o-Vanillin - Moligand™,≥99% , CAS No.148-53-8

CAS: 148-53-8 Cat. No.: V109636 Molecular Weight: 152.15 Beilstein Registry Number: 471913 EC Number: 205-715-3 PubChem CID: 8991
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥99%
Synonyms
Ortho vanillin | P20004 | BBL009824 | BRN 0471913 | O-VANILLIN | AKOS000119724 | Orthovanilline | STK397284 | 2-Vanillin | F2190-0634 | SCHEMBL16004 | 2-hydroxy-3-(methyloxy)benzaldehyde | WLN: VHR BQ CO1 | 6-Formylguaiacol | A808779 | Q-201522 | Benzalde
Storage
Room temperature,Argon charged
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
25g
V109636-25g
2
$18.90
100g
V109636-100g
3
$29.90
250g
V109636-250g
1
$45.90
500g
V109636-500g
3
$79.90
Enter a quantity for the sizes you want to add.
🧪

Why this grade

Moligand™,≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature,Argon charged Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

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

📚

Literature proof

Cited in 29 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

o-Vanillin (2-Vanillin) is a nature product, could be extracted from Vanilla planifolia, Pinus koraiensis fruit. o-Vanillin is a potent antifungal agent. o-Vanillin inhibits the growth of mycelia by disrupting the integrity of cell walls and cell membranes. o-Vanillin inhibits Doxorubicin- and 4-hydroperoxycyclophosphamide-induced NF-κB activation

Specifications

Synonyms
Ortho vanillin | P20004 | BBL009824 | BRN 0471913 | O-VANILLIN | AKOS000119724 | Orthovanilline | STK397284 | 2-Vanillin | F2190-0634 | SCHEMBL16004 | 2-hydroxy-3-(methyloxy)benzaldehyde | WLN: VHR BQ CO1 | 6-Formylguaiacol | A808779 | Q-201522 | Benzalde
Specifications & Purity
Moligand™, ≥99%
Storage
Room temperature, Argon charged
Shipped In
Normal
Grade
Moligand™
Action Type
INHIBITOR
Purity
≥99%
Names and Identifiers
Pubchem Sid488180919
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488180919
Canonical SmilesCOC1=CC=CC(=C1O)C=O
IUPAC Name2-hydroxy-3-methoxybenzaldehyde
InChIKeyJJVNINGBHGBWJH-UHFFFAOYSA-N
INCHI1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3
Isomeric SMILES COC1=CC=CC(=C1O)C=O
WGK Germany 3
RTECS CU6530000
PubChem CID 8991
Molecular Weight 152.15
Beilstein 471913
Reaxy-Rn 471913

Documentation

📋 Safety Data Sheet (SDS)

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

Download SDS →

✅ Certificate of Analysis (COA)

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

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClassPhenols
SubclassMethoxyphenols
Intermediate Tree Nodes Not available
Direct ParentMethoxyphenols
Alternative Parents Hydroxybenzaldehydes  Phenoxy compounds  Methoxybenzenes  Benzoyl derivatives  Anisoles  Alkyl aryl ethers  1-hydroxy-4-unsubstituted benzenoids  Vinylogous acids  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Methoxyphenol - Hydroxybenzaldehyde - Phenoxy compound - Anisole - Benzaldehyde - Methoxybenzene - Benzoyl - Phenol ether - 1-hydroxy-4-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
DescriptionThis 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 phenols - monomethoxybenzene - benzaldehydes
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ERN1 Tchem Serine/threonine-protein kinase/endoribonuclease IRE1 (1682 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:

Find and download the COA for your product by matching the lot number on the packaging.

