99.04460446,0.5582077301);(137.0602545,0.2267006582);(139.0759046,0.3858780785);(151.0759046,0.2344544876);(163.0759046,0.2770686088);(165.0915547,0.4246352093);(211.1486756,0.8493485113);(229.1228548,0.4470923307);(231.1385048,0.5770289966);(235.1486756,1.827672764);(237.1643257,4.586518067);(239.1799757,6.797056712);(253.1228548,0.5270478384);(255.1385048,3.077774395);(257.1541549,1.088520505);(265.1592403,1.040830676);(267.1385048,3.141391128);(279.1385048,0.9279411508);(281.1541549,2.665824647);(283.169805,23.20821423);(309.1490695,1.442093478);(311.1283341,1.698864008);(327.1596342,35.67771919)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(44.99765427,9.826334613);(53.00273965,3.141366044);(53.03912516,1.031708615);(55.01838972,5.472497295);(68.99765427,3.344641656);(71.01330434,4.304013878);(73.0289544,3.787032658);(85.0289544,2.183660929);(93.07042529,1.640347879);(105.0704253,1.673119383);(107.0860754,1.033038807);(173.1330255,1.028243934);(185.1330255,2.249602846);(211.1486756,4.123632066);(227.1072047,1.329514044);(229.1228548,1.704173601);(231.1385048,1.490079508);(235.1486756,2.600040036);(237.1643257,7.73253161);(239.1799757,9.547255378);(241.1228548,1.092865746);(255.1385048,1.917058769);(257.1541549,1.168317861);(265.1592403,1.553974258);(267.1385048,9.687085148);(279.1385048,1.940283768);(281.1541549,2.28453809);(283.169805,5.304195678);(293.1177694,1.517391376);(311.1283341,2.786965191);(327.1596342,1.504489333)

Food Sources

	Name	Group
	Saffron	Herbs and Spices	Publications	Show

Food Sources of its Food Phytochemical(s)

	Food Phytochemical	Food Source	Food Source Group
	Crocetin	Saffron	Herbs and Spices	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
	Crocetin		Crocetin	human	plasma	unchanged	3h-5h	0.5-2µmol/L	Not Available	C₂₀H₂₄O₄	328.167459253	Detailed Intervention Studies

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

Back

Showing entry for Crocetin