2,3-Dihydroxybenzoic Acid - 10mM in DMSO , CAS No.303-38-8

CAS: 303-38-8 Cat. No.: D423135 Molecular Weight: 154.12 Beilstein Registry Number: 2209120 EC Number: 206-139-5
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GRADE & PURITY 10mM in DMSO
Synonyms
1,2-DIHYDROXYBENZENE-3-CARBOXYLIC ACID | Catechol-3-carboxylic acid | DHBA | CHEBI:18026 | 2,3-Dihydroxybenzoic acid;Catecholcarboxylic acid;NSC 27435 | Benzoic acid, dihydroxy- | PS-3013 | SR-01000761414 | AC-2985 | EINECS 206-139-5 | Benzoic acid,3-dihy
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Qty
1ml
D423135-1ml
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 17 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

2,3-Dihydroxybenzoic acid was found to be orally effective iron-chelating drug in hypertransfused rat model. It is monocatechol siderophore produced by Brucella abortus.
2,3-Dihydroxybenzoic acid was used to study the complexes of manganese with aliphatic and aromatic polyhydroxy ligands in basic media by electrochemical, spectrophotometric and magnetic methods. It was used in isolation of new siderophore named vulnibactin from low iron cultures of Vibrio vulnificus, a human pathogen. It was used as cocrystal former to study the influence of position isomerism on the co-crystals formation and physicochemical properties of piracetam.

