N-Vanillylnonanamide - 10mM in DMSO, high purity , CAS No.2444-46-4

  • 10mM in DMSO
Item Number
N422827
Grouped product items
SKUSizeAvailabilityPrice Qty
N422827-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$47.90

TRPV1 agonist. Capsaicin analog.

Basic Description

SynonymsNONIVAMIDE | 2444-46-4 | N-Vanillylnonanamide | Pseudocapsaicin | Pelargonic acid vanillylamide | N-Vanillylnonamide | N-(4-Hydroxy-3-methoxybenzyl)nonanamide | N-Vanillylpelargonamide | Nonanoic acid vanillylamide | N-Nonanoyl vanillylamide | Vanillyl pelargonic amide | Vanil
Specifications & Purity10mM in DMSO
Biochemical and Physiological MechanismsTRPV1 agonist. Less potent Capsaicin analog. Induces Ca 2+ release from ER. Blood-brain barrier permeable. Active in vivo .
Storage TempStore at -80°C
Shipped InIce chest + Ice pads

Associated Targets(Human)

CYP1A2 Tchem Cytochrome P450 1A2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CYP2D6 Tclin Cytochrome P450 2D6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CYP2C19 Tchem Cytochrome P450 2C19 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
EHMT2 Tchem Histone-lysine N-methyltransferase EHMT2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CYP2C9 Tchem Cytochrome P450 2C9 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FTL Tbio Ferritin light chain (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HDAC6 Tclin Histone deacetylase 6 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TRPV1 Tclin Transient receptor potential cation channel subfamily V member 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
POLI Tchem DNA polymerase iota (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PMP22 Tbio Peripheral myelin protein 22 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD(+)] (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALOX15 Tchem Arachidonate 15-lipoxygenase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NR1H4 Tclin Bile acid receptor (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
BLM Tchem Bloom syndrome protein (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALDH1A1 Tchem Retinal dehydrogenase 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GLS Tchem Glutaminase kidney isoform, mitochondrial (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRPV1 Tclin Vanilloid receptor (8273 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cavia porcellus (23802 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FTL Ferritin light chain (43324 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cell membrane (1233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
INCHI InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
InChi Key RGOVYLWUIBMPGK-UHFFFAOYSA-N
Canonical SMILES CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
Isomeric SMILES CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
WGK Germany 2
PubChem CID 2998
UN Number 2811
Molecular Weight 293.4
Beilstein 2144300

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Chemical and Physical Properties

Flash Point(°C)190°C
Melt Point(°C)58°C

Safety and Hazards(GHS)

Pictogram(s) GHS06,   GHS08,   GHS05,   GHS07
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H301:Toxic if swallowed

H318:Causes serious eye damage

H317:May cause an allergic skin reaction

H334:May cause allergy or asthma symptoms or breathing difficulties if inhaled

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.

P284:[In case of inadequate ventilation] Wear respiratory protection.

P271:Use only outdoors or in a well-ventilated area.

P270:Do not eat, drink or smoke when using this product.

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.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P316:IF SWALLOWED: Get emergency medical help immediately.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P317:Get emergency medical help.

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.

P342+P316:If experiencing respiratory symptoms: Get emergence medical help immediately.

