PhytoHub: Showing entry for Tectochrysin

Tectochrysin

Identification

PhytoHub ID

PHUB001880

Name

Tectochrysin

Systematic Name

Not Available

Synonyms

5-hydroxy-7-methoxyflavone

CAS Number

520-28-5

Average Mass

268.268

Monoisotopic Mass

268.073558866

Chemical Formula

C₁₆H₁₂O₄

IUPAC Name

5-hydroxy-7-methoxy-2-phenyl-4H-chromen-4-one

InChI Key

IRZVHDLBAYNPCT-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C16H12O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-9,17H,1H3

SMILES

COC1=CC2=C(C(O)=C1)C(=O)C=C(O2)C1=CC=CC=C1

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 5.22e-02 g/l
LogS (ALOGPS): -3.71
LogP (ALOGPS): 3.71
Hydrogen Acceptors: 4
Hydrogen Donors: 1
Rotatable Bond Count: 2
Polar Surface Area: 55.760000000000005
Refractivity: 75.41530000000003
Polarizability: 27.813373607713622
Formal Charge: 0
Physiological Charge: -1
pKa (strongest basic): -4.745726102201756
pKa (strongest acidic): 7.3657161979522305
Number of Rings: 3
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

ChEBI: 9426
PeakForestCompound: 000925

Taxonomy as Food Phytochemical

Family: Polyphenols
Class: Flavonoids
Sub-class: Flavones

Classyfire Taxonomy

Kingdom Name: Organic compounds
Class: Flavonoids
Super-class: Phenylpropanoids and polyketides
Sub-class: O-methylated flavonoids
Direct Parent Name: 7-O-methylated flavonoids
Alternative Parent Names: ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "5-hydroxyflavonoids", "Alkyl aryl ethers", "Anisoles", "Benzene and substituted derivatives", "Chromones", "Flavones", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Organic oxides", "Oxacyclic compounds", "Pyranones and derivatives", "Vinylogous acids"]
External Descriptor Annotations: ["Flavones and Flavonols", "flavones", "monohydroxyflavone", "monomethoxyflavone"]
Substituent Names: ["1-benzopyran", "1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "5-hydroxyflavonoid", "7-methoxyflavonoid-skeleton", "Alkyl aryl ether", "Anisole", "Aromatic heteropolycyclic compound", "Benzenoid", "Benzopyran", "Chromone", "Ether", "Flavone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyflavonoid", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organoheterocyclic compound", "Organooxygen compound", "Oxacycle", "Pyran", "Pyranone", "Vinylogous 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	(78.04639902,1.217444064);(101.0385744,1.364548015);(102.046399,3.125197049);(103.0542236,2.50528047);(105.0698728,1.015243114);(122.0362272,2.047085377);(123.0440518,0.961031416);(128.0256639,1.085526817);(129.0334885,0.9184152095);(130.0413131,1.170622355);(131.0491377,1.143553921);(138.0311413,1.040347698);(139.0389659,0.9934409173);(148.0154921,2.444978198);(149.0233167,1.20607821);(164.0467905,2.991130951);(165.0546151,0.9690898853);(166.0260554,1.170451344);(167.03388,0.9151527034);(184.0518764,1.811357676);(186.0675256,0.9684958957);(238.0624397,1.912898309);(240.0417046,1.054122151);(240.0780889,4.985922838);(250.0624397,2.169893551);(251.0702643,2.462179331);(252.0417046,0.9238299304);(253.0495292,1.652219114);(267.0651784,1.404351261);(268.073003,6.323568726);(269.0763944,1.153435065)
LC-MS/MS	ESI-TOF	Negative	Not Available	View Spectrum	(109.0299,195.0);(121.03,106.0);(123.0454,362.0);(125.0247,583.0);(135.0452,885.0);(136.0497,71.0);(137.0244,137.0);(137.0605,216.0);(151.0035,86.0);(165.0557,84.0);(167.0355,999.0);(179.0348,181.0);(193.0149,78.0);(209.0461,252.0)
LC-MS/MS	ESI-TOF	Negative	Not Available	View Spectrum	(109.0299,195.0);(121.03,106.0);(123.0454,362.0);(125.0247,583.0);(135.0452,885.0);(136.0497,71.0);(137.0244,137.0);(137.0605,216.0);(151.0035,86.0);(165.0557,84.0);(167.0355,999.0);(179.0348,181.0);(193.0149,78.0);(209.0461,252.0)
LC-MS/MS	ESI-TOF	Negative	Not Available	View Spectrum	(109.0299,195.0);(121.03,106.0);(123.0454,362.0);(125.0247,583.0);(135.0452,885.0);(136.0497,71.0);(137.0244,137.0);(137.0605,216.0);(151.0035,86.0);(165.0557,84.0);(167.0355,999.0);(179.0348,181.0);(193.0149,78.0);(209.0461,252.0)
