7-Hydroxymitragynine | CAS#174418-82-7

MedKoo Cat#: 556174 | Name: 7-Hydroxymitragynine

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Description:

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

7-Hydroxymitragynine is an active alkaloid found in the plant Mitragynine speciosa, commonly known as Kratom. The compound possesses opioid agonistic activity with a potentcy 30- and 17-fold higher than that of mitragynine and morphine, respectively.

Chemical Structure

7-Hydroxymitragynine

CAS#174418-82-7

Theoretical Analysis

MedKoo Cat#: 556174

Name: 7-Hydroxymitragynine

CAS#: 174418-82-7

Chemical Formula: C23H30N2O5

Exact Mass: 414.2155

Molecular Weight: 414.50

Elemental Analysis: C, 66.65; H, 7.30; N, 6.76; O, 19.30

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 850.00	2 Weeks

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Related CAS #

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Synonym

7-Hydroxymitragynine; 7-Hydroxy mitragynine; 7-Hydroxy-mitragynine; 7α-Hydroxy-7H-mitragynine; 9-Methoxycorynantheidine hydroxyindolenine; Mitragynine hydroxyindolenine

IUPAC/Chemical Name

methyl (E)-2-((2S,3S,7aS,12bS)-3-ethyl-7a-hydroxy-8-methoxy-1,2,3,4,6,7,7a,12b-octahydroindolo[2,3-a]quinolizin-2-yl)-3-methoxyacrylate

InChi Key

RYENLSMHLCNXJT-CYXFISRXSA-N

InChi Code

InChI=1S/C23H30N2O5/c1-5-14-12-25-10-9-23(27)20-17(7-6-8-19(20)29-3)24-21(23)18(25)11-15(14)16(13-28-2)22(26)30-4/h6-8,13-15,18,27H,5,9-12H2,1-4H3/b16-13+/t14-,15+,18+,23+/m1/s1

SMILES Code

O[C@@]12C=3C(N=C1[C@]4(N(CC2)C[C@@H](CC)[C@@H](\C(\C(OC)=O)=C/OC)C4)[H])=CC=CC3OC

Appearance

To be determined

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 414.50 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

