Skip to the beginning of the images gallery

Isovanillin - 98%, high purity , CAS No.621-59-0

5 Citations

≥98%

CAS#: 621-59-0
Formula: C₈H₈O₃
Molecular Weight: 152.15
Beilstein Registry Number: 1073021
EC Number: 210-694-9
MDL number: MFCD00003369
PubChem CID: 12127
PubChem SID: 488181556

Item Number

I113433

Grouped product items
SKU	Size	Availability	Price
I113433-5g	5g	In stock	$13.90
I113433-25g	25g	Available within 1-2 weeks(?) Item is derived from our semi-finished stock and is processed in 1-2 weeks.	$50.90
I113433-100g	100g	In stock	$181.90
I113433-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$815.90

View related series

aldehyde Non heterocyclic block

Basic Description

Synonyms	BRN 1073021 \| CCG-266226 \| Isovanilline \| Benzaldehyde, 3-hydroxy-4-methoxy- \| m-hydroxy-p-methoxybenzaldehyde \| Z104478184 \| CS-W009023 \| HMS2194I16 \| Isovanicaline \| Oxy-3 methoxy-4 benzaldehyde \| isovaniline \| NCGC00247609-01 \| UNII-4A9N90H9X6 \| DTXCID
Specifications & Purity	≥98%
Shipped In	Normal
Product Description	3-Hydroxy-4-methoxybenzaldehyde on condensation with furan-2-carboxylic acid hydrazide and thiophene-2-carboxylic acid hydrazide yields Schiff-bases. It undergoes condensation reaction with1-azabicyclo[2.2.2]octan-3-one to give (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one

Associated Targets(Human)

CBX1 Tbio Chromobox protein homolog 1 (0 Activities)

Discover Target: CBX1

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

POLI Tchem DNA polymerase iota (0 Activities)

Discover Target: POLI

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

MPO Tchem Myeloperoxidase (0 Activities)

Discover Target: MPO

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

COMT Tclin Catechol O-methyltransferase (0 Activities)

Discover Target: COMT

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

XDH Tclin Xanthine dehydrogenase/oxidase (0 Activities)

Discover Target: XDH

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (0 Activities)

Discover Target: APEX1

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

AOX1 Tchem Aldehyde oxidase (0 Activities)

Discover Target: AOX1

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

GNAS Tbio Protein ALEX (0 Activities)

Discover Target: GNAS

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

ALDH1A1 Tchem Retinal dehydrogenase 1 (0 Activities)

Discover Target: ALDH1A1

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

KPNB1 Tbio Importin subunit beta-1 (0 Activities)

Discover Target: KPNB1

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

GLS Tchem Glutaminase kidney isoform, mitochondrial (0 Activities)

Discover Target: GLS

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

COMT Tclin Catechol O-methyltransferase (404 Activities)

Discover Target: COMT

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

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

MPO Tchem Myeloperoxidase (1002 Activities)

Discover Target: MPO

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

AOX1 Tchem Aldehyde oxidase (429 Activities)

Discover Target: AOX1

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

GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

Discover Target: GNAS

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

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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

GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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

KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

Discover Target: KPNB1

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

Associated Targets(non-human)

Artemia salina (1320 Activities)

Explore this target

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

Names and Identifiers

Pubchem Sid	488181556
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/488181556
IUPAC Name	3-hydroxy-4-methoxybenzaldehyde
INCHI	InChI=1S/C8H8O3/c1-11-8-3-2-6(5-9)4-7(8)10/h2-5,10H,1H3
InChi Key	JVTZFYYHCGSXJV-UHFFFAOYSA-N
Canonical SMILES	COC1=C(C=C(C=C1)C=O)O
Isomeric SMILES	COC1=C(C=C(C=C1)C=O)O
WGK Germany	3
RTECS	CU6540000
PubChem CID	12127
Molecular Weight	152.15
Beilstein	1073021
Reaxy-Rn	1073021

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

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

12 results found

Lot Number	Certificate Type	Date	Item
H2205214	Certificate of Analysis	May 20, 2024	I113433
H2205215	Certificate of Analysis	May 20, 2024	I113433
H2205217	Certificate of Analysis	May 20, 2024	I113433
D1810170	Certificate of Analysis	Aug 07, 2023	I113433
D1810171	Certificate of Analysis	Aug 04, 2023	I113433
H2110193	Certificate of Analysis	May 10, 2023	I113433
H2110194	Certificate of Analysis	May 10, 2023	I113433
H2110195	Certificate of Analysis	May 10, 2023	I113433
A2104128	Certificate of Analysis	Oct 19, 2022	I113433
A2104127	Certificate of Analysis	Oct 19, 2022	I113433
D23142315	Certificate of Analysis	Jun 14, 2022	I113433
H2309562	Certificate of Analysis	Jun 14, 2022	I113433