WGK Germany 2

Related Documents

Citations of This Product

1. Jing Luo, Yijue Deng, Yi Ding, Ying Zhang, Min Tan, Guangning Xu, Huining Lin, Mengqing Wang, Chenguang Tang.  (2023)  Investigation into actions of Xiebai and Zengye decoction on cough sensitivity, airway inflammation and gut microbiota in the rat model of post-infectious cough.  Heliyon,  (e22782).  [PMID:38094068] [10.1016/j.heliyon.2023.e22782]
2. Mingmai Bao, Jiahui Bai, Ying Wang, Suzhen Zhu, Yingchao Liu, Tianlun Wen, Jing Zhang, Shuang-cheng Ma, Yinlong Guo.  (2023)  Plasma-Excited Nebulizer Gas-Assisted Electrospray Ionization: Enhancing the Sensitivity of Pesticide in Mass Spectrometry.  ANALYTICAL CHEMISTRY,  95  (40): (14842–14852).  [PMID:37779463] [10.1021/acs.analchem.3c01502]
3. Jing Luo, Yijue Deng, Yi Ding, Chenguang Tang, Mengqing Wang.  (2023)  Xiebai Zengye decoction improves respiratory function and attenuates inflammation in juvenile rats with postinfection cough via regulating ERK signaling pathway.  CELL BIOCHEMISTRY AND FUNCTION,      [PMID:37606071] [10.1002/cbf.3835]
4. Tian-Lun Wen, Jia-Hui Bai, Ming-Mai Bao, Yong Qin, Yue Su, Yin-Long Guo.  (2023)  Ultrasonic sample introduction combined with flame assisted thermal ionization: Pretreatment-free direct mass spectrometry analysis for fraction collecting tubes of preparative liquid chromatography.  TALANTA,  259  (124508).  [PMID:37043878] [10.1016/j.talanta.2023.124508]
5. Liangliang He, Huifang Duan, Xintong Chen, Yuanshan Chen, Qingmei Mo, Junqing Huang, Huinan Zhao, Xinsheng Yao, Jiaxu Chen, Zhihong Yao.  (2023)  Quality assessment of commercial dried ginger (Zingiber officinale Roscoe) based on targeted and non-targeted chemical profiles and anti-inflammatory activity.  FOOD RESEARCH INTERNATIONAL,  166  (112589).  [PMID:36914321] [10.1016/j.foodres.2023.112589]
6. Zhang Jiali, Zhang Minghui, Yang Qingqing, Wei Lin, Yuan Bei, Pang Chengchen, Zhang Yanyan, Sun Xia, Guo Yemin.  (2022)  A simple and rapid homogeneous fluorescence polarization immunoassay for rapid identification of gutter cooking oil by detecting capsaicinoids.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  414  (20): (6127-6137).  [PMID:35804073] [10.1007/s00216-022-04177-2]
7. Pengfei Li, Jingkang Wang, Chunguo Wang, Long Cheng, Quantao Ma, Yaqi Li, Yongcheng An, Hongyu Dai, Yuhui Duan, Tieshan Wang, Xuan Ma, Minghui Zhang, Ting Wang, Baosheng Zhao.  (2021)  Therapeutic effects and mechanisms study of Hanchuan Zupa Granule in a Guinea pig model of cough variant asthma.  JOURNAL OF ETHNOPHARMACOLOGY,  269  (113719).  [PMID:33358856] [10.1016/j.jep.2020.113719]
8. Liangchen Yue, Jun Cheng, Junjie Hua, Haiquan Dong, Junhu Zhou.  (2021)  A sodium percarbonate/ultraviolet system generated free radicals for degrading capsaicin to alleviate inhibition of methane production during anaerobic digestion of lipids and food waste.  SCIENCE OF THE TOTAL ENVIRONMENT,  761  (143269).  [PMID:33160666] [10.1016/j.scitotenv.2020.143269]
9. Min Zhang, Ying Peng, Mengyue Wang, Beibei Gao, Lijuan Zhao, Xiaobo Li.  (2019)  The influence of compatibility of Si-Ni decoction with metabolism in intestinal bacteria on transports of toxic diterpenoid alkaloids from processed aconite root across Caco-2 monolayers.  JOURNAL OF ETHNOPHARMACOLOGY,  228  (164).  [PMID:30223050] [10.1016/j.jep.2018.09.022]
10. Chuan Zhou, Dianping Ma, Wenming Cao, Haiming Shi, Yuanrong Jiang.  (2018)  Fast simultaneous determination of capsaicin, dihydrocapsaicin and nonivamide for detecting adulteration in edible and crude vegetable oils by UPLC-MS/MS.  Food Additives and Contaminants Part A-Chemistry Analysis Control Exposure & Risk Assessment,      [PMID:29601258] [10.1080/19440049.2018.1457801]
11. Jiajia Sun, Liqiang Liu, Shanshan Song, Gang Cui, Hua Kuang.  (2018)  Development of an immunochromatographic strip assay for three major capsaicinoids based on an ultrasensitive monoclonal antibody.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2018.1490394]

