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MedKoo Cat#: 562572 | Name: Dexanabinol
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Description:

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

Dexanabinol is a cannabinoid agonist.

Chemical Structure

Dexanabinol
Dexanabinol
CAS#112924-45-5

Theoretical Analysis

MedKoo Cat#: 562572

Name: Dexanabinol

CAS#: 112924-45-5

Chemical Formula: C25H38O3

Exact Mass: 386.2821

Molecular Weight: 386.57

Elemental Analysis: C, 77.68; H, 9.91; O, 12.42

Price and Availability

Size Price Availability Quantity
5mg USD 450.00 2 Weeks
10mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Dexanabinol; Sinnabidiol; HU-211; HU 211; HU211;
IUPAC/Chemical Name
(6aS,10aS)-9-(Hydroxymethyl)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-1-ol
InChi Key
SSQJFGMEZBFMNV-PMACEKPBSA-N
InChi Code
InChI=1S/C25H38O3/c1-6-7-8-9-12-24(2,3)18-14-21(27)23-19-13-17(16-26)10-11-20(19)25(4,5)28-22(23)15-18/h10,14-15,19-20,26-27H,6-9,11-13,16H2,1-5H3/t19-,20-/m0/s1
SMILES Code
OC1=CC(C(CCCCCC)(C)C)=CC2=C1[C@](CC(CO)=CC3)([H])[C@@]3([H])C(C)(C)O2
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 386.57 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: He X, Yang L, Wang M, Zhuang X, Huang R, Zhu R, Wang S. Targeting the Endocannabinoid/CB1 Receptor System For Treating Major Depression Through Antidepressant Activities of Curcumin and Dexanabinol-Loaded Solid Lipid Nanoparticles. Cell Physiol Biochem. 2017;42(6):2281-2294. doi: 10.1159/000480001. Epub 2017 Aug 17. PubMed PMID: 28848078. 2: Zanato C, Pelagalli A, Marwick KF, Piras M, Dall'Angelo S, Spinaci A, Pertwee RG, Wyllie DJ, Hardingham GE, Zanda M. Synthesis, radio-synthesis and in vitro evaluation of terminally fluorinated derivatives of HU-210 and HU-211 as novel candidate PET tracers. Org Biomol Chem. 2017 Mar 1;15(9):2086-2096. doi: 10.1039/c6ob02796b. PubMed PMID: 28210722. 3: Lin S, Li Y, Shen L, Zhang R, Yang L, Li M, Li K, Fichna J. The Anti-Inflammatory Effect and Intestinal Barrier Protection of HU210 Differentially Depend on TLR4 Signaling in Dextran Sulfate Sodium-Induced Murine Colitis. Dig Dis Sci. 2017 Feb;62(2):372-386. doi: 10.1007/s10620-016-4404-y. Epub 2016 Dec 19. PubMed PMID: 27995407. 4: Gorbunov AS, Maslov LN, Tsibulnikov SY, Khaliulin IG, Tsepokina AV, Khutornaya MV, Kutikhin AG. CB-Receptor Agonist HU-210 Mimics the Postconditioning Phenomenon of Isolated Heart. Bull Exp Biol Med. 2016 Nov;162(1):27-29. Epub 2016 Nov 23. PubMed PMID: 27878734. 5: López-Cardona AP, Sánchez-Calabuig MJ, Beltran-Breña P, Agirregoitia N, Rizos D, Agirregoitia E, Gutierrez-Adán A. Exocannabinoids effect on in vitro bovine oocyte maturation via activation of AKT and ERK1/2. Reproduction. 2016 Dec;152(6):603-612. PubMed PMID: 27798282. 6: He X, Zhu Y, Wang M, Jing G, Zhu R, Wang S. Antidepressant effects of curcumin and HU-211 coencapsulated solid lipid nanoparticles against corticosterone-induced cellular and animal models of major depression. Int J Nanomedicine. 2016 Oct 3;11:4975-4990. eCollection 2016. PubMed PMID: 27757031; PubMed Central PMCID: PMC5055126. 7: Yeh CM, Ruan T, Lin YJ, Hsu TH. Activation of cannabinoid CB1 receptors suppresses the ROS-induced hypersensitivity of rat vagal lung C-fiber afferents. Pulm Pharmacol Ther. 2016 Oct;40:22-9. doi: 10.1016/j.pupt.2016.06.002. Epub 2016 Jun 18. PubMed PMID: 27328978. 8: Eldeeb K, Leone-Kabler S, Howlett AC. CB1 cannabinoid receptor-mediated increases in cyclic AMP accumulation are correlated with reduced Gi/o function. J Basic Clin Physiol Pharmacol. 2016 May 1;27(3):311-22. doi: 10.1515/jbcpp-2015-0096. PubMed PMID: 27089415; PubMed Central PMCID: PMC5497837. 