Show more⌵

Chemical and Physical Properties

Solubility	Soluble in Acetone and Methanol
Sensitivity	Light sensitive; Air sensitive
Boil Point(°C)	179°C
Melt Point(°C)	112-116°C

Safety and Hazards(GHS)

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
RTECS	CU6540000
Reaxy-Rn	1073021

Citations of This Product

1. Ke Li, Xiaoyi Sun, Hua Yin, Kun Yang, Pei Dai, Ling Han, Longgui Zhang, Riwei Xu. (2023) Vanillin- and Isovanillin-Based Phthalonitrile Resins Containing Spirocycle Acetal Structures. ACS Applied Polymer Materials, 5 (10): (7878–7886). [PMID:12661006]
2. Yurong Zhuang, Chenchen Wang, Yong Wang, Yuhui Chen, Songqin Liu, Wei Wei. (2023) Colorimetric and surface-enhanced Raman scattering method for vanillin detection based on two types of reduced silver nanoparticles. SENSORS AND ACTUATORS B-CHEMICAL, 393 (134267). [PMID:]
3. Haozhou Huang, Jun Li, An Du, Yinggang Jia, Yuehua Cong, Baoyan Zhang. (2022) Bent-Structure Liquid Crystalline Dimers Containing a Cholesteryl Group Exhibiting Blue Phases. CRYSTAL GROWTH & DESIGN, 22 (12): (7478–7490). [PMID:]
4. Weichen Wang, Tian Sheng, Shanshuai Chen, Zhiyu Xiang, Fangyuan Zhou, Wanbin Zhu, Hongliang Wang. (2023) Defect engineering of Metal-Organic Framework for highly efficient hydrodeoxygenation of lignin derivates in water. CHEMICAL ENGINEERING JOURNAL, 453 (139711). [PMID:]
5. Zhenkun Mao,Changjun Hu,Zhentao Li,Zilin Chen. (2019-06-19) A reversed-phase/hydrophilic bifunctional interaction mixed-mode monolithic column with biphenyl and quaternary ammonium stationary phases for capillary electrochromatography.. The Analyst, 144 ((14)): (4386-4394). [PMID:31210197]

