Nordihydrocapsaicin | CAS#28789-35-7 | Major pungency capsaicinoid

MedKoo Cat#: 464272 | Name: Nordihydrocapsaicin

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nordihydrocapsaicin is a capsaicinoid and a major pungency principle that has been found in C. annuum.

Chemical Structure

Nordihydrocapsaicin

CAS#28789-35-7

Theoretical Analysis

MedKoo Cat#: 464272

Name: Nordihydrocapsaicin

CAS#: 28789-35-7

Chemical Formula: C17H27NO3

Exact Mass: 293.1991

Molecular Weight: 293.41

Elemental Analysis: C, 69.59; H, 9.28; N, 4.77; O, 16.36

Price and Availability

Size	Price	Availability
5mg	USD 550.00	2 Weeks
10mg	USD 950.00	2 Weeks
25mg	USD 1,650.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Nordihydrocapsaicin; NDHC;

IUPAC/Chemical Name

N-(4-hydroxy-3-methoxybenzyl)-7-methyloctanamide

InChi Key

VQEONGKQWIFHMN-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H27NO3/c1-13(2)7-5-4-6-8-17(20)18-12-14-9-10-15(19)16(11-14)21-3/h9-11,13,19H,4-8,12H2,1-3H3,(H,18,20)

SMILES Code

O=C(NCC1=CC=C(O)C(OC)=C1)CCCCCC(C)C

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Nordihydrocapsaicin is a capsaicinoid analog and congener of capsaicin in chili peppers.

In vitro activity:

TBD

In vivo activity:

TBD

	Solvent	mg/mL	mM
Solubility
	DMSO	50.0	170.41

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 293.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

TBD

In vitro protocol:

TBD

In vivo protocol:

TBD

1: Yap ESP, Uthairatanakij A, Laohakunjit N, Jitareerat P, Vaswani A, Magana AA, Morre J, Maier CS. Plant growth and metabolic changes in 'Super Hot' chili fruit (Capsicum annuum) exposed to supplemental LED lights. Plant Sci. 2021 Apr;305:110826. doi: 10.1016/j.plantsci.2021.110826. Epub 2021 Jan 14. PMID: 33691960. 2: E El-Haddad A, S Saad A, El-Emam SZ, A Amer A. Correlation of Chillies Capsaicinoids Contents with their Cytotoxic Effects against Hepatocarcinoma Cells. Pak J Biol Sci. 2021 Jan;24(2):219-226. doi: 10.3923/pjbs.2021.219.226. PMID: 33683051. 3: Shankarrao Shirkole S, Sadashiv Mujumdar A, Jayabalan R, Prakash Sutar P. Dry pasteurization of paprika (Capsicum annuum L.) by short time intensive microwave-infrared radiation: Inactivation of Salmonella Typhimurium and Aspergillus flavus considering quality degradation kinetics. Food Chem. 2021 Feb 15;338:128012. doi: 10.1016/j.foodchem.2020.128012. Epub 2020 Sep 6. PMID: 32927202. 4: Dos Anjos-Garcia T, Coimbra NC. Opposing roles of dorsomedial hypothalamic CB1 and TRPV1 receptors in anandamide signaling during the panic-like response elicited in mice by Brazilian rainbow Boidae snakes. Psychopharmacology (Berl). 2019 Jun;236(6):1863-1874. doi: 10.1007/s00213-019-5170-2. Epub 2019 Jan 29. PMID: 30694375. 5: Wang R, Liu Y, Sun S, Si Y, Liu X, Liu X, Zhang S, Wang W. Capsaicinoids from hot pepper (Capsicum annuum L.) and their phytotoxic effect on seedling growth of lettuce (Lactuca sativa L.). Nat Prod Res. 2020 Jun;34(11):1597-1601. doi: 10.1080/14786419.2018.1519821. Epub 2018 Nov 17. PMID: 30449166. 6: Zhou C, Ma D, Cao W, Shi H, Jiang Y. Fast simultaneous determination of capsaicin, dihydrocapsaicin and nonivamide for detecting adulteration in edible and crude vegetable oils by UPLC-MS/MS. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2018 Aug;35(8):1447-1452. doi: 10.1080/19440049.2018.1457801. Epub 2018 Jul 12. PMID: 29601258. 7: Stipcovich T, Barbero GF, Ferreiro-González M, Palma M, Barroso CG. Fast analysis of capsaicinoids in Naga Jolokia extracts (Capsicum chinense) by high- performance liquid chromatography using fused core columns. Food Chem. 2018 Jan 15;239:217-224. doi: 10.1016/j.foodchem.2017.06.098. Epub 2017 Jun 20. PMID: 28873562. 8: Fayos O, de Aguiar AC, Jiménez-Cantizano A, Ferreiro-González M, Garcés- Claver A, Martínez J, Mallor C, Ruiz-Rodríguez A, Palma M, Barroso CG, Barbero GF. Ontogenetic Variation of Individual and Total Capsaicinoids in Malagueta Peppers (Capsicum frutescens) during Fruit Maturation. Molecules. 2017 May 3;22(5):736. doi: 10.3390/molecules22050736. PMID: 28467391; PMCID: PMC6153989. 9: Duelund L, Mouritsen OG. Contents of capsaicinoids in chillies grown in Denmark. Food Chem. 2017 Apr 15;221:913-918. doi: 10.1016/j.foodchem.2016.11.074. Epub 2016 Nov 19. PMID: 27979294. 10: Barbero GF, de Aguiar AC, Carrera C, Olachea Á, Ferreiro-González M, Martínez J, Palma M, Barroso CG. Evolution of Capsaicinoids in Peter Pepper (Capsicum annuum var. annuum) During Fruit Ripening. Chem Biodivers. 2016 Aug;13(8):1068-75. doi: 10.1002/cbdv.201500503. Epub 2016 Aug 6. PMID: 27416068. 11: Henquet MGL, Roelse M, de Vos RCH, Schipper A, Polder G, de Ruijter NCA, Hall RD, Jongsma MA. Metabolomics meets functional assays: coupling LC-MS and microfluidic cell-based receptor-ligand analyses. Metabolomics. 2016;12:115. doi: 10.1007/s11306-016-1057-y. Epub 2016 Jun 22. PMID: 27398080; PMCID: PMC4917570. 12: Bignardi C, Cavazza A, Rinaldi M, Corradini C. Correlation between different markers for the assessment of red chilli pepper powders stability during shelf- life. Int J Food Sci Nutr. 2016 Jun;67(4):391-9. doi: 10.3109/09637486.2016.1164671. Epub 2016 Apr 5. PMID: 27045952. 13: Nagy Z, Daood H, Ambrózy Z, Helyes L. Determination of Polyphenols, Capsaicinoids, and Vitamin C in New Hybrids of Chili Peppers. J Anal Methods Chem. 2015;2015:102125. doi: 10.1155/2015/102125. Epub 2015 Oct 1. PMID: 26495153; PMCID: PMC4606152. 14: Lagatta DC, Ferreira-Junior NC, Resstel LB. Medial prefrontal cortex TRPV1 channels modulate the baroreflex cardiac activity in rats. Br J Pharmacol. 2015 Nov;172(22):5377-89. doi: 10.1111/bph.13327. Epub 2015 Nov 4. PMID: 26360139; PMCID: PMC5341219. 15: Batista PA, Fogaça MV, Guimarães FS. The endocannabinoid, endovanilloid and nitrergic systems could interact in the rat dorsolateral periaqueductal gray matter to control anxiety-like behaviors. Behav Brain Res. 2015 Oct 15;293:182-8. doi: 10.1016/j.bbr.2015.07.019. Epub 2015 Jul 14. PMID: 26187694. 16: Moirangthem SS, Gogoi S, Thongbam PD, Ramya KT, Fiyaz RA, Pandey DS. Effect of sowing time and crop geometry on the Capsaicinoid content in Bhoot Jolokia (Capsicum chinense Jacq.). J Food Sci Technol. 2014 Sep;51(9):1974-81. doi: 10.1007/s13197-012-0684-1. Epub 2012 Mar 30. PMID: 25190853; PMCID: PMC4152481. 17: Barbero GF, Ruiz AG, Liazid A, Palma M, Vera JC, Barroso CG. Evolution of total and individual capsaicinoids in peppers during ripening of the Cayenne pepper plant (Capsicum annuum L.). Food Chem. 2014 Jun 15;153:200-6. doi: 10.1016/j.foodchem.2013.12.068. Epub 2013 Dec 25. PMID: 24491721. 18: Liu A, Han C, Zhou X, Zhu Z, Huang F, Shen Y. Determination of three capsaicinoids in Capsicum annuum by pressurized liquid extraction combined with LC-MS/MS. J Sep Sci. 2013 Mar;36(5):857-62. doi: 10.1002/jssc.201200942. Epub 2013 Feb 4. PMID: 23378155. 19: Alothman ZA, Wabaidur SM, Khan MR, Abdel Ghafar A, Habila MA, Ahmed YB. Determination of capsaicinoids in Capsicum species using ultra performance liquid chromatography-mass spectrometry. J Sep Sci. 2012 Nov;35(21):2892-6. doi: 10.1002/jssc.201200459. Epub 2012 Oct 10. PMID: 23047709. 20: Sato D, Eshita Y, Katsuragi H, Hamada H, Shimoda K, Kubota N. Glycosylation of vanillin and 8-nordihydrocapsaicin by cultured Eucalyptus perriniana cells. Molecules. 2012 May 2;17(5):5013-20. doi: 10.3390/molecules17055013. PMID: 22552154; PMCID: PMC6268922.