19 results found

Lot NumberCertificate TypeDateItem
F2609652Certificate of AnalysisMay 23, 2026 V109636
F2609654Certificate of AnalysisMay 23, 2026 V109636
F2609655Certificate of AnalysisMay 23, 2026 V109636
F2609656Certificate of AnalysisMay 23, 2026 V109636
C2211411Certificate of AnalysisDec 10, 2025 V109636
J2128611Certificate of AnalysisAug 11, 2025 V109636
J2128612Certificate of AnalysisAug 11, 2025 V109636
G2429173Certificate of AnalysisJun 14, 2024 V109636
E2512007Certificate of AnalysisAug 21, 2023 V109636
I2306737Certificate of AnalysisAug 21, 2023 V109636
I2306738Certificate of AnalysisAug 21, 2023 V109636
I2306802Certificate of AnalysisAug 21, 2023 V109636
I2306803Certificate of AnalysisAug 21, 2023 V109636
J2211282Certificate of AnalysisAug 22, 2022 V109636
J2211281Certificate of AnalysisAug 22, 2022 V109636
J2211280Certificate of AnalysisAug 22, 2022 V109636
J2211279Certificate of AnalysisAug 22, 2022 V109636
C2211419Certificate of AnalysisFeb 11, 2022 V109636
C2211418Certificate of AnalysisFeb 11, 2022 V109636