Specifications

Synonyms
1, 2-DIHYDROXYBENZENE-3-CARBOXYLIC ACID | Catechol-3-carboxylic acid | DHBA | CHEBI:18026 | 2, 3-Dihydroxybenzoic acid;Catecholcarboxylic acid;NSC 27435 | Benzoic acid, dihydroxy- | PS-3013 | SR-01000761414 | AC-2985 | EINECS 206-139-5 | Benzoic acid, 3-dihy
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
2, 3-Dihydroxybenzoic acid was found to be orally effective iron-chelating drug in hypertransfused rat model. It is monocatechol siderophore produced by Brucella abortus.
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Names and Identifiers
Canonical SmilesC1=CC(=C(C(=C1)O)O)C(=O)O
IUPAC Name2,3-dihydroxybenzoic acid
InChIKeyGLDQAMYCGOIJDV-UHFFFAOYSA-N
INCHI1S/C7H6O4/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,8-9H,(H,10,11)
Isomeric SMILES C1=CC(=C(C(=C1)O)O)C(=O)O
WGK Germany 2
RTECS DG8576490
Molecular Weight 154.12
Beilstein 2209120
Reaxy-Rn 2209117
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2209117&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzoic acids and derivatives
Intermediate Tree Nodes Hydroxybenzoic acid derivatives - Salicylic acid and derivatives
Direct ParentSalicylic acids
Alternative Parents Benzoic acids  Catechols  Benzoyl derivatives  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Vinylogous acids  Monocarboxylic acids and derivatives  Carboxylic acids  Organooxygen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Salicylic acid - Benzoic acid - Benzoyl - Catechol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Vinylogous acid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as salicylic acids. These are ortho-hydroxylated benzoic acids.
External Descriptors dihydroxybenzoic acid
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALB Tchem Serum albumin (2651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
METAP2 Tchem Methionine aminopeptidase 2 (1512 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SELL Tchem Leukocyte adhesion molecule-1 (145 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATXN2 Tbio Ataxin-2 (54410 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Sele Selectin E (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Selp P-selectin (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nos2 Nitric oxide synthase, inducible (3573 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mmp2 Matrix metalloproteinase-2 (12 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mmp9 Matrix metalloproteinase 9 (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HD1 Histone deacetylase (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-12 (7051 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
lef Anthrax lethal factor (7585 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARG1 Arginase-1 (70 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Melt Point(°C)204-206°C
Molecular Weight154.120 g/mol
XLogP31.200
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass154.027 Da
Monoisotopic Mass154.027 Da
Topological Polar Surface Area77.800 Ų
Heavy Atom Count11
Formal Charge0
Complexity157.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Dali Fu, Haodong Wang, Tan Wang, Chunming Xu, Yehua Han.  (2023)  Structural insights into variation of intramolecular acid site using phase transition experiments and computation.  AICHE JOURNAL,  70  (4): (e18342).  [PMID:] [10.1002/aic.18342]
2. Xiaomei Yao, Yingbo Fang, Xiaochen Cui, Xian Cheng, Zixia Cheng.  (2023)  Dielectric Barrier Discharge Plasma Coupled with Cobalt Oxyhydroxide for Methylene Blue Degradation.  Toxics,  11  (9): (763).  [PMID:37755773] [10.3390/toxics11090763]
3. Fanghua Guo, Li Peng, Hua Xiong, Rong Tsao, Hua Zhang, Li Jiang, Yong Sun.  (2023)  Bioaccessibility and transport of lentil hull polyphenols in vitro, and their bioavailability and metabolism in rats.  FOOD RESEARCH INTERNATIONAL,      [PMID:37087206] [10.1016/j.foodres.2023.112634]
4. Huiqun Fan, Mingshun Chen, Taotao Dai, Lizhen Deng, Chengmei Liu, Wei Zhou, Jun Chen.  (2023)  Phenolic compounds profile of Amomum tsaoko Crevost et Lemaire and their antioxidant and hypoglycemic potential.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2023.102508]
5. Yunan Zhang, Yu Duan, Jin Su, Lixin Liu, Yanru Feng, Lili Wu, Lei Zhang, Yunjie Zhang, Dongyu Zou, Yingli Liu.  (2021)  Inspiration for revival of old drugs: improving solubility and avoiding hygroscopicity of pipemidic acid by forming two pharmaceutical salts based on charge-assisted hydrogen bond recognitions.  NEW JOURNAL OF CHEMISTRY,  45  (42): (19704-19713).  [PMID:] [10.1039/D1NJ03314J]
6. Deying Meng, Huangmei Zhou, Jianhua Xu, Sanjun Zhang.  (2021)  Studies on the interaction of salicylic acid and its monohydroxy substituted derivatives with bovine serum albumin.  CHEMICAL PHYSICS,      [PMID:] [10.1016/j.chemphys.2021.111182]
7. Lei Xu, Shaoyu Tang, Dan Li, Xiao Ma, Yunqing Zhu, Jianjiang Lu, Junfeng Niu.  (2021)  Electrochemical degradation of tris(2-chloroethyl) phosphate by metal-oxide-coated Ti anodes: Kinetics, toxicity and mechanism.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2021.118489]
8. Ren Jingyu, Li Jie, Lv Lei, Wang Jian.  (2020)  Regeneration of [Bmim]BF4 ionic liquid by ozonation: hydrogen bond roles, synergistic effect, and DFT calculation.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  28  (10): (12909-12917).  [PMID:33097991] [10.1007/s11356-020-11298-7]
9. Mingfang Zhu, Hongqing Ye, Mushen Lai, Jianshan Ye, Rui Li, Wenhao Zhang, Huanru Liang, Rongkun Zhu, Huajun Fan, Shi Chen.  (2019)  The gold nanoparticle sensitized pRGO-MWCNTs grid modified carbon fiber microelectrode as an efficient sensor system for simultaneous detection of three dihydroxybenzoic acid isomers.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2019.134765]
10. Lei Xu, Xiao Ma, Junfeng Niu, Jie Chen, Chengzhi Zhou.  (2019)  Removal of trace naproxen from aqueous solution using a laboratory-scale reactive flow-through membrane electrode.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:31255850] [10.1016/j.jhazmat.2019.05.085]
11. Yitao Li, Xingdong Shi, Zhi Zhang, Yazhou Peng.  (2019)  Enhanced coagulation by high-frequency ultrasound in Microcystis aeruginosa-laden water: Strategies and mechanisms.  ULTRASONICS SONOCHEMISTRY,      [PMID:30712852] [10.1016/j.ultsonch.2019.01.022]
12. Haifeng Zhou, Malin Cui, Yuan Zhao, Chan Wang, Qijun Song.  (2017)  Preparation of Nitrogen and FeP Doped Carbon Nanotubes for Selective and Simultaneous Electrochemical Detection of Dihydroxybenzoic Acid Isomers.  ELECTROCHIMICA ACTA,      [PMID:] [10.1016/j.electacta.2017.05.045]
13. Cui Xiaoqing, Geng Haoyuan, Guo Huanying, Wang Lei, Zhu Zihan, Zhang Yaqi, Chen Panpan, Wang Xiao, Sun Chenglong.  (2024)  Visualizing the transdermal delivery of berberine loaded within chitosan microneedles using mass spectrometry imaging.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  416  (29): (6869-6877).  [PMID:39400576] [10.1007/s00216-024-05584-3]
14. Fei Qi, Zequan Zeng, Hongbin Lu, Wenhao Si, Yanbiao Liu, Zhanggen Huang, Yuting Niu.  (2025)  Se/N Co-doped carbon for boosted organic oxidation via periodate activation: Impact of electronic structure reconstruction.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.166563]
15. Xiaoqing Cui, Shiping Chen, Haoyuan Geng, Panpan Chen, Yaqi Zhang, Min Li, Xiao Wang, Chenglong Sun.  (2025)  Integrating Thiolated Mass Tags with Immuno-Mass Spectrometry Imaging to Map the Spatial Signatures of Functional Proteins in Cancer Tissues.  ANALYTICAL CHEMISTRY,      [PMID:40839076] [10.1021/acs.analchem.5c01135]
16. Lei Xu, Junfeng Niu, Hongbin Xie, Xiao Ma, Yunqing Zhu, John Crittenden.  (2020)  Effective degradation of aqueous carbamazepine on a novel blue-colored TiO2 nanotube arrays membrane filter anode.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:33254736] [10.1016/j.jhazmat.2020.123530]
17. Yu Qiao, Huajing Zhou, Lingxiang Zhao, Liang He, Rongrong Miao, Zilian Liu, Qingqing Guan.  (2025)  The selective 3e− ORR pathway induced by differential polarization of surface -OH by adjacent heterodinuclear metals realizes the directed conversion of radicals.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,      [PMID:40561922] [10.1016/j.jenvman.2025.126248]
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