PhytoHub: Showing entry for 2,4-Dihydroxy-1,4-benzoxazin-3-one

2,4-Dihydroxy-1,4-benzoxazin-3-one

Identification

PhytoHub ID

PHUB002293

Name

2,4-Dihydroxy-1,4-benzoxazin-3-one

Systematic Name

2,4-dihydroxy-1,4-benzoxazin-3-one

Synonyms

2,4-Dihydroxy-2H-1,4-benzoxazin-3(4H)-one; DIBOA
DIBOA

CAS Number

17359-54-5

Average Mass

181.147

Monoisotopic Mass

181.037507709

Chemical Formula

C₈H₇NO₄

IUPAC Name

2,4-dihydroxy-3,4-dihydro-2H-1,4-benzoxazin-3-one

InChI Key

COVOPZQGJGUPEY-UHFFFAOYSA-N

InChI Identifier

InChI=1S/C8H7NO4/c10-7-8(11)13-6-4-2-1-3-5(6)9(7)12/h1-4,8,11-12H

SMILES

OC1OC2=CC=CC=C2N(O)C1=O

Structure

Similar Structures

Calculated Properties

Solubility (ALOGPS): 1.16e+02 g/l
LogS (ALOGPS): -0.19
LogP (ALOGPS): -0.08
Hydrogen Acceptors: 4
Hydrogen Donors: 2
Rotatable Bond Count: 0
Polar Surface Area: 70.00000000000001
Refractivity: 42.007299999999994
Polarizability: 16.181796018539107
Formal Charge: 0
Physiological Charge: 0
pKa (strongest basic): -4.9799263703913255
pKa (strongest acidic): 7.894716991699707
Number of Rings: 2
Rule of Five: Yes
Bioavailability: Yes
Ghose Filter: Yes
Veber's Rule: No
MDDR-like Rule: No

External Links

No external links

Taxonomy as Food Phytochemical

Family: N-containing compounds
Class: Miscellaneous N-containing compounds
Sub-class: Not Available

Taxonomy as Metabolite

Metabolite Family: N-containing compound metabolites
Metabolite Class: Miscellaneous N-containing compound metabolites
Metabolite Sub-class: Hydroxamic acid metabolites

Taxonomy of its Food Phytochemical Precursor(s)

Food Phytochemical	Family	Class	Sub-class
2,4-Dihydroxy-1,4-benzoxazin-3-one	N-containing compounds	Miscellaneous N-containing compounds	Not Available	Show Food Phytochemical