9: Liu T, Zheng Q, Qian Z, Wang H, Liu Z, Ren W, Zhang X, Han J. Cannabinoid-Elicited Conditioned Place Preference in a Modified Behavioral Paradigm. Biol Pharm Bull. 2016 May 1;39(5):747-53. doi: 10.1248/bpb.b15-00834. Epub 2016 Mar 1. PubMed PMID: 26935020. 10: Hollins SL, Zavitsanou K, Walker FR, Cairns MJ. Alteration of transcriptional networks in the entorhinal cortex after maternal immune activation and adolescent cannabinoid exposure. Brain Behav Immun. 2016 Aug;56:187-96. doi: 10.1016/j.bbi.2016.02.021. Epub 2016 Feb 26. PubMed PMID: 26923065. 11: Lishmanov YB, Maslov LN, Krylatov AV, Khaliulin IG. [MIMICKING ISCHEMIC PRECONDITIONING PHENOMENON THROUGH THE IMPACT ON THE CANNABINOID RECEPTORS: ROLE OF PROTEIN KINASE AND NO-SYNTHASE]. Ross Fiziol Zh Im I M Sechenova. 2015 Aug;101(8):909-20. Russian. PubMed PMID: 26591586. 12: Madeo G, Schirinzi T, Maltese M, Martella G, Rapino C, Fezza F, Mastrangelo N, Bonsi P, Maccarrone M, Pisani A. Dopamine-dependent CB1 receptor dysfunction at corticostriatal synapses in homozygous PINK1 knockout mice. Neuropharmacology. 2016 Feb;101:460-70. doi: 10.1016/j.neuropharm.2015.10.021. Epub 2015 Oct 20. PubMed PMID: 26498506. 13: Soni D, Smoum R, Breuer A, Mechoulam R, Steinberg D. Effect of the synthetic cannabinoid HU-210 on quorum sensing and on the production of quorum sensing-mediated virulence factors by Vibrio harveyi. BMC Microbiol. 2015 Aug 12;15:159. doi: 10.1186/s12866-015-0499-0. PubMed PMID: 26264142; PubMed Central PMCID: PMC4531395. 14: Khajehali E, Malone DT, Glass M, Sexton PM, Christopoulos A, Leach K. Biased Agonism and Biased Allosteric Modulation at the CB1 Cannabinoid Receptor. Mol Pharmacol. 2015 Aug;88(2):368-79. doi: 10.1124/mol.115.099192. Epub 2015 Jun 4. PubMed PMID: 26044547. 15: Kokona D, Thermos K. Synthetic and endogenous cannabinoids protect retinal neurons from AMPA excitotoxicity in vivo, via activation of CB1 receptors: Involvement of PI3K/Akt and MEK/ERK signaling pathways. Exp Eye Res. 2015 Jul;136:45-58. doi: 10.1016/j.exer.2015.05.007. Epub 2015 May 16. PubMed PMID: 25989217. 16: Dion C, Haug C, Guan H, Ripoll C, Spiteller P, Coussaert A, Boulet E, Schmidt D, Wei J, Zhou Y, Lamottke K. Evaluation of the anti-inflammatory and antioxidative potential of four fern species from China intended for use as food supplements. Nat Prod Commun. 2015 Apr;10(4):597-603. PubMed PMID: 25973486. 17: Guggenhuber S, Alpar A, Chen R, Schmitz N, Wickert M, Mattheus T, Harasta AE, Purrio M, Kaiser N, Elphick MR, Monory K, Kilb W, Luhmann HJ, Harkany T, Lutz B, Klugmann M. Cannabinoid receptor-interacting protein Crip1a modulates CB1 receptor signaling in mouse hippocampus. Brain Struct Funct. 2016 May;221(4):2061-74. doi: 10.1007/s00429-015-1027-6. Epub 2015 Mar 15. PubMed PMID: 25772509. 18: Sticht MA, Jacklin DL, Mechoulam R, Parker LA, Winters BD. Intraperirhinal cortex administration of the synthetic cannabinoid, HU210, disrupts object recognition memory in rats. Neuroreport. 2015 Mar 25;26(5):258-62. doi: 10.1097/WNR.0000000000000338. PubMed PMID: 25714419. 19: Kinden R, Zhang X. Cannabinoids & Stress: impact of HU-210 on behavioral tests of anxiety in acutely stressed mice. Behav Brain Res. 2015 May 1;284:225-30. doi: 10.1016/j.bbr.2015.02.025. Epub 2015 Feb 20. PubMed PMID: 25707713. 20: England TJ, Hind WH, Rasid NA, O'Sullivan SE. Cannabinoids in experimental stroke: a systematic review and meta-analysis. J Cereb Blood Flow Metab. 2015 Mar;35(3):348-58. doi: 10.1038/jcbfm.2014.218. Epub 2014 Dec 10. Review. PubMed PMID: 25492113; PubMed Central PMCID: PMC4348386.