Yangonin

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

MedKoo CAT#: 462026

CAS#: 500-62-9

Description: Yangonin is one of the six major kavalactones found in the kava plant. It has been shown to possess binding affinity for the cannabinoid receptor.


Chemical Structure

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Yangonin
CAS# 500-62-9

Theoretical Analysis

MedKoo Cat#: 462026
Name: Yangonin
CAS#: 500-62-9
Chemical Formula: C15H14O4
Exact Mass: 258.0892
Molecular Weight: 258.273
Elemental Analysis: C, 69.76; H, 5.46; O, 24.78

Price and Availability

Size Price Availability Quantity
5.0g USD 345.0 2 Weeks
10.0g USD 554.0 2 Weeks
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Synonym: Yangonin; CCRIS 9372; NSC 212502

IUPAC/Chemical Name: 2H-Pyran-2-one, 4-methoxy-6-(2-(4-methoxyphenyl)ethenyl)-, (E)- (9CI)

InChi Key: XLHIYUYCSMZCCC-VMPITWQZSA-N

InChi Code: InChI=1S/C15H14O4/c1-17-12-6-3-11(4-7-12)5-8-13-9-14(18-2)10-15(16)19-13/h3-10H,1-2H3/b8-5+

SMILES Code: O=C1C=C(OC)C=C(/C=C/C2=CC=C(OC)C=C2)O1

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: >3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 258.273 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

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1: Selected α-pyrones from the plants Cryptocarya novoguineensis (Lauraceae) and Piper methysticum (Piperaceae) with activity against Haemonchus contortus in vitro H.M.P. Dilrukshi Herath, Sarah Preston, Abdul Jabbar, Jose Garcia-Bustos, Russell S. Addison, Sasha Hayes, Topul Rali, Tao Wang, Anson V. Koehler, Bill C.H. Chang, Andreas Hofmann, Rohan A. Davis, Robin B. Gasser Int J Parasitol Drugs Drug Resist. 2019 Apr; 9: 72–79. Published online 2019 Jan 4. doi: 10.1016/j.ijpddr.2018.12.006 PMCID: PMC6369141

2: Kavalactone yangonin induces autophagy and sensitizes bladder cancer cells to flavokawain A and docetaxel via inhibition of the mTOR pathway Zhongbo Liu, U-Syn Ha, Ke Yu, Chunli Wu, Noriko Yokoyama, Xiaolin Zi J Biomed Res. 2017; 31(5): 408–418. doi: 10.7555/JBR.31.20160160 PMCID: PMC5706433

3: A UHPLC-UV Method Development and Validation for Determining Kavalactones and Flavokavains in Piper methysticum (Kava) Yijin Tang, Christine Fields Molecules. 2019 Apr; 24(7): 1245. Published online 2019 Mar 30. doi: 10.3390/molecules24071245 PMCID: PMC6479543

4: Methysticin and 7,8-Dihydromethysticin are Two Major Kavalactones in Kava Extract to Induce CYP1A1 Yan Li, Hu Mei, Qiangen Wu, Suhui Zhang, Jia-Long Fang, Leming Shi, Lei Guo Toxicol Sci. Author manuscript; available in PMC 2017 Dec 19.Published in final edited form as: Toxicol Sci. 2011 Dec; 124(2): 388–399. Published online 2011 Sep 9. doi: 10.1093/toxsci/kfr235 PMCID: PMC5736320

5: Kavalactone content and chemotype of kava beverages prepared from roots and rhizomes of Isa and Mahakea varieties and extraction efficiency of kavalactones using different solvents Jun Wang, Weiyue Qu, Harry C. Bittenbender, Qing X. Li J Food Sci Technol. 2015 Feb; 52(2): 1164–1169. Published online 2013 Jun 25. doi: 10.1007/s13197-013-1047-2 PMCID: PMC4325077

6: Phototoxicity of Kava — Formation of Reactive Oxygen Species Leading to Lipid Peroxidation and DNA Damage Qingsu Xia, Hsiu-Mei Chiang, Yu-Ting Zhou, Jun-Jie Yin, Fang Liu, Cheng Wang, Lei Guo, Peter P. Fu
Am J Chin Med. Author manuscript; available in PMC 2017 Dec 26.Published in final edited form as: Am J Chin Med. 2012; 40(6): 1271–1288. doi: 10.1142/S0192415X12500942 PMCID: PMC5743056

7: Kava Components Down-Regulate Expression of AR and AR Splice Variants and Reduce Growth in Patient-Derived Prostate Cancer Xenografts in Mice Xuesen Li, Zhongbo Liu, Xia Xu, Christopher A. Blair, Zheng Sun, Jun Xie, Michael B. Lilly, Xiaolin Zi PLoS One. 2012; 7(2): e31213. Published online 2012 Feb 9. doi: 10.1371/journal.pone.0031213 PMCID: PMC3276576