Show more ⌵

Chemical and Physical Properties
SolubilitySolubility in methanol is almost transparent. Soluble in alcohol, methanol and dioxane (1g in 10 mL). Insoluble in water;
SensitivityAir Sensitive
Flash Point(°F)235.4 °F
Flash Point(°C)113 °C
Boil Point(°C)265-266°C
Melt Point(°C)43.0-45.0℃
Molecular Weight152.150 g/mol
XLogP31.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass152.047 Da
Monoisotopic Mass152.047 Da
Topological Polar Surface Area46.500 Ų
Heavy Atom Count11
Formal Charge0
Complexity135.000
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
Documents & Articles
Citations of This Product
References
1. Yongjie Ding, Chunxiang Zhao, Pengcheng Zhang, Yali Cui, Yahong Chen, Jianping Xie, Weiwu Song, Zengchen Liu, Yongliang Ban, Ge Liu, Juan Yang.  (2023)  Ortho-Vanillin-based fluorescent sensor with ESIPT characteristics for selective detection of Al(III) in aqueous solutions and its application for plant and live-cell imaging.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2023.137159]
2. Liduo Chen, Jinyan Tan, Tianyu Lan, Hongliang Huo, Liyuan Sun, Yan Jiang, Na Zhang, Cuiqin Li, Jun Wang.  (2023)  Effect of Ligand Structure on Ethylene Oligomerization over Salicylaldehyde Imine Nickel Complexes: Experiments and Calculations.  APPLIED ORGANOMETALLIC CHEMISTRY,  37  (12): (e7276).  [PMID:] [10.1002/aoc.7276]
3. Kui Chen, Jingkang Wang, Wenbo Wu, Huiting Shan, Hongtu Zhao, Na Wang, Ting Wang, Xin Huang, Hongxun Hao.  (2023)  Multi-flexible organic crystal responding to different mechanical forces for flexible optical waveguides.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2023.111536]
4. Zhaoguo Hong, Xin You, Jingjing Zhong, Di Yao, He-Dong Bian, Shulin Zhao, Liangliang Zhang, Hong Liang, Fu-Ping Huang.  (2023)  A mixed-valence biotinylated Cu(I/II) complex for tumor-targeted chemodynamic therapy accompanied by GSH depletion.  Inorganic Chemistry Frontiers,  10  (14): (4045-4053).  [PMID:] [10.1039/D3QI00254C]
5. Lei Qian, Shuaijun Fang, Xiyu Song, Hongfei Qian.  (2023)  An alternative strategy for the synthesis of disazo disperse dyes and their application on polyester fabric.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2023.111188]
6. Xin Zhao, Jingjing Li, Hengxin Jian, Mengyu Lu, Mei Wang.  (2023)  Two Novel Schiff Base Manganese Complexes as Bifunctional Electrocatalysts for CO2 Reduction and Water Oxidation.  MOLECULES,  28  (3): (1074).  [PMID:36770742] [10.3390/molecules28031074]
7. Yucheng Li, Liyu Zhu, Jingyang Zhao, Mengjie Qiu, Jing Liu, Jing He, Luying Wang, Jiandu Lei, Weiqian Tian, Long Rong.  (2022)  Facile synthesis of a high-efficiency NiFe bimetallic catalyst without pre-reduction for the selective hydrogenation reaction of furfural.  Catalysis Science & Technology,  13  (2): (457-467).  [PMID:] [10.1039/D2CY01599D]
8. Jianxiong Xu, Yuecong Luo, Yin Chen, Ziyu Guo, Yutong Zhang, Shaowen Xie, Na Li, Lijian Xu.  (2022)  Tough, Self-Recoverable, Spiropyran (SP3) Bearing Polymer Beads Incorporated PAM Hydrogels with Sole Mechanochromic Behavior.  Gels,  (4): (208).  [PMID:35448109] [10.3390/gels8040208]
9. Lu Xiaowen, Guo Chunmu, Zhang Mingyang, Leng Leipeng, Horton J. Hugh, Wu Wei, Li Zhijun.  (2021)  Rational design of palladium single-atoms and clusters supported on silicoaluminophosphate-31 by a photochemical route for chemoselective hydrodeoxygenation of vanillin.  Nano Research,  14  (11): (4347-4355).  [PMID:] [10.1007/s12274-021-3857-2]
10. Zhijun Li, Xiaowen Lu, Weiwei Sun, Leipeng Leng, Mingyang Zhang, Honghong Li, Lu Bai, Dundong Yuan, J. Hugh Horton, Qian Xu, Jun Wang.  (2021)  One-step synthesis of single palladium atoms in WO2.72 with high efficiency in chemoselective hydrodeoxygenation of vanillin.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2021.120535]
11. Li Qian, Zhu Xiaoman, Xie Yanli, Zhong Yue.  (2021)  o-Vanillin, a promising antifungal agent, inhibits Aspergillus flavus by disrupting the integrity of cell walls and cell membranes.  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY,  105  (12): (5147-5158).  [PMID:34086115] [10.1007/s00253-021-11371-2]
12. Yun Li, Yueqin Li, Nana Wang, Dong Lin, Xiaohui Liu, Yong Yang, Qinwei Gao.  (2019)  Synthesis, DNA/BSA binding studies and in vitro biological assay of nickel(II) complexes incorporating tridentate aroylhydrazone and triphenylphosphine ligands.  JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS,      [PMID:31739745] [10.1080/07391102.2019.1694995]
13. Ju Bai, Yaxin Zhang, Liyan Dong, Yanjun Hou, HaiJun Niu, Shuhong Wang, Cheng Wang.  (2019)  Multipurpose conjugated block copolymers based on novel triphenylylamine derivatives and squaric acid for electrochromic and resistive memory devices.  POLYMER TESTING,      [PMID:] [10.1016/j.polymertesting.2019.106245]