References

1. S E Clarke,A W Harrell,R J Chenery. (1995-02-01) Role of aldehyde oxidase in the in vitro conversion of famciclovir to penciclovir in human liver.. Drug metabolism and disposition: the biological fate of chemicals, 23 ((2)): (251-254). [PMID:7736920]
2. K Gaukroger,J A Hadfield,L A Hepworth,N J Lawrence,A T McGown. (2001-11-28) Novel syntheses of cis and trans isomers of combretastatin A-4.. The Journal of organic chemistry, 66 ((24)): (8135-8138). [PMID:11722216]
3. Vijayakumar N Sonar,Sean Parkin,Peter A Crooks. (2003-11-08) (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one.. Acta crystallographica. Section C, Crystal structure communications, 59 ((Pt 11)): (o647-o649). [PMID:14605418]
4. Georgios I Panoutsopoulos,Demetrios Kouretas,Elias G Gounaris,Christine Beedham. (2004-07-03) Metabolism of 2-phenylethylamine and phenylacetaldehyde by precision-cut guinea pig fresh liver slices.. European journal of drug metabolism and pharmacokinetics, 29 ((2)): (111-118). [PMID:15230339]
5. Georgios I Panoutsopoulos,Christine Beedham. (2004-12-31) Enzymatic oxidation of phthalazine with guinea pig liver aldehyde oxidase and liver slices: inhibition by isovanillin.. Acta biochimica Polonica, 51 ((4)): (943-951). [PMID:15625566]
6. Georgios I Panoutsopoulos,Christine Beedham. (2005-01-04) Metabolism of isovanillin by aldehyde oxidase, xanthine oxidase, aldehyde dehydrogenase and liver slices.. Pharmacology, 73 ((4)): (199-208). [PMID:15627845]
7. Georgios I Panoutsopoulos. (2005-01-14) Metabolism of 2-phenylethylamine to phenylacetic acid, via the intermediate phenylacetaldehyde, by freshly prepared and cryopreserved guinea pig liver slices.. In vivo (Athens, Greece), 18 ((6)): (779-786). [PMID:15646820]
8. Georgios I Panoutsopoulos,Christine Beedham. (2005-01-25) Enzymatic oxidation of vanillin, isovanillin and protocatechuic aldehyde with freshly prepared Guinea pig liver slices.. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 15 ((1-4)): (89-98). [PMID:15665519]
9. Luke Hunter,Malcolm D McLeod,Craig A Hutton. (2005-02-26) Synthesis of the beta-hydroxydopa-gamma-hydroxy-delta-sulfinylnorvaline component of ustiloxins A and B.. Organic & biomolecular chemistry, 3 ((5)): (732-734). [PMID:15731856]
10. Georgios Panoutsopoulos. (2005-06-16) Metabolism of homovanillamine to homovanillic acid in guinea pig liver slices.. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 15 ((5)): (225-232). [PMID:15956785]
11. Georgios I Panoutsopoulos. (2005-07-23) Phenylacetaldehyde oxidation by freshly prepared and cryopreserved guinea pig liver slices: the role of aldehyde oxidase.. International journal of toxicology, 24 ((2)): (103-109). [PMID:16036769]
12. Chao-Bin Xue,Li Zhang,Wan-Chun Luo,Xian-Ye Xie,Lin Jiang,Ting Xiao. (2007-01-30) 3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.. Bioorganic & medicinal chemistry, 15 ((5)): (2006-2015). [PMID:17258462]
13. Michael D Markey,Ying Fu,T Ross Kelly. (2007-07-31) Synthesis of santiagonamine.. Organic letters, 9 ((17)): (3255-3257). [PMID:17658834]
14. Concepción Alvarez,Raquel Alvarez,Purificación Corchete,Concepción Pérez-Melero,Rafael Peláez,Manuel Medarde. (2008-09-16) Naphthylphenstatins as tubulin ligands: synthesis and biological evaluation.. Bioorganic & medicinal chemistry, 16 ((19)): (8999-9008). [PMID:18790642]
15. Junju Xu,Ninghua Tan,Guangzhi Zeng,Hongjin Han,Huoqiang Huang,Changjiu Ji,Meiju Zhu,Yumei Zhang. (2009-07-31) [Studies on chemical constituents in fruit of Alpinia oxyphylla].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34 ((8)): (990-993). [PMID:19639783]
16. David C Pryde,Deepak Dalvie,Qiyue Hu,Peter Jones,R Scott Obach,Thien-Duc Tran. (2010-09-22) Aldehyde oxidase: an enzyme of emerging importance in drug discovery.. Journal of medicinal chemistry, 53 ((24)): (8441-8460). [PMID:20853847]
17. Antonio Rescigno,Gerardo M Casañola-Martin,Enrico Sanjust,Paolo Zucca,Yovani Marrero-Ponce. (2010-12-03) Vanilloid derivatives as tyrosinase inhibitors driven by virtual screening-based QSAR models.. Drug testing and analysis, 3 ((3)): (176-181). [PMID:21125547]
18. Yanjing Bai,Chihiro Tohda,Shu Zhu,Masao Hattori,Katsuko Komatsu. (2011-02-09) Active components from Siberian ginseng (Eleutherococcus senticosus) for protection of amyloid β(25-35)-induced neuritic atrophy in cultured rat cortical neurons.. Journal of natural medicines, 65 ((3-4)): (417-423). [PMID:21301979]
