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31508-71-1

  • Product Name:Cannabicitran
  • Molecular Formula:C21H30 O2
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Product Details

Purity:99%

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31508-71-1 Name

Name

Cannabicitran

Synonym

 Cannabicitran;Cannabicitran (CRM);1,9-Epoxy-6H-dibenzo[b,d]pyran, 6a,7,8,9,10,10a-hexahydro-6,6,9-trimethyl-3-pentyl-, (6aα,9β,10aα)- (9CI)

 

31508-71-1 Biological Activity

Related Catalog

Signaling Pathways >> Others >> Others

Research Areas >> Neurological Disease

 

31508-71-1 Chemical & Physical Properties

Boiling point

389.5±42.0 °C(Predicted)

Density

1.041±0.06 g/cm3(Predicted)

Molecular Formula

C21H30O2

Molecular Weight

314.46

Cannabicitran 31508-71-1 Usage

Cannabicitran is an important cannabinoid natural product produced by Cannabis sativa and is often found at surprisingly high levels (up to ~10%) in “purified” commercial cannabidiol (CBD) extract preparations. Cannabicitran (CBT-C) was until recently a well-known yet under-characterized natural product. 

InChI:InChI=1/C21H30O2/c1-5-6-7-8-14-11-17-19-15-13-21(4,23-18(19)12-14)10-9-16(15)20(2,3)22-17/h11-12,15-16H,5-10,13H2,1-4H3/t15-,16+,21+/m0/s1

31508-71-1 Relevant articles

Calculated and experimental 1H and 13C NMR assignments for cannabicitran

Jared S. Wood, William H. Gordon, Jeremy B. Morgan, R. Thomas Williamson

MRC, Volume60, Issue2 February 2022 Pages 196-202

Herein, we report the complete 1H and 13C NMR assignments of cannabicitran and comparatively evaluate the performance of several density functional theory (DFT) methods with varying levels of theory for the calculation of NMR chemical shifts.

Cannabicitran: A new naturally occurring tetracyclic diether from Lebanese Cannabis sativa

C. A. LUDWIG BERCHT, ROBERT J. J. CH. LOUSBERG~, FRANS J. E. M. KIPPERS and CORNELIS A. SALEMINK

Organic Chemistry Laboratory, State University, Utrecht, The Netherlands

A new cannabinoid, cannabicitran, was isolated from Lebanese hashish. This component was found to be identical to synthetic citrylidene-cannabis. The fractions were tested by GLC and those fractions which only contained the component with RR, 0.63 were combined and concentrated, yielding 37.5 mg cannabicitran as a yellowish oil.

31508-71-1 Process route

3,7-dimethyl-2,6-octadienal
141-27-5,96680-15-8

3,7-dimethyl-2,6-octadienal

Olivetol
500-66-3

Olivetol

cannabichromene
20675-51-8,4993-99-1

cannabichromene

Cannabicyclol (R<sub>3</sub>=H, R<sub>4</sub>=C<sub>5</sub>H<sub>11</sub>)
67920-00-7,21366-63-2

Cannabicyclol (R3=H, R4=C5H11)

cannabicitran
19352-64-8,31508-71-1

cannabicitran

Conditions
Conditions Yield
Mechanism; application of the "prinzip of minimal chemical distance";
 
cannabichromene
20675-51-8,4993-99-1

cannabichromene

cannabicyclol
21366-63-2,67920-00-7

cannabicyclol

cannabicitran
19352-64-8,31508-71-1

cannabicitran

Conditions
Conditions Yield
With montmorillonite; In n-heptane; at 20 ℃; for 18h;
 

31508-71-1 Upstream products

  • 141-27-5
    141-27-5

    3,7-dimethyl-2,6-octadienal

  • 500-66-3
    500-66-3

    Olivetol

  • 5392-40-5
    5392-40-5

    (E/Z)-3,7-dimethyl-2,6-octadienal

  • 20675-51-8
    20675-51-8

    cannabichromene

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