Record Information |
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Version | 1.0 |
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Created at | 2022-03-17 21:01:04 UTC |
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Updated at | 2022-03-17 21:01:04 UTC |
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NP-MRD ID | NP0048716 |
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Secondary Accession Numbers | None |
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Natural Product Identification |
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Common Name | (R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside |
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Description | HMBOA-Glc, also known as 2-gmbo, belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. HMBOA-Glc is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, HMBOA-Glc has been detected, but not quantified in, several different foods, such as alcoholic beverages, coffee and coffee products, common wheats, corns, and tea. (R)-2-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one 2-glucoside is found in Zea mays. This could make hmboa-GLC a potential biomarker for the consumption of these foods. |
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Structure | COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1 InChI=1S/C15H19NO9/c1-22-6-2-3-7-8(4-6)23-15(13(21)16-7)25-14-12(20)11(19)10(18)9(5-17)24-14/h2-4,9-12,14-15,17-20H,5H2,1H3,(H,16,21) |
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Synonyms | Value | Source |
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2-Gmbo | HMDB | 2-O-Glucosyl-7-methoxy-1,4(2H)-benzoxazin-3-one | HMDB |
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Chemical Formula | C15H19NO9 |
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Average Mass | 357.3127 Da |
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Monoisotopic Mass | 357.10598 Da |
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IUPAC Name | 7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1,4-benzoxazin-3-one |
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Traditional Name | 7-methoxy-2-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4-dihydro-1,4-benzoxazin-3-one |
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CAS Registry Number | 17622-26-3 |
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SMILES | COC1=CC=C2NC(=O)C(OC3OC(CO)C(O)C(O)C3O)OC2=C1 |
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InChI Identifier | InChI=1S/C15H19NO9/c1-22-6-2-3-7-8(4-6)23-15(13(21)16-7)25-14-12(20)11(19)10(18)9(5-17)24-14/h2-4,9-12,14-15,17-20H,5H2,1H3,(H,16,21) |
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InChI Key | PMBZSEOAOIYRMW-UHFFFAOYSA-N |
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Experimental Spectra |
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| Not Available | Predicted Spectra |
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| Not Available | Chemical Shift Submissions |
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| Not Available | Species |
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Species of Origin | |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. |
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Kingdom | Organic compounds |
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Super Class | Organic oxygen compounds |
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Class | Organooxygen compounds |
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Sub Class | Carbohydrates and carbohydrate conjugates |
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Direct Parent | O-glycosyl compounds |
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Alternative Parents | |
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Substituents | - Hexose monosaccharide
- O-glycosyl compound
- Benzoxazine
- Anisole
- Alkyl aryl ether
- Monosaccharide
- Oxane
- Benzenoid
- Cyclic carboximidic acid
- Secondary alcohol
- Acetal
- Ether
- Oxacycle
- Azacycle
- Organoheterocyclic compound
- Organic 1,3-dipolar compound
- Polyol
- Propargyl-type 1,3-dipolar organic compound
- Organopnictogen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Alcohol
- Primary alcohol
- Organic nitrogen compound
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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Physical Properties |
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State | Not Available |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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