19. Min Chen,Fang Hu,Feng Li,Zhi Zhao,Ying Zhou. (2012-04-17) [Study on the chemical constituents from Fructus Toosendan (III)].. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 34 ((12)): (1879-1881). [PMID:22500422]
20. V Balachandran,K Parimala. (2012-05-01) Vanillin and isovanillin: comparative vibrational spectroscopic studies, conformational stability and NLO properties by density functional theory calculations.. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95 (354-368). [PMID:22542395]
21. Po-Yuan Chen,Keng-Shiang Huang,Chin-Chuan Tsai,Tzu-Pin Wang,Eng-Chi Wang. (2012-09-01) Pd(II)-mediated cyclization of o-allylbenzaldehydes in water: a novel synthesis of isocoumarins.. Organic letters, 14 ((18)): (4930-4933). [PMID:22934626]
22. Aditya M Kunjapur,Yekaterina Tarasova,Kristala L J Prather. (2014-07-31) Synthesis and accumulation of aromatic aldehydes in an engineered strain of Escherichia coli.. Journal of the American Chemical Society, 136 ((33)): (11644-11654). [PMID:25076127]
23. Meijuan Li,Fengqing Wang,Yühong Huang,Feifei Du,Chenchun Zhong,Olajide E Olaleye,Weiwei Jia,Yanfen Li,Fang Xu,Jiajia Dong,Jian Li,Justin B R Lim,Buchang Zhao,Lifu Jia,Li Li,Chuan Li. (2015-02-12) Systemic exposure to and disposition of catechols derived from Salvia miltiorrhiza roots (Danshen) after intravenous dosing DanHong injection in human subjects, rats, and dogs.. Drug metabolism and disposition: the biological fate of chemicals, 43 ((5)): (679-690). [PMID:25670806]
24. Giancarlo Statti,Mariangela Marrelli,Filomena Conforti,Antonella Spagnoletti,Massimo Tacchini,Carmela Fimognari,Eleonora Brognara,Roberto Gambari,Gianni Sacchetti,Alessandra Guerrini. (2015-03-11) Inhibition of Cancer Cell Proliferation and Antiradical Effects of Decoction, Hydroalcoholic Extract, and Principal Constituents of Hemidesmus indicus R. Br.. Phytotherapy research : PTR, 29 ((6)): (857-863). [PMID:25753739]
25. Jiyoung Ryu,Dongwook Son,Jungil Kang,Hyun-Su Kim,Bak-Kwang Kim,Sanghyun Lee. (2004-10-12) A benzenoid from the stem of Acanthopanax senticosus.. Archives of pharmacal research, 27 ((9)): (912-914). [PMID:15473659]
26. Georgios I Panoutsopoulos. (2006-03-18) Contribution of aldehyde oxidizing enzymes on the metabolism of 3,4-dimethoxy-2-phenylethylamine to 3,4-dimethoxyphenylacetic acid by guinea pig liver slices.. Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 17 ((1-2)): (47-56). [PMID:16543721]
27. Lei Wang,Zhi-qi Yin,Lei-hong Zhang,Wen-cai Ye,Xiao-qi Zhang,Wen-bin Shen,Shou-xun Zhao. (2007-09-21) [Chemical constituents from root barks of Periploca sepium].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 32 ((13)): (1300-1302). [PMID:17879730]
28. Riyadh M Ahmed,Enaam I Yousif,Mohamad J Al-Jeboori. (2013-09-13) Co(II) and Cd(II) complexes derived from heterocyclic Schiff-Bases: synthesis, structural characterisation, and biological activity.. TheScientificWorldJournal, 2013 (754868-754868). [PMID:24027449]
29. Ke Li, Xiaoyi Sun, Hua Yin, Kun Yang, Pei Dai, Ling Han, Longgui Zhang, Riwei Xu. (2023) Vanillin- and Isovanillin-Based Phthalonitrile Resins Containing Spirocycle Acetal Structures. ACS Applied Polymer Materials, 5 (10): (7878–7886). [PMID:12661006]
30. Yurong Zhuang, Chenchen Wang, Yong Wang, Yuhui Chen, Songqin Liu, Wei Wei. (2023) Colorimetric and surface-enhanced Raman scattering method for vanillin detection based on two types of reduced silver nanoparticles. SENSORS AND ACTUATORS B-CHEMICAL, 393 (134267). [PMID:]
31. Haozhou Huang, Jun Li, An Du, Yinggang Jia, Yuehua Cong, Baoyan Zhang. (2022) Bent-Structure Liquid Crystalline Dimers Containing a Cholesteryl Group Exhibiting Blue Phases. CRYSTAL GROWTH & DESIGN, 22 (12): (7478–7490). [PMID:]
32. Weichen Wang, Tian Sheng, Shanshuai Chen, Zhiyu Xiang, Fangyuan Zhou, Wanbin Zhu, Hongliang Wang. (2023) Defect engineering of Metal-Organic Framework for highly efficient hydrodeoxygenation of lignin derivates in water. CHEMICAL ENGINEERING JOURNAL, 453 (139711). [PMID:]
33. Zhenkun Mao,Changjun Hu,Zhentao Li,Zilin Chen. (2019-06-19) A reversed-phase/hydrophilic bifunctional interaction mixed-mode monolithic column with biphenyl and quaternary ammonium stationary phases for capillary electrochromatography.. The Analyst, 144 ((14)): (4386-4394). [PMID:31210197]

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Dilution Calculator

Determine the dilution needed to prepare a stock solution.