2,4-dihydroxy-1,4-benzoxazine-3(4H)-one glucoside
Showing entry for 2,4-dihydroxy-1,4-benzoxazine-3(4H)-one glucoside
Identification
- PhytoHub ID
- PHUB002303
- Name
- 2,4-dihydroxy-1,4-benzoxazine-3(4H)-one glucoside
- Systematic Name
- 4-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4-benzoxazin-3-one
- Synonyms
- 2,4-Dihydroxy-1,4-benzoxazin-3-one glucoside
- DIBOA glucoside
- DIBOA-beta-D-glucoside
- CAS Number
- Not Available
- Average Mass
- 343.288
- Monoisotopic Mass
- 343.090331131
- Chemical Formula
- C14H17NO9
- IUPAC Name
- 4-hydroxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one
- InChI Key
- OUSLYTBGQGKTME-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C14H17NO9/c16-5-8-9(17)10(18)11(19)13(23-8)24-14-12(20)15(21)6-3-1-2-4-7(6)22-14/h1-4,8-11,13-14,16-19,21H,5H2
- SMILES
OCC1OC(OC2OC3=CC=CC=C3N(O)C2=O)C(O)C(O)C1O
- Structure
Structure for 2,4-dihydroxy-1,4-benzoxazine-3(4H)-one glucoside
Calculated Properties
- Solubility (ALOGPS)
- 3.46e+01 g/l
- LogS (ALOGPS)
- -1.00
- LogP (ALOGPS)
- -1.23
- Hydrogen Acceptors
- 9
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 3
- Polar Surface Area
- 149.15
- Refractivity
- 74.42060000000001
- Polarizability
- 31.659464912326733
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -2.9810849224353024
- pKa (strongest acidic)
- 7.897427291522071
- Number of Rings
- 3
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- N-containing compound metabolites
- Class
- Miscellaneous N-containing compound metabolites
- 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 | Negative | low | View Spectrum | (71.01428,0.004004);(85.03241,0.004004);(90.03571,0.00500501);(91.03397,0.00500501);(94.83685,0.00600601);(118.02756,0.00500501);(118.03414,0.00500501);(124.03915,0.24024024);(125.04474,0.01801802);(126.29462,0.00500501);(126.7924,0.004004);(126.88683,0.004004);(134.02216,0.05905906);(134.03162,0.004004);(135.02322,0.004004);(138.4789,0.004004);(150.01273,0.004004);(150.02022,0.004004);(151.50424,0.004004);(152.03339,0.12612613);(153.03523,0.00800801);(153.04352,0.004004);(162.01981,0.05805806);(172.98184,0.004004);(180.02991,1.0);(180.05202,0.004004);(180.33521,0.004004);(181.03456,0.06906907);(182.02875,0.02102102);(186.23341,0.004004);(199.20203,0.00500501);(200.99915,0.004004);(211.79755,0.00500501);(331.17648,0.00500501);(342.08002,0.23923924);(342.10901,0.00800801) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (71.01428,0.0042503);(85.03241,0.00377804);(90.03571,0.00472255);(91.03397,0.00472255);(94.83685,0.00566706);(118.02756,0.00495868);(118.03414,0.00495868);(124.03915,0.24014168);(125.04474,0.01794569);(126.29462,0.00495868);(126.7924,0.00401417);(126.88683,0.00401417);(134.02216,0.05950413);(134.03162,0.00377804);(135.02322,0.0042503);(138.4789,0.00377804);(150.01273,0.00401417);(150.02022,0.00377804);(151.50424,0.00377804);(152.03339,0.12632822);(153.03523,0.00802834);(153.04352,0.00448642);(162.01981,0.05785124);(172.98184,0.00377804);(180.02991,1.0);(180.05202,0.00377804);(180.33521,0.00401417);(181.03456,0.06894923);(182.02875,0.02054309);(186.23341,0.00377804);(199.20203,0.00472255);(200.99915,0.0042503);(211.79755,0.00472255);(331.17648,0.00543093);(342.08002,0.23919717);(342.10901,0.00755608) | |
| LC-MS/MS | LC-ESI-QTOF | Negative | low | View Spectrum | (124.039,0.24);(125.045,0.018);(134.022,0.06);(152.033,0.126);(162.02,0.058);(180.03,1.0);(181.035,0.069);(182.029,0.021);(342.08,0.239) |
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 |
|---|
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|