2-Hydroxy-4-methoxybenzaldehyde - ≥98% , CAS No.673-22-3

CAS: 673-22-3 Cat. No.: H106333 Molecular Weight: 152.15 Beilstein Registry Number: 1072443 EC Number: 211-604-0

GRADE & PURITY ≥98%

Synonyms

A835710 | InChI=1/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H | 2-Hydroxy-4-methoxybenazldehyde | 2-Hydroxy-p-anisaldehyde | 2N395P88LW | ghl.PD_Mitscher_leg0.298 | Salicylaldehyde, 4-methoxy- | EN300-24375 | Z188964138 | DTXSID1060970 | AC-24065 | Benz

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

2-Hydroxy-4-methoxybenzaldehyde is the main component of root bark essential oil of Periploca sepium Bunge.It is a potential tyrosinase inhibitor present in African medicinal plants
Usually used in the synthesis of Schiff base ligand.

Specifications

Synonyms

A835710 | InChI=1/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5, 10H, 1H | 2-Hydroxy-4-methoxybenazldehyde | 2-Hydroxy-p-anisaldehyde | 2N395P88LW | ghl.PD_Mitscher_leg0.298 | Salicylaldehyde, 4-methoxy- | EN300-24375 | Z188964138 | DTXSID1060970 | AC-24065 | Benz

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488184368
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184368
• Canonical Smiles: COC1=CC(=C(C=C1)C=O)O
• IUPAC Name: 2-hydroxy-4-methoxybenzaldehyde
• InChIKey: WZUODJNEIXSNEU-UHFFFAOYSA-N
• INCHI: 1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3
• Isomeric SMILES: COC1=CC(=C(C=C1)C=O)O
• WGK Germany: 3
• RTECS: BZ2810000
• Molecular Weight: 152.15
• Beilstein: 1072443
• Reaxy-Rn: 1072443
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1072443&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Phenols
      • Subclass Methoxyphenols

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Phenols
• Subclass: Methoxyphenols
• Intermediate Tree Nodes: Not available
• Direct Parent: Methoxyphenols
• Alternative Parents: Hydroxybenzaldehydes Phenoxy compounds Methoxybenzenes Benzoyl derivatives Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Methoxyphenol - Hydroxybenzaldehyde - Phenoxy compound - Anisole - Benzaldehyde - Methoxybenzene - Benzoyl - Phenol ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Aryl-aldehyde - Monocyclic benzene moiety - Vinylogous acid - Ether - Aldehyde - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRIM24 Tchem Transcription intermediary factor 1-alpha (2 Activities)

Discover Target: TRIM24

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (2 Activities)

Discover Target: TRIM33

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (162 Activities)

Discover Target: TRIM33

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in methanol is almost transparent. Insoluble in water.
• Sensitivity: Air sensitive
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 124°C/12mmHg
• Melt Point(°C): 40-44°C
• Molecular Weight: 152.150 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.047 Da
• Monoisotopic Mass: 152.047 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 135.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Yang Tian, Dong-Ye Zhou, Wen-Li Jiang, Zun-Pan She, Yongfei Li, Chun-Yan Li.  (2020)  Novel near-infrared fluorescence probe with large Stokes shift for monitoring CCl4-induced toxic hepatitis.  TALANTA,      [PMID:33303166] [10.1016/j.talanta.2020.121720]

3. Qian Li, Xiaoman Zhu, Yanli Xie, Shilin Ren.  (2020)  2-Hydroxy-4-methoxybenzaldehyde inhibits the growth of Aspergillus flavus via damaging cell wall, cell membrane, manipulating respiration thus creating a promising antifungal effect on corn kernels.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  56  (1): (178-184).  [PMID:] [10.1111/ijfs.14617]

4. Wen-Xin Wang, Wen-Li Jiang, Yang Liu, Yongfei Li, Jin Zhang, Chun-Yan Li.  (2020)  Near-infrared fluorescence probe with a large stokes shift for visualizing hydrogen peroxide in ulcerative colitis mice.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2020.128296]

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6. Mengyu Shi, Chen Xu, Zhihong Yang, Lei Wang, Shujuan Tan, Guoyue Xu.  (2019)  Tuning of reversible thermochromic properties of salicylaldehyde Schiff bases through the substitution of methoxy and nitro groups.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2019.01.012]

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8. Li Qian, Wang Chong, Xiao Hongying.  (2024)  2-Hydroxy-4-methoxybenzaldehyde, a more effective antifungal aroma than vanillin and its derivatives against Fusarium graminearum, destroys cell membranes, inhibits DON biosynthesis, and performs a promising antifungal effect on wheat grains.  Frontiers in Microbiology,      [PMID:38468857] [10.3389/fmicb.2024.1359947]

9. Yingzhen Zhang, Juan Liu, Jun Xiao, Fu Li, Kunming Liu, Min Yang, Jinbiao Liu.  (2024)  A PET based colorimetric/fluorescent dual-signal probe for selective detection of hypochlorite in real water samples.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.140568]

10. Kun Yao, Hua Liu, Binbin Fang, Congyang Xia, Lingmin Gu, Lin Fang, Haohao Zhu, Jie Pan, Guofu Zhang.  (2024)  Design and application of a novel “turn-on” fluorescent probe for imaging sulfite in living cells and inflammation models.  BIOORGANIC CHEMISTRY,      [PMID:38537335] [10.1016/j.bioorg.2024.107305]

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