Chemical substance record

DIBOA

17359-54-5C₈H₇NO₄181.147 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A lactol that consists of 1,4-benzoxazine bearing two hydroxy substituents at positions 2 and 4 as well as a keto group at position 3. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	17359-54-5	ChEBI ↗
Molecular formula	C₈H₇NO₄	ChEBI ↗
Molar mass	181.147 g/mol	ChEBI ↗
Monoisotopic mass	181.03751 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:63558	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	181.15 g/mol	PubChem ↗
Exact mass	181.03750770 Da	PubChem ↗
Computed XLogP	0	PubChem ↗
Topological polar surface area (Å²)	70	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	4	PubChem ↗
Rotatable bonds	0	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

DIBOA

IUPAC name

2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one

InChIKey

COVOPZQGJGUPEY-UHFFFAOYSA-N

SMILES

O=C1C(O)Oc2ccccc2N1O

InChI

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

Names & synonyms

2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

cyclic hydroxamic acidChEBI parent class · 23445 ↗lactolChEBI parent class · 38131 ↗benzoxazineChEBI parent class · 46969 ↗

alcohol organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

herbicidephytotoxinallelochemicalplant metabolite

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00552038 mol

Uses 181.147 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 8 atoms

53.04%

O

Oxygen · 4 atoms

35.33%

N

Nitrogen · 1 atom

7.73%

H

Hydrogen · 7 atoms

3.90%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Cytochrome P450 monooxygenases of DIBOA biosynthesis: specificity and conservation among grasses. ↗Phytochemistry · 1999 Mar · PMID 10385992

Benzoxazinoids-cyclic hydroxamic acids, lactams and their corresponding glucosides in the genus Aphelandra (Acanthaceae). ↗Phytochemistry · 2000 Jan · PMID 10680174

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:63558

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 28495 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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