References

1. Jing Luo, Yijue Deng, Yi Ding, Ying Zhang, Min Tan, Guangning Xu, Huining Lin, Mengqing Wang, Chenguang Tang.  (2023)  Investigation into actions of Xiebai and Zengye decoction on cough sensitivity, airway inflammation and gut microbiota in the rat model of post-infectious cough.  Heliyon,  (e22782).  [PMID:38094068] [10.1016/j.heliyon.2023.e22782]
2. Mingmai Bao, Jiahui Bai, Ying Wang, Suzhen Zhu, Yingchao Liu, Tianlun Wen, Jing Zhang, Shuang-cheng Ma, Yinlong Guo.  (2023)  Plasma-Excited Nebulizer Gas-Assisted Electrospray Ionization: Enhancing the Sensitivity of Pesticide in Mass Spectrometry.  ANALYTICAL CHEMISTRY,  95  (40): (14842–14852).  [PMID:37779463] [10.1021/acs.analchem.3c01502]
3. Jing Luo, Yijue Deng, Yi Ding, Chenguang Tang, Mengqing Wang.  (2023)  Xiebai Zengye decoction improves respiratory function and attenuates inflammation in juvenile rats with postinfection cough via regulating ERK signaling pathway.  CELL BIOCHEMISTRY AND FUNCTION,      [PMID:37606071] [10.1002/cbf.3835]
4. Tian-Lun Wen, Jia-Hui Bai, Ming-Mai Bao, Yong Qin, Yue Su, Yin-Long Guo.  (2023)  Ultrasonic sample introduction combined with flame assisted thermal ionization: Pretreatment-free direct mass spectrometry analysis for fraction collecting tubes of preparative liquid chromatography.  TALANTA,  259  (124508).  [PMID:37043878] [10.1016/j.talanta.2023.124508]
5. Liangliang He, Huifang Duan, Xintong Chen, Yuanshan Chen, Qingmei Mo, Junqing Huang, Huinan Zhao, Xinsheng Yao, Jiaxu Chen, Zhihong Yao.  (2023)  Quality assessment of commercial dried ginger (Zingiber officinale Roscoe) based on targeted and non-targeted chemical profiles and anti-inflammatory activity.  FOOD RESEARCH INTERNATIONAL,  166  (112589).  [PMID:36914321] [10.1016/j.foodres.2023.112589]
6. Zhang Jiali, Zhang Minghui, Yang Qingqing, Wei Lin, Yuan Bei, Pang Chengchen, Zhang Yanyan, Sun Xia, Guo Yemin.  (2022)  A simple and rapid homogeneous fluorescence polarization immunoassay for rapid identification of gutter cooking oil by detecting capsaicinoids.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  414  (20): (6127-6137).  [PMID:35804073] [10.1007/s00216-022-04177-2]
7. Pengfei Li, Jingkang Wang, Chunguo Wang, Long Cheng, Quantao Ma, Yaqi Li, Yongcheng An, Hongyu Dai, Yuhui Duan, Tieshan Wang, Xuan Ma, Minghui Zhang, Ting Wang, Baosheng Zhao.  (2021)  Therapeutic effects and mechanisms study of Hanchuan Zupa Granule in a Guinea pig model of cough variant asthma.  JOURNAL OF ETHNOPHARMACOLOGY,  269  (113719).  [PMID:33358856] [10.1016/j.jep.2020.113719]
8. Liangchen Yue, Jun Cheng, Junjie Hua, Haiquan Dong, Junhu Zhou.  (2021)  A sodium percarbonate/ultraviolet system generated free radicals for degrading capsaicin to alleviate inhibition of methane production during anaerobic digestion of lipids and food waste.  SCIENCE OF THE TOTAL ENVIRONMENT,  761  (143269).  [PMID:33160666] [10.1016/j.scitotenv.2020.143269]
9. Min Zhang, Ying Peng, Mengyue Wang, Beibei Gao, Lijuan Zhao, Xiaobo Li.  (2019)  The influence of compatibility of Si-Ni decoction with metabolism in intestinal bacteria on transports of toxic diterpenoid alkaloids from processed aconite root across Caco-2 monolayers.  JOURNAL OF ETHNOPHARMACOLOGY,  228  (164).  [PMID:30223050] [10.1016/j.jep.2018.09.022]
10. Chuan Zhou, Dianping Ma, Wenming Cao, Haiming Shi, Yuanrong Jiang.  (2018)  Fast simultaneous determination of capsaicin, dihydrocapsaicin and nonivamide for detecting adulteration in edible and crude vegetable oils by UPLC-MS/MS.  Food Additives and Contaminants Part A-Chemistry Analysis Control Exposure & Risk Assessment,      [PMID:29601258] [10.1080/19440049.2018.1457801]
11. Jiajia Sun, Liqiang Liu, Shanshan Song, Gang Cui, Hua Kuang.  (2018)  Development of an immunochromatographic strip assay for three major capsaicinoids based on an ultrasensitive monoclonal antibody.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2018.1490394]

Solution Calculators