IUPAC/Chemical Name
3-(3-hydroxy-5-methoxyphenethyl)-6-methoxy-2-(3-methylbut-2-en-1-yl)phenol
InChi Key
NGQFSSVGVDXEOE-UHFFFAOYSA-N
InChi Code
1S/C21H26O4/c1-14(2)5-9-19-16(8-10-20(25-4)21(19)23)7-6-15-11-17(22)13-18(12-15)24-3/h5,8,10-13,22-23H,6-7,9H2,1-4H3
SMILES Code
COC1=CC(O)=CC(CCC2=C(CC=C(C)C)C(O)=C(OC)C=C2)=C1
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
342.44
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: Singh R, Singh B, Singh A, Rana S, Sharma K, Viswakarma P, Gopu B, Nalli Y. Canniprene B, a new prenylated dihydrostilbene with cytotoxic activities from the leaves of Cannabis sativa. Nat Prod Res. 2024 Jul 11:1-9. doi: 10.1080/14786419.2024.2376348. Epub ahead of print. PMID: 38989798.
2: Allegrone G, Pollastro F, Magagnini G, Taglialatela-Scafati O, Seegers J, Koeberle A, Werz O, Appendino G. The Bibenzyl Canniprene Inhibits the Production of Pro-Inflammatory Eicosanoids and Selectively Accumulates in Some Cannabis sativa Strains. J Nat Prod. 2017 Mar 24;80(3):731-734. doi: 10.1021/acs.jnatprod.6b01126. Epub 2017 Feb 6. PMID: 28165233.
3: Russo EB, Marcu J. Cannabis Pharmacology: The Usual Suspects and a Few Promising Leads. Adv Pharmacol. 2017;80:67-134. doi: 10.1016/bs.apha.2017.03.004. Epub 2017 Jun 5. PMID: 28826544.
4: Boddington KF, Soubeyrand E, Van Gelder K, Casaretto JA, Perrin C, Forrester TJB, Parry C, Al-Abdul-Wahid MS, Jentsch NG, Magolan J, Bozzo GG, Kimber MS, Rothstein SJ, Akhtar TA. Bibenzyl synthesis in Cannabis sativa L. Plant J. 2022 Feb;109(3):693-707. doi: 10.1111/tpj.15588. Epub 2021 Dec 6. PMID: 34786774.
5: Khattab AR, Teleb M. In silico discovery of non-psychoactive scaffolds in Cannabis halting SARS-CoV-2 host entry and replication machinery. Future Virol. 2022 Mar;0(0):10.2217/fvl-2021-0309. doi: 10.2217/fvl-2021-0309. Epub 2022 Apr 4. PMID: 35399958; PMCID: PMC8982993.
6: De Vita S, Finamore C, Chini MG, Saviano G, De Felice V, De Marino S, Lauro G, Casapullo A, Fantasma F, Trombetta F, Bifulco G, Iorizzi M. Phytochemical Analysis of the Methanolic Extract and Essential Oil from Leaves of Industrial Hemp Futura 75 Cultivar: Isolation of a New Cannabinoid Derivative and Biological Profile Using Computational Approaches. Plants (Basel). 2022 Jun 24;11(13):1671. doi: 10.3390/plants11131671. PMID: 35807623; PMCID: PMC9269227.
7: Elsohly HN, Turner CE. Constituents of Cannabis sativa L. XXII: isolation of spiro-indan and dihydrostilbene compounds from a Panamanian variant grown in Mississippi, United States of America. Bull Narc. 1982 Apr-Jun;34(2):51-6. PMID: 6924596.
