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2-Hydroxy-4-methoxybenzaldehyde - 10mM in DMSO, high purity , CAS No.673-22-3

    Grade & Purity:
  • 10mM in DMSO
In stock
Item Number
H425389
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H425389-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$69.90

Basic Description

Synonyms 2-Hydroxy-4-methoxybenzaldehyde | 673-22-3 | 4-Methoxysalicylaldehyde | Benzaldehyde, 2-hydroxy-4-methoxy- | o-Hydroxy-p-methoxybenzaldehyde | 4-Methoxysalicyaldehyde | 2-Hydroxy-4-methoxy-benzaldehyde | p-Anisaldehyde, 2-hydroxy- | Salicylaldehyde, 4-methoxy- | 2-Formyl-5
Specifications & Purity 10mM in DMSO
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description

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.

Taxonomic Classification

Taxonomy Tree

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

Associated Targets(Human)

TRIM24 Tchem Transcription intermediary factor 1-alpha (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (2 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
TYR Tclin Tyrosinase (717 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TRIM33 Tchem E3 ubiquitin-protein ligase TRIM33 (162 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 2-hydroxy-4-methoxybenzaldehyde
INCHI InChI=1S/C8H8O3/c1-11-7-3-2-6(5-9)8(10)4-7/h2-5,10H,1H3
InChIKey WZUODJNEIXSNEU-UHFFFAOYSA-N
Smiles COC1=CC(=C(C=C1)C=O)O
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=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

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

Citations of This Product

1. Ling Yan, Qing-Song Gu, Wen-Li Jiang, Min Tan, Zhi-Ke Tan, Guo-Jiang Mao, Fen Xu, Chun-Yan Li.  (2022)  Near-Infrared Fluorescent Probe with Large Stokes Shift for Imaging of Hydrogen Sulfide in Tumor-Bearing Mice.  ANALYTICAL CHEMISTRY,  94  (14): (5514–5520). 
2. Yang Tian, Dong-Ye Zhou, Wen-Li Jiang, Zun-Pan She, Yongfei Li, Chun-Yan Li.  (2021)  Novel near-infrared fluorescence probe with large Stokes shift for monitoring CCl4-induced toxic hepatitis.  TALANTA,  223  (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). 
4. Lijun Geng, Xudong Yu, Yanqiu Wang, Yajuan Li, Fengjuan Shen, Jujie Ren.  (2019)  Ultrasound-induced emission color and transmittance changes of organogel based on “trans-to-cis” isomerization.  ULTRASONICS SONOCHEMISTRY,  58  (104659). 
5. 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,  1182  (72). 
6. Hongping Deng, Bing Liu, Chao Yang, Guolin Li, Yuanyuan Zhuang, Bo Li, Xinyuan Zhu.  (2014)  Multi-color cell imaging under identical excitation conditions with salicylideneaniline analogue-based fluorescent nanoparticles.  RSC Advances,  (107): (62021-62029). 
7. 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,  15   
8. Yingzhen Zhang, Juan Liu, Jun Xiao, Fu Li, Kunming Liu, Min Yang, Jinbiao Liu.  (2025)  A PET based colorimetric/fluorescent dual-signal probe for selective detection of hypochlorite in real water samples.  JOURNAL OF MOLECULAR STRUCTURE,  1322  (140568). 
9. 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,  146  (107305). 
10. Gaowei Li, Shichao Jiang, Zongliang Zhang, Xiaoyin Liu, Kai Wu, Peng Liu, Mei Yang, Ting Zhou, Jiamei Xiao, Nini Xin, Xiaoyang Wu, Zhihong Chen, Jie Ding, Chengheng Wu, Dan Wei, Jing Sun, Aiping Tong, Hongsong Fan, Liangxue Zhou.  (2024)  Donor Substitution Engineering of Hemicyanine Nanoparticles to Reprogram the Tumor Microenvironment and Enhance Fn14-Targeted BiTE for Glioblastoma Photoimmunotherapy.  ADVANCED FUNCTIONAL MATERIALS,    (2413847). 
11. Jianwei Hou, Xinghai Hao, Jiali Xu, Geoffrey I.N. Waterhouse, Chunhua Ni, Zhiming Zhang, Liangmin Yu.  (2024)  Fluorescent zinc acrylate resins containing coumarin structures with enhanced antifouling performance.  PROGRESS IN ORGANIC COATINGS,  194  (108597). 

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