Spectra from Phytohub

Spectrum Type	Instrument Type	Ion Mode	Collision Energy Level	View	Peaks

LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(66.03468,0.01201201);(80.04352,0.01001001);(80.05108,0.05105105);(90.03119,0.01001001);(91.05372,0.01801802);(92.05809,0.02302302);(95.0509,0.01301301);(98.96633,0.01801802);(108.01668,0.01501502);(108.03236,0.01401401);(108.04526,0.24324324);(109.0391,0.03903904);(109.0477,0.01001001);(110.26035,0.01001001);(118.0294,0.01001001);(119.04997,0.04204204);(120.12858,0.01001001);(123.04288,0.05205205);(136.04082,1.0);(136.07175,0.07807808);(136.08011,0.04604605);(136.27248,0.01301301);(137.04256,0.0960961);(137.07932,0.02602603);(137.16972,0.01001001);(138.05014,0.01101101);(141.96292,0.01101101);(146.93143,0.01101101);(147.0432,0.01001001);(148.05226,0.01001001);(154.04997,0.01601602);(154.05789,0.02102102);(164.03474,0.82282282);(164.06836,0.02502503);(165.03545,0.02102102);(165.05202,0.04804805);(165.05893,0.04104104);(165.07343,0.01401401);(166.04617,0.01501502);(166.08469,0.01001001);(166.99312,0.01001001);(179.82164,0.01501502);(182.04665,0.56756757);(182.08066,0.02402402)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(69.03732,0.03103103);(118.06369,0.03303303);(136.03949,1.0);(137.03883,0.1001001);(139.0007,0.04204204);(180.03006,0.04404404)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(69.03732,0.03071017);(118.06369,0.03262956);(136.03949,1.0);(137.03883,0.09980806);(139.0007,0.04222649);(180.03006,0.04414587)
LC-MS/MS	LC-ESI-QTOF	Negative	low	View Spectrum	(69.037,0.031);(118.064,0.033);(136.039,1.0);(137.039,0.1);(139.001,0.042);(180.03,0.044)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(66.03468,0.0119403);(80.04352,0.00955224);(80.05108,0.05074627);(90.03119,0.01014925);(91.05372,0.01850746);(92.05809,0.02328358);(95.0509,0.01253731);(98.96633,0.01791045);(108.01668,0.01492537);(108.03236,0.01373134);(108.04526,0.24298507);(109.0391,0.03940299);(109.0477,0.01014925);(110.26035,0.01014925);(118.0294,0.00955224);(119.04997,0.04238806);(120.12858,0.00955224);(123.04288,0.0519403);(136.04082,1.0);(136.07175,0.07761194);(136.08011,0.04597015);(136.27248,0.01313433);(137.04256,0.0961194);(137.07932,0.02626866);(137.16972,0.00955224);(138.05014,0.01074627);(141.96292,0.01074627);(146.93143,0.01134328);(147.0432,0.00955224);(148.05226,0.00955224);(154.04997,0.01552239);(154.05789,0.02089552);(164.03474,0.82268657);(164.06836,0.02507463);(165.03545,0.02149254);(165.05202,0.04776119);(165.05893,0.04119403);(165.07343,0.01432836);(166.04617,0.01492537);(166.08469,0.00955224);(166.99312,0.00955224);(179.82164,0.01492537);(182.04665,0.56716418);(182.08066,0.0238806)
LC-MS/MS	LC-ESI-QTOF	Positive	low	View Spectrum	(66.035,0.012);(80.044,0.01);(80.051,0.051);(90.031,0.01);(91.054,0.019);(92.058,0.023);(95.051,0.013);(98.966,0.018);(108.017,0.015);(108.032,0.014);(108.045,0.243);(109.039,0.039);(109.048,0.01);(110.26,0.01);(118.029,0.01);(119.05,0.042);(120.129,0.01);(123.043,0.052);(136.041,1.0);(136.072,0.078);(136.08,0.046);(136.272,0.013);(137.043,0.096);(137.079,0.026);(137.17,0.01);(138.05,0.011);(141.963,0.011);(146.931,0.011);(147.043,0.01);(148.052,0.01);(154.05,0.016);(154.058,0.021);(164.035,0.823);(164.068,0.025);(165.035,0.021);(165.052,0.048);(165.059,0.041);(165.073,0.014);(166.046,0.015);(166.085,0.01);(166.993,0.01);(179.822,0.015);(182.047,0.567);(182.081,0.024)

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

No food source information available of its precursor(s)

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
2,4-Dihydroxy-1,4-benzoxazin-3-one	2,4-Dihydroxy-1,4-benzoxazin-3-one	human	urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₈H₇NO₄	181.037507709	Publications
2,4-Dihydroxy-1,4-benzoxazin-3-one	2,4-dihydroxy-1,4-benzoxazine-3(4H)-one glucuronide	human	plasma, urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available			Publications
2,4-Dihydroxy-1,4-benzoxazin-3-one	2,4-dihydroxy-1,4-benzoxazine-3(4H)-one sulfate	human	plasma, urine	host-gut microbiota co-metabolite	Not Available	Not Available	Not Available	C₈H₇NO₇S		Publications

Inter-Individual Variations in Metabolism

	Food Phytochemical		Metabolite	Effect	Value

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Showing entry for 2,4-Dihydroxy-1,4-benzoxazin-3-one