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MedKoo Cat#: 413223 | Name: Higenamine

Description:

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

Higenamine is a molecule derived from a variety of fruits and plants that appears to have anti-asthmatic properties via dilating the bronchial tubes (a mechanism known as Beta(2)adrenergic agonism). This mechanism is also the same one underlying the fat burning potential of ephedrine, and as such Higenamine is currently being used as a fat burner.

Chemical Structure

Higenamine
Higenamine
CAS#5843-65-2 (free base)

Theoretical Analysis

MedKoo Cat#: 413223

Name: Higenamine

CAS#: 5843-65-2 (free base)

Chemical Formula: C16H17NO3

Exact Mass: 271.1208

Molecular Weight: 271.32

Elemental Analysis: C, 70.83; H, 6.32; N, 5.16; O, 17.69

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
5843-65-2 (free base) 11041-94-4 (HCl)
Synonym
Higenamine; Norcoclaurine; Demethylcoclaurine
IUPAC/Chemical Name
1-(4-hydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol
InChi Key
WZRCQWQRFZITDX-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H17NO3/c18-12-3-1-10(2-4-12)7-14-13-9-16(20)15(19)8-11(13)5-6-17-14/h1-4,8-9,14,17-20H,5-7H2
SMILES Code
Oc1ccc(CC2NCCc3c2cc(O)c(O)c3)cc1
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
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 271.32 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.

Recalculate based on batch purity %
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
1: Hudzik TJ, Patel M, Brown A. β2 -Adrenoceptor agonist activity of higenamine. Drug Test Anal. 2020 Dec 26. doi: 10.1002/dta.2992. Epub ahead of print. PMID: 33369180. 2: Zhang N, Lian Z, Peng X, Li Z, Zhu H. Applications of Higenamine in pharmacology and medicine. J Ethnopharmacol. 2017 Jan 20;196:242-252. doi: 10.1016/j.jep.2016.12.033. Epub 2016 Dec 19. PMID: 28007527. 3: Zhang Y, Zhang J, Wu C, Guo S, Su J, Zhao W, Xing H. Higenamine protects neuronal cells from oxygen-glucose deprivation/reoxygenation-induced injury. J Cell Biochem. 2019 Mar;120(3):3757-3764. doi: 10.1002/jcb.27656. Epub 2018 Sep 30. PMID: 30270549. 4: Wang X, Li X, Jingfen W, Fei D, Mei P. Higenamine alleviates cerebral ischemia-reperfusion injury in rats. Front Biosci (Landmark Ed). 2019 Mar 1;24:859-869. PMID: 30844718. 5: Cohen PA, Travis JC, Keizers PHJ, Boyer FE, Venhuis BJ. The stimulant higenamine in weight loss and sports supplements. Clin Toxicol (Phila). 2019 Feb;57(2):125-130. doi: 10.1080/15563650.2018.1497171. Epub 2018 Sep 6. PMID: 30188222. 6: Bai X, Ding W, Yang S, Guo X. Higenamine inhibits IL-1β-induced inflammation in human nucleus pulposus cells. Biosci Rep. 2019 Jun 28;39(6):BSR20190857. doi: 10.1042/BSR20190857. PMID: 31213577; PMCID: PMC6597855. 7: Nuntawong P, Tanaka H, Sakamoto S, Morimoto S. ELISA for the Detection of the Prohibited Doping Agent Higenamine. Planta Med. 2020 Jul;86(11):760-766. doi: 10.1055/a-1181-2084. Epub 2020 Jun 8. PMID: 32512615. 8: Guan J, Lin H, Xie M, Huang M, Zhang D, Ma S, Bian W, Zhan Q, Zhao G. Higenamine exerts an antispasmodic effect on cold-induced vasoconstriction by regulating the PI3K/Akt, ROS/α2C-AR and PTK9 pathways independently of the AMPK/eNOS/NO axis. Exp Ther Med. 2019 Aug;18(2):1299-1308. doi: 10.3892/etm.2019.7656. Epub 2019 Jun 10. PMID: 31316621; PMCID: PMC6601373. 9: Deng T, Wei Z, Gael A, Deng X, Liu Y, Lai J, Hang L, Yan Q, Fu Q, Li Z. Higenamine Improves Cardiac and Renal Fibrosis in Rats With Cardiorenal Syndrome via ASK1 Signaling Pathway. J Cardiovasc Pharmacol. 2020 Jun;75(6):535-544. doi: 10.1097/FJC.0000000000000822. PMID: 32168151. 10: Yan K, Wang X, Wang Z, Wang Y, Luan Z, Gao X, Wang R. The risk of higenamine adverse analytical findings following oral administration of plumula nelumbinis capsules. Drug Test Anal. 2019 Nov;11(11-12):1731-1736. doi: 10.1002/dta.2701. Epub 2019 Nov 27. PMID: 31680485.