LC-MS/MS	ESI-TOF	Negative	Not Available	View Spectrum	(112.9854,42.0);(242.9427,43.0);(248.9598,51.0);(267.0658,525.0);(268.0685,76.0);(335.0536,131.0);(541.1471,36.0);(557.1207,999.0);(558.1236,286.0);(559.1265,50.0);(680.0669,50.0);(841.1625,44.0);(847.1804,129.0);(848.1848,65.0)
LC-MS/MS	ESI-TOF	Negative	Not Available	View Spectrum	(224.048,27.0);(252.0433,51.0);(267.0674,999.0);(268.0703,138.0);(269.0727,16.0);(335.0543,63.0);(336.0574,11.0);(389.103,13.0);(541.1469,31.0);(542.1503,11.0);(556.002,30.0);(557.1221,490.0);(558.1251,143.0);(559.1284,27.0);(625.11,18.0);(841.1607,19.0);(847.1786,75.0);(848.1808,36.0);(1131.2216,16.0);(1132.2262,11.0)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(252.0408,0.05305305);(267.0659,1.0);(268.0684,0.10810811);(269.0648,0.07207207)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(122.0006,0.0960961);(180.0585,0.2032032);(223.0421,0.21321321);(224.047,1.0);(225.0506,0.21221221);(252.0367,0.1951952);(252.0509,0.14414414)
LC-MS/MS	LC-ESI-QTOF	Negative	medium	View Spectrum	(165.0194,0.1021021);(223.7428,0.07007007);(224.0472,0.69069069);(225.0511,0.05005005);(226.049,0.07807808);(252.0406,0.55155155);(253.0434,0.09309309);(267.0638,1.0);(268.0685,0.16216216)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(104.9883,0.1011011);(104.995,0.06606607);(167.0361,0.07007007);(226.0714,0.08208208);(254.0553,0.0970971);(254.0669,0.05105105);(269.0783,1.0)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	low	View Spectrum	(252.041,0.053);(267.066,1.0);(268.068,0.108);(269.065,0.072)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	medium	View Spectrum	(122.001,0.096);(180.058,0.203);(223.042,0.213);(224.047,1.0);(225.051,0.212);(252.037,0.195);(252.051,0.144)
LC-MS/MS	LC-ESI-UNKNOWN	Negative	medium	View Spectrum	(165.019,0.102);(223.743,0.07);(224.047,0.691);(225.051,0.05);(226.049,0.078);(252.041,0.552);(253.043,0.093);(267.064,1.0);(268.068,0.162)
LC-MS/MS	LC-ESI-QTOF	Positive	medium	View Spectrum	(104.988,0.101);(104.995,0.066);(167.036,0.07);(226.071,0.082);(254.055,0.097);(254.067,0.052);(269.078,1.0)
Predicted LC-MS/MS	Not Available	Positive	low	View Spectrum	(27.0234751,0.0005415514);(43.01838972,0.0106012089);(51.0234751,0.0906204667);(53.03912516,0.0485637665);(57.03403978,0.1049271787);(67.01838972,0.0000415873);(77.03912516,0.000128583);(81.03403978,0.0000687761);(99.04460446,0.0001132493);(103.0547752,0.2042371242);(123.0446045,0.0002312092);(125.023869,0.0004844423);(129.0340398,0.0217635236);(137.023869,0.0026652302);(141.0551691,0.0083011387);(147.0446045,0.0000586004);(167.0344337,0.7030787321);(171.0446045,0.0000402613);(193.0500838,0.0001164736);(197.0602545,0.0028612764);(209.0602545,0.0001039243);(211.0395191,0.0006293676);(213.0551691,0.0438293781);(217.0500838,0.036557707);(219.0657338,0.0226304257);(225.0551691,0.0012558408);(227.0708192,0.1561564202);(239.0708192,1.389056096);(241.0500838,0.0318694006);(243.0657338,0.1243733223);(269.0813839,96.99409374)
Predicted LC-MS/MS	Not Available	Positive	med	View Spectrum	(43.01838972,0.1730188047);(51.0234751,1.431735343);(53.03912516,0.5106717183);(57.03403978,0.0641219662);(67.01838972,0.003294235);(75.0234751,0.0012509847);(77.03912516,0.0027108504);(99.04460446,0.0020560337);(103.0547752,0.4467363286);(123.0446045,0.0012423061);(125.023869,0.0115014591);(129.0340398,0.3704688413);(137.023869,0.0079336628);(141.0551691,0.0204997482);(147.0446045,0.0015291674);(167.0344337,1.245124252);(171.0446045,0.0045692604);(193.0500838,0.0015987778);(195.0446045,0.0043076192);(197.0602545,0.0054993597);(209.0602545,0.0022779689);(211.0395191,0.0152861194);(213.0551691,0.8640900474);(217.0500838,0.541185817);(219.0657338,0.153866141);(225.0551691,0.0294772309);(227.0708192,0.4487228265);(239.0708192,1.535608611);(241.0500838,0.4315730514);(243.0657338,1.154158631);(269.0813839,90.51388284)
