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	ChemicalBook:CB9712144, eMolecules:480611, ZINC000004658561

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): 15 ms

reading 17 atoms

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17 atoms created

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Wikipedia	License
Sarcosine, also known as N-methylglycine, or monomethylglycine, is a amino acid with the formula CH3N(H)CH2CO2H. It exists at neutral pH as the zwitterion CH3N+(H)2CH2CO2−, which can be obtained as a white, water-soluble powder. Like some amino acids, sarcosine converts to a cation at low pH and an anion at high pH, with the respective formulas CH3N+(H)2CH2CO2H and CH3N(H)CH2CO2−. Sarcosine is a close relative of glycine, with a secondary amine in place of the primary amine. Sarcosine is ubiquitous in biological materials. It is used in manufacturing biodegradable surfactants and toothpastes as well as in other applications. It is also a reagent in organic synthesis. Sarcosine is sweet to the taste.
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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