14. Zhou Quan, Qian Le, Pan Qianqian, Si Guanqing, Qi Zhaopeng, Zheng Yuchuan, Li Changjiang.  (2019)  A novel chemosensor for Fe3+ based on open–closed-loop mechanism and imaging in living cells.  RESEARCH ON CHEMICAL INTERMEDIATES,  46  (1): (533-545).  [PMID:] [10.1007/s11164-019-03965-3]
15. 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]
16. Ruiying Wang, Jianjia Wang, Huimin Zi, Yongmei Xia, Haijun Wang, Xiang Liu.  (2017)  Catalytic transfer hydrogenation of ethyl levulinate to γ-valerolactone over zirconium (IV) Schiff base complexes on mesoporous silica with isopropanol as hydrogen source.  Molecular Catalysis,      [PMID:] [10.1016/j.mcat.2017.07.026]
17. Pan-Pan Liu, Cai-Yun Wang, Mo Zhang, Xue-Qin Song.  (2017)  Pentanuclear sandwich-type ZnII-LnIII clusters based on a new Salen-like salicylamide ligand: Structure, near-infrared emission and magnetic properties.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2017.03.019]
18. Yuan-Ang Liu, Cai-Yun Wang, Mo Zhang, Xue-Qin Song.  (2017)  Structures and magnetic properties of cyclic heterometallic tetranuclear clusters.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2017.02.007]
19. Wanguan Wang, Rong Li, Tianwen Song, Chunjiao Zhang, Yu Zhao.  (2016)  Study on the fluorescent chemosensors based on a series of bis-Schiff bases for the detection of zinc(II).  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:27092737] [10.1016/j.saa.2016.04.016]
20. Panpan Li, Zhaoyu Jin, Meilian Zhao, Yanxue Xu, Yong Guo, Dan Xiao.  (2014)  Self-enhanced electrogenerated chemiluminescence of ruthenium(II) complexes conjugated with Schiff bases.  DALTON TRANSACTIONS,  44  (5): (2208-2216).  [PMID:25515350] [10.1039/C4DT03310H]
21. 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]
22. Ze-Cheng Yao, Jing Chai, Tang Tang, Liang Ding, Zhe Jiang, Jiaju Fu, Xiaoxia Chang, Bingjun Xu, Liang Zhang, Jin-Song Hu, Li-Jun Wan.  (2025)  Manipulating hydrogenation pathways enables economically viable electrocatalytic aldehyde-to-alcohol valorization.  PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA,  122  (8): (e2423542122).  [PMID:39977322] [10.1073/pnas.2423542122]
23. Yuanyuan Kang, Xiaoxian Hao, Mingyuan Tang, Xu Wang, Jinlong Li, Haichao Zhao.  (2024)  Synthesis and antibacterial properties of fully bio–based Schiff base and their cerium coordinated complexes.  Applied Materials Today,      [PMID:] [10.1016/j.apmt.2024.102447]
24. Juan Wang, Mingbu Luo, Qipu Lin.  (2024)  Tuning third-order nonlinear optical response of heterometallic alkyltin-oxo clusters through intermolecular interactions.  JOURNAL OF SOLID STATE CHEMISTRY,      [PMID:] [10.1016/j.jssc.2024.124723]
25. Quanfeng Ye, Lingyi Li, Jie Zhang, Mingyu Teng, Fengshou Wu, Deman Han.  (2025)  Synthesis and Properties of Highly Efficient Luminescent Zn-Tb and Zn-Eu Multimetal Complexes.  APPLIED ORGANOMETALLIC CHEMISTRY,  39  (9): (e70374).  [PMID:] [10.1002/aoc.70374]
26. Jun Wu, Liqian Liu, Xinyue Yan, Gang Pan, Jiahao Bai, Chengbing Wang, Fuwei Li, Yong Li.  (2025)  Microenvironment engineering of nitrogen-doped hollow carbon spheres encapsulated with Pd catalysts for highly selective hydrodeoxygenation of biomass-derived vanillin in water.  CHINESE JOURNAL OF CATALYSIS,      [PMID:] [10.1016/S1872-2067(24)60261-5]
27. Xianchang Liang, Wenjing Wang, Mingyuan Tang, Yuanyuan Kang, Mingjun Cui, Haichao Zhao.  (2025)  Preparation, characterization and antibacterial activities of bio-based schiff base Copper Complex intercalated montmorillonite.  APPLIED CLAY SCIENCE,      [PMID:] [10.1016/j.clay.2025.107809]
28. Mingjin Xue, Tingzhe Wang, Zewen Wu, Hao Liu, Shunbao Hu, Bingtao Bao, Aihua Tang, Yiting Xu, Weiang Luo, Guorong Chen, Birong Zeng, Conghui Yuan, Lizong Dai.  (2025)  Epoxy composites with excellent anticorrosive, flame-retardant, and mechanical properties were realized by uniform capping of MXene with o-vanillin-based ZIFs nanorods by in situ growth.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164160]
29. Mingxia Zhou, Linping Lu, Xinyu Xu, Yefan Zhou, Huan Fang, Xue Wang, Dongxu Li, Xiaoyan Li, Jiaqi Hua, Jiahe Liu, Yingxia Li, Libin Jiang, Qiuju Miao, Hongtao Wen, Jing He, Shenyu Yang.  (2025)  EUK nanozyme-loaded PL&GA coacervate droplets attenuate ulcerative colitis through restoring gut homeostasis and restricting intestinal cell ferroptosis.  Materials Today Bio,      [PMID:41215769] [10.1016/j.mtbio.2025.102466]
Solution Calculators
Reviews

Customer Reviews

Need help choosing the grade?

Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.

View Moligand™ grade guide →

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.