Predicted LC-MS/MS	Not Available	Positive	high	View Spectrum	(43.01838972,1.445818391);(51.0234751,9.544025522);(53.03912516,4.087758139);(57.03403978,2.262963229);(67.01838972,0.8885845852);(75.0234751,0.6211477214);(77.03912516,1.633876112);(81.03403978,0.7884783437);(99.04460446,3.497002818);(103.0547752,12.23276481);(105.0340398,0.6423745295);(123.0446045,0.9176747009);(125.023869,3.115137987);(129.0340398,6.168053426);(137.023869,5.659063249);(141.0551691,1.044785467);(145.0653399,0.8064375097);(147.0446045,0.4579048968);(167.0344337,11.89446541);(171.0446045,0.8347042821);(197.0602545,3.636692787);(211.0395191,0.6423935378);(213.0551691,3.175698523);(217.0500838,0.6345943866);(219.0657338,0.4369338085);(225.0551691,0.6749423232);(227.0708192,1.963703986);(239.0708192,11.16405406);(241.0500838,0.5269978219);(243.0657338,1.933097494);(269.0813839,6.667870154)
Predicted LC-MS/MS	Not Available	Negative	low	View Spectrum	(25.00782503,0.0002768771);(29.00273965,0.0182632936);(41.00273965,0.0422310658);(49.00782503,0.0027129162);(51.0234751,0.0109527862);(55.01838972,0.0921196757);(65.00273965,0.0001010866);(75.0234751,0.0001075394);(97.0289544,0.0013293286);(101.0391252,0.2714909015);(109.0289544,0.0003721527);(121.0289544,0.0010183417);(123.008219,0.0000884666);(127.0183897,0.0210382587);(135.008219,0.0026994351);(139.0395191,0.2001203332);(165.0187836,0.6454622604);(169.0289544,0.0001100092);(185.023869,0.0000723006);(195.0446045,0.0005537567);(201.0187836,0.0006949428);(209.023869,0.0001986466);(211.0395191,0.0333600237);(215.0344337,0.0260572811);(217.0500838,0.0099386448);(225.0187836,0.0002174547);(225.0551691,0.0303607463);(237.0551691,1.095970193);(239.0344337,0.0127855288);(241.0500838,0.1752905937);(267.0657338,97.30400516)
Predicted LC-MS/MS	Not Available	Negative	med	View Spectrum	(25.00782503,0.0037010516);(29.00273965,0.0659089877);(41.00273965,0.4630050409);(49.00782503,0.0537533775);(51.0234751,0.1751793414);(55.01838972,0.6135513331);(65.00273965,0.005805793);(97.0289544,0.0554845926);(101.0391252,0.7216306211);(107.0133043,0.0045240288);(109.0289544,0.0074893089);(121.0289544,0.0415420284);(123.008219,0.0061693635);(127.0183897,0.653957833);(135.008219,0.0226638599);(139.0395191,1.643361223);(143.0496898,0.0059220517);(165.0187836,1.694742188);(169.0289544,0.0045002109);(195.0446045,0.0330344538);(201.0187836,0.003676956);(209.023869,0.0043967161);(211.0395191,0.9331028925);(215.0344337,0.065660701);(217.0500838,0.0133003382);(225.0187836,0.0090852603);(225.0551691,0.7642718641);(237.0551691,4.179384215);(239.0344337,0.202941359);(241.0500838,0.4580443899);(267.0657338,87.09020862)
Predicted LC-MS/MS	Not Available	Negative	high	View Spectrum	(41.00273965,3.948445175);(49.00782503,0.7085470784);(51.0234751,1.19951602);(55.01838972,2.360504855);(65.00273965,2.452234975);(75.0234751,0.5973507518);(79.01838972,1.425863375);(97.0289544,5.043034962);(101.0391252,17.45992599);(103.0183897,0.4249266213);(107.0133043,0.9025452437);(109.0289544,0.5296673524);(121.0289544,3.18034366);(123.008219,1.953452591);(127.0183897,3.253499561);(135.008219,2.955018827);(139.0395191,3.939303565);(143.0496898,1.458921671);(157.0289544,0.3477774677);(165.0187836,6.518650658);(169.0289544,0.6977328863);(195.0446045,3.86517951);(207.0446045,0.3946082601);(211.0395191,4.680217268);(215.0344337,0.8714422636);(225.0187836,0.4649578725);(225.0551691,6.084667094);(237.0551691,12.30219314);(239.0344337,0.5984428255);(241.0500838,1.255219);(267.0657338,8.125809481)

Food Sources

	Name	Group
	Tart cherry	Fruit, Drupes	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
	Tectochrysin		Tectochrysin	rat	plasma	unchanged	<1h	20-50 nmol/L	No data	C₁₆H₁₂O₄	268.073558866		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for Tectochrysin