2,3-dihydroxybenzoic acid (CHEBI:18026)

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CHEBI:18026 - 2,3-dihydroxybenzoic acid

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ChEBI Name	2,3-dihydroxybenzoic acid

ChEBI ID	CHEBI:18026

Definition	A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:41901, CHEBI:885, CHEBI:19320

Supplier Information	No supplier information found for this compound.

Download	Molfile XML SDF

more structures >>

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Marvin 02240915563D

17 17 0 0 0 0 999 V2000

1.8678 1.0087 0.0195 C 0 0 0 0 0 0 0 0 0 0 0 0

2.3359 2.3481 -0.1512 C 0 0 0 0 0 0 0 0 0 0 0 0

1.4359 3.4392 -0.1253 C 0 0 0 0 0 0 0 0 0 0 0 0

0.0615 3.2180 0.0699 C 0 0 0 0 0 0 0 0 0 0 0 0

-0.4200 1.9129 0.2396 C 0 0 0 0 0 0 0 0 0 0 0 0

0.4695 0.8247 0.2148 C 0 0 0 0 0 0 0 0 0 0 0 0

2.7236 -0.1067 0.0013 C 0 0 0 0 0 0 0 0 0 0 0 0

3.9364 -0.0160 -0.1624 O 0 0 0 0 0 0 0 0 0 0 0 0

2.3169 -1.2517 0.1481 O 0 0 0 0 0 0 0 0 0 0 0 0

3.5533 2.6404 -0.3321 O 0 0 0 0 0 0 0 0 0 0 0 0

1.8510 4.6199 -0.2761 O 0 0 0 0 0 0 0 0 0 0 0 0

-0.5923 4.0042 0.0893 H 0 0 0 0 0 0 0 0 0 0 0 0

-1.4200 1.7556 0.3813 H 0 0 0 0 0 0 0 0 0 0 0 0

0.0724 -0.1112 0.3431 H 0 0 0 0 0 0 0 0 0 0 0 0

4.4546 -0.7291 -0.1703 H 0 0 0 0 0 0 0 0 0 0 0 0

4.1866 2.0334 -0.3636 H 0 0 0 0 0 0 0 0 0 0 0 0

1.2945 5.3014 -0.2607 H 0 0 0 0 0 0 0 0 0 0 0 0

8 7 1 0 0 0 0

1 7 1 0 0 0 0

9 7 2 0 0 0 0

2 1 4 0 0 0 0

6 1 4 0 0 0 0

3 2 4 0 0 0 0

10 2 1 0 0 0 0

5 6 4 0 0 0 0

4 3 4 0 0 0 0

11 3 1 0 0 0 0

4 5 4 0 0 0 0

4 12 1 0 0 0 0

5 13 1 0 0 0 0

6 14 1 0 0 0 0

8 15 1 0 0 0 0

10 16 1 0 0 0 0

11 17 1 0 0 0 0

M END): 29 ms

reading 17 atoms

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Wikipedia	License
Urea, also called carbamide (because it is a diamide of carbonic acid), is an organic compound with chemical formula CO(NH2)2. This amide has two amino groups (–NH2) joined by a carbonyl functional group (–C(=O)–). It is thus the simplest amide of carbamic acid. Urea serves an important role in the cellular metabolism of nitrogen-containing compounds by animals and is the main nitrogen-containing substance in the urine of mammals. Urea is Neo-Latin, from French urée, from Ancient Greek οὖρον (oûron) 'urine', itself from Proto-Indo-European *h₂worsom. It is a colorless, odorless solid, highly soluble in water, and practically non-toxic (LD50 is 15 g/kg for rats). Dissolved in water, it is neither acidic nor alkaline. The body uses it in many processes, most notably nitrogen excretion. The liver forms it by combining two ammonia molecules (NH3) with a carbon dioxide (CO2) molecule in the urea cycle. Urea is widely used in fertilizers as a source of nitrogen (N) and is an important raw material for the chemical industry. In 1828, Friedrich Wöhler discovered that urea can be produced from inorganic starting materials, which was an important conceptual milestone in chemistry. This showed for the first time that a substance previously known only as a byproduct of life could be synthesized in the laboratory without biological starting materials, thereby contradicting the widely held doctrine of vitalism, which stated that only living organisms could produce the chemicals of life.
Read full article at Wikipedia

Formula

C7H6O4

Net Charge

Average Mass

154.12010

Monoisotopic Mass

154.02661

InChI

InChI=1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)

InChIKey

GLDQAMYCGOIJDV-UHFFFAOYSA-N

SMILES

OC(=O)c1cccc(O)c1O

Roles Classification
Chemical Role(s):	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Bronsted base). (via oxoacid )

Biological Role(s):	human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

View more via ChEBI Ontology

ChEBI Ontology
Outgoing	2,3-dihydroxybenzoic acid (CHEBI:18026) has functional parent benzoic acid (CHEBI:30746) 2,3-dihydroxybenzoic acid (CHEBI:18026) has role human xenobiotic metabolite (CHEBI:76967) 2,3-dihydroxybenzoic acid (CHEBI:18026) has role plant metabolite (CHEBI:76924) 2,3-dihydroxybenzoic acid (CHEBI:18026) is a dihydroxybenzoic acid (CHEBI:23778) 2,3-dihydroxybenzoic acid (CHEBI:18026) is conjugate acid of 2,3-dihydroxybenzoate (CHEBI:36654)

Incoming	2,3-dihydroxybenzoic acid 3-O-β-D-xyloside (CHEBI:91166) has functional parent 2,3-dihydroxybenzoic acid (CHEBI:18026) N-(2,3-dihydroxybenzoyl)serine (CHEBI:143101) has functional parent 2,3-dihydroxybenzoic acid (CHEBI:18026) myxochelin B (CHEBI:7061) has functional parent 2,3-dihydroxybenzoic acid (CHEBI:18026) vanchrobactin (CHEBI:157682) has functional parent 2,3-dihydroxybenzoic acid (CHEBI:18026) 2,3-dihydroxybenzoate (CHEBI:36654) is conjugate base of 2,3-dihydroxybenzoic acid (CHEBI:18026)

IUPAC Name

2,3-dihydroxybenzoic acid

Synonyms	Sources
2,3 DHB	NIST Chemistry WebBook
2,3-DIHYDROXY-BENZOIC ACID	PDBeChem
2,3-dihydroxybenzoic acid	ChEBI
2,3-Dihydroxybenzoic acid	KEGG COMPOUND
2-pyrocatechuic acid	ChemIDplus
3-hydroxysalicylic acid	ChemIDplus
catechol-3-carboxylic acid	NIST Chemistry WebBook
DOBK	NIST Chemistry WebBook
o-pyrocatechuic acid	ChemIDplus
pyrocatechuic acid	ChemIDplus

Manual Xrefs	Databases
2,3-Dihydroxybenzoic_acid	Wikipedia
C00002669	KNApSAcK
C00196	KEGG COMPOUND
DB01672	DrugBank
DBH	PDBeChem
HMDB0000397	HMDB
View more database links

Registry Numbers	Types	Sources
2209117	Reaxys Registry Number	Reaxys
303-38-8	CAS Registry Number	KEGG COMPOUND
303-38-8	CAS Registry Number	ChemIDplus
303-38-8	CAS Registry Number	NIST Chemistry WebBook

Citations	Types	Sources
17065237	PubMed citation	Europe PMC
24171385	PubMed citation	Europe PMC
3575393	PubMed citation	Europe PMC

Last Modified

27 March 2019

CHEBI:18026 - 2,3-dihydroxybenzoic acid

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