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

CAS: 2444-46-4 Cat. No.: N422827 Peso molecular: 293.4 Beilstein Registry Number: 2144300 Número EC: 219-484-1
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
NONIVAMIDE|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
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Estado
Price
Qty
1ml
N422827-1ml
1
47,90US$
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

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

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Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
NONIVAMIDE | 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
Especificaciones y pureza
10mM in DMSO
Mecanismos bioquímicos y fisiológicos
TRPV1 agonist. Less potent Capsaicin analog. Induces Ca 2+ release from ER. Blood-brain barrier permeable. Active in vivo .
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasCCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
IUPAC NameN-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
InChIKeyRGOVYLWUIBMPGK-UHFFFAOYSA-N
INCHI1S/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)
Isómeros SMILES CCCCCCCCC(=O)NCC1=CC(=C(C=C1)O)OC
WGK Alemania 2
Número ONU 2811
Peso molecular 293.4
Beilstein 2144300
Reaxy-Rn 2144300
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2144300&ln=

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
ClasePhenols
SubclassMethoxyphenols
Intermediate Tree Nodes Not available
Direct ParentMethoxyphenols
Alternative Parents Phenoxy compounds  Methoxybenzenes  Anisoles  Alkyl aryl ethers  1-hydroxy-2-unsubstituted benzenoids  Propargyl-type 1,3-dipolar organic compounds  Carboximidic acids  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Carboximidic acid - Carboximidic acid derivative - Ether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic oxygen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organic nitrogen compound - Aromatic homomonocyclic compound
DescripciónThis 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 an alkaloid
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
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
Objetivos asociados (no humanos)
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
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Punto de inflamación (°C)190°C
Punto de fusión (°C)58°C
Peso molecular293.400 g/mol
XLogP34.200
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Exact Mass293.199 Da
Monoisotopic Mass293.199 Da
Topological Polar Surface Area58.600 Ų
Heavy Atom Count21
Formal Charge0
Complexity283.000
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
Citations of This Product
Referencias
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,      [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,      [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,      [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,      [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.  (2020)  Therapeutic effects and mechanisms study of Hanchuan Zupa Granule in a Guinea pig model of cough variant asthma.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:33358856] [10.1016/j.jep.2020.113719]
8. Liangchen Yue, Jun Cheng, Junjie Hua, Haiquan Dong, Junhu Zhou.  (2020)  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,      [PMID:33160666] [10.1016/j.scitotenv.2020.143269]
9. Min Zhang, Ying Peng, Mengyue Wang, Beibei Gao, Lijuan Zhao, Xiaobo Li.  (2018)  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,      [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]
12. Di Yuan, Yuting Yuan, Liangxiao Zhang, Fei Ma, Peiwu Li.  (2024)  Rapid, efficient, and accurate determination of aflatoxins and capsaicinoids in vegetable oils by immunomagnetic sorbents coupled with UHPLC–MS/MS.  Food Frontiers,  (3): (1004-1013).  [PMID:] [10.1002/fft2.382]
13. Yejun Zhong, Lisen Feng, Hailin Zheng, Hui Zhang, Junzhen Zhong.  (2025)  Colorful natural ingredients based emulsion gel beads: Establishment, characterization and its promotion on the viability of Lactobacillus plantarum.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138380]
14. Yulian Wang, Yuxiang Wu, Guoqing Shi, Deji Gesang, Zixuan Dong, Qingchun Li, Chaoxu Qin, Qianxu Zhou, Jin Li.  (2024)  Non-organic solvent extraction of capsaicinoids from oil combining with fluorescent lateral flow immunoassay strip for on-site identification of illegally recycled waste cooking oil.  Sensors & Diagnostics,      [PMID:] [10.1039/D4SD00306C]
15. Yanling Hao, Fangyu Wang, Qiang Wang, Qilong Xie, Yan Liu, Yanbo Wu, Litao Jia, Yong Li, Wenting Liang.  (2026)  Green deep eutectic solvent-enabled rapid detection of edible oil adulteration via capsaicinoids: experimental and density functional theory studies.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117665]
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