1: Correction to "Interactive Effects of µ-Opioid and Adrenergic-α2 Receptor Agonists in Rats: Pharmacological Investigation of the Primary Kratom Alkaloid Mitragynine and Its Metabolite 7-Hydroxymitragynine". J Pharmacol Exp Ther. 2023 Feb;384(2):326. doi: 10.1124/jpet.122.001192err. Erratum for: J Pharmacol Exp Ther. 2022 Oct;383(1):1. PMID: 36653182. 2: Correction to "Pharmacological Comparison of Mitragynine and 7-Hydroxymitragynine: In Vitro Affinity and Efficacy for μ-Opioid Receptor and Opioid-Like Behavioral Effects in Rats". J Pharmacol Exp Ther. 2022 Dec;383(3):250. doi: 10.1124/jpet.120.000189err. Erratum for: J Pharmacol Exp Ther. 2021 Jan;376(1):1-11. PMID: 36396350. 3: Limcharoen T, Pouyfung P, Ngamdokmai N, Prasopthum A, Ahmad AR, Wisdawati W, Prugsakij W, Warinhomhoun S. Inhibition of α-Glucosidase and Pancreatic Lipase Properties of Mitragyna speciosa (Korth.) Havil. (Kratom) Leaves. Nutrients. 2022 Sep 21;14(19):3909. doi: 10.3390/nu14193909. PMID: 36235558; PMCID: PMC9572452. 4: Obeng S, Leon F, Patel A, Zuarth Gonzalez JD, Chaves Da Silva L, Restrepo LF, Gamez-Jimenez LR, Ho NP, Guerrero Calvache MP, Pallares VLC, Helmes JA, Shiomitsu SK, Soto PL, McCurdy CR, McMahon LR, Wilkerson JL, Hiranita T. Interactive Effects of µ-Opioid and Adrenergic-α2 Receptor Agonists in Rats: Pharmacological Investigation of the Primary Kratom Alkaloid Mitragynine and Its Metabolite 7-Hydroxymitragynine. J Pharmacol Exp Ther. 2022 Dec;383(3):182-198. doi: 10.1124/jpet.122.001192. Epub 2022 Sep 24. PMID: 36153006; PMCID: PMC9667981. 5: Gorelick DA. Kratom: Substance of Abuse or Therapeutic Plant? Psychiatr Clin North Am. 2022 Sep;45(3):415-430. doi: 10.1016/j.psc.2022.04.002. Epub 2022 Jul 31. PMID: 36055730. 6: Sakamoto J, Kitajima M, Ishikawa H. Asymmetric Total Syntheses of Mitragynine, Speciogynine, and 7-Hydroxymitragynine. Chem Pharm Bull (Tokyo). 2022;70(9):662-668. doi: 10.1248/cpb.c22-00441. PMID: 36047237. 7: Stanciu C, Ahmed S, Gnanasegaram S, Gibson S, Penders T, Grundmann O, McCurdy C. Kratom as an opioid alternative: harm, or harm reduction? A systematic review of literature. Am J Drug Alcohol Abuse. 2022 Sep 3;48(5):509-528. doi: 10.1080/00952990.2022.2111685. Epub 2022 Aug 24. PMID: 36001875. 8: Bade R, Eaglesham G, Shimko KM, Mueller J. Quantification of new psychoactive substances in Australian wastewater utilising direct injection liquid chromatography coupled to tandem mass spectrometry. Talanta. 2023 Jan 1;251:123767. doi: 10.1016/j.talanta.2022.123767. Epub 2022 Aug 8. PMID: 35973252. 9: Papadi G, Bakhiya N, Ildico Hirsch-Ernst K. Assessment of the possible health risks associated with the consumption of botanical preparations of Mitragyna speciosa (kratom). EFSA J. 2022 May 25;20(Suppl 1):e200415. doi: 10.2903/j.efsa.2022.e200415. PMID: 35634550; PMCID: PMC9131591. 10: Hughes S, van de Klashorst D, Veltri CA, Grundmann O. Acute, Sublethal, and Developmental Toxicity of Kratom (Mitragyna speciosa Korth.) Leaf Preparations on Caenorhabditis elegans as an Invertebrate Model for Human Exposure. Int J Environ Res Public Health. 2022 May 22;19(10):6294. doi: 10.3390/ijerph19106294. PMID: 35627831; PMCID: PMC9140534. 11: Gahr M. Kratom (Mitragyna speciosa): eine psychoaktive Pflanze mit Chancen und Risiken [Kratom (Mitragyna Speciosa): a Psychoactive Plant with Opportunities and Risks]. Fortschr Neurol Psychiatr. 2022 May 25. German. doi: 10.1055/a-1826-2766. Epub ahead of print. Erratum in: Fortschr Neurol Psychiatr. 2022 Jun 07;: PMID: 35613937. 12: Zhang M, Sharma A, León F, Avery B, Kjelgren R, McCurdy CR, Pearson BJ. Plant growth and phytoactive alkaloid synthesis in kratom [Mitragyna speciosa (Korth.)] in response to varying radiance. PLoS One. 2022 Apr 26;17(4):e0259326. doi: 10.1371/journal.pone.0259326. PMID: 35472200; PMCID: PMC9041851. 13: Manwill PK, Flores-Bocanegra L, Khin M, Raja HA, Cech NB, Oberlies NH, Todd DA. Kratom (Mitragyna speciosa) Validation: Quantitative Analysis of Indole and Oxindole Alkaloids Reveals Chemotypes of Plants and Products. Planta Med. 2022 Aug;88(9-10):838-857. doi: 10.1055/a-1795-5876. Epub 2022 Apr 25. PMID: 35468648; PMCID: PMC9343938. 14: Sablaban IM, Gautam M. Kratom & Stimulant Co-Addiction: A Case Series and Brief Review. J Addict Dis. 2022 Apr 20:1-4. doi: 10.1080/10550887.2022.2066459. Epub ahead of print. PMID: 35441584. 15: Hiranita T, Obeng S, Sharma A, Wilkerson JL, McCurdy CR, McMahon LR. In vitro and in vivo pharmacology of kratom. Adv Pharmacol. 2022;93:35-76. doi: 10.1016/bs.apha.2021.10.001. Epub 2021 Dec 13. PMID: 35341571. 16: Behonick GS, Vu C, Czarnecki L, El-Ters M, Shanks KG. Two Single-Drug Fatal Intoxications by Mitragynine. J Anal Toxicol. 2022 May 20;46(5):e110-e114. doi: 10.1093/jat/bkac016. PMID: 35285475. 17: Ahmad I, Prabowo WC, Arifuddin M, Fadraersada J, Indriyanti N, Herman H, Purwoko RY, Nainu F, Rahmadi A, Paramita S, Kuncoro H, Mita N, Narsa AC, Prasetya F, Ibrahim A, Rijai L, Alam G, Mun'im A, Dej-Adisai S. Mitragyna Species as Pharmacological Agents: From Abuse to Promising Pharmaceutical Products. Life (Basel). 2022 Jan 27;12(2):193. doi: 10.3390/life12020193. PMID: 35207481; PMCID: PMC8878704. 18: Henningfield JE, Wang DW, Huestis MA. Kratom Abuse Potential 2021: An Updated Eight Factor Analysis. Front Pharmacol. 2022 Jan 28;12:775073. doi: 10.3389/fphar.2021.775073. PMID: 35197848; PMCID: PMC8860177. 19: Broyan VR, Brar JK, Allgaier Student T, Allgaier JT. Long-term buprenorphine treatment for kratom use disorder: A case series. Subst Abus. 2022;43(1):763-766. doi: 10.1080/08897077.2021.2010250. PMID: 35112990. 20: Tungphatthong C, Phadungcharoen T, Sooksawate T, Sukrong S. PCR combined with lateral flow immunochromatographic assay to differentiate the narcotic Mitragyna speciosa from related species and detect it in forensic evidence. Forensic Sci Int. 2022 Feb;331:111149. doi: 10.1016/j.forsciint.2021.111149. Epub 2021 Dec 14. Erratum in: Forensic Sci Int. 2022 Jul;336:111347. PMID: 34933184.