WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 584679
CAS#: 82380-21-0
Description: Maesanin is a naturally occurring bioactive benzoquinone isolated from the fruits of Maesa lanceolata (Myrsinaceae).
MedKoo Cat#: 584679
Name: Maesanin
CAS#: 82380-21-0
Chemical Formula: C22H34O4
Exact Mass: 362.2457
Molecular Weight: 362.51
Elemental Analysis: C, 72.89; H, 9.45; O, 17.65
This product is not in stock, which may be available by custom synthesis.
For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge).
Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.
Synonym: Maesanin
IUPAC/Chemical Name: 2,5-Cyclohexadiene-1,4-dione, 2-hydroxy-5-methoxy-3-(10-pentadecenyl)-, (Z)-
InChi Key: WVHQJXPRVZBEFP-SREVYHEPSA-N
InChi Code: InChI=1S/C22H34O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21(24)19(23)17-20(26-2)22(18)25/h6-7,17,24H,3-5,8-16H2,1-2H3/b7-6-
SMILES Code: O=C1C(O)=C(CCCCCCCCC/C=C\CCCC)C(C(OC)=C1)=O
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: 2934.99.03.00
The following data is based on the product molecular weight 362.51 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: Haraguchi H, Ohmi I, Kubo I. Inhibition of aldose reductase by maesanin and related p-benzoquinone derivatives and effects on other enzymes. Bioorg Med Chem. 1996 Jan;4(1):49-53. PubMed PMID: 8689238.
2: Abourashed EA, Muhammad I, Resch M, Bauer R, el-Feraly FS, Hufford CD. Inhibitory effects of maesanin and analogs on arachidonic acid metabolizing enzymes. Planta Med. 2001 Jun;67(4):360-1. PubMed PMID: 11458456.
3: Abourashed EA, el-Feraly FS, Khan IA, Hufford CD. 2-Hydroxy-5-(ethanolamino)-3-(10'-Z-pentadecenyl)-1,4-benzoquinone, new microbial phase II metabolite of maesanin. Chem Pharm Bull (Tokyo). 2000 Jan;48(1):45-7. PubMed PMID: 10705473.
4: Abourashed EA, El-Feraly FS, Hufford CD. Carboxylic acid microbial metabolites of the natural benzoquinone, maesanin . J Nat Prod. 1999 May;62(5):714-6. PubMed PMID: 10346952.
5: Fukuyama Y, Kiriyama Y, Okino J, Kodama M, Iwaki H, Hosozawa S, Matsui K. Naturally occurring 5-lipoxygenase inhibitor. II. Structures and syntheses of ardisianones A and B, and maesanin, alkenyl-1,4-benzoquinones from the rhizome of Ardisia japonica. Chem Pharm Bull (Tokyo). 1993 Mar;41(3):561-5. PubMed PMID: 8477510.
6: Abourashed EA, El-Feraly FS, Hufford CD. Carboxylic acid microbial metabolites of the natural benzoquinone, maesanin. J Nat Prod. 1999 Oct;62(10):1474. PubMed PMID: 10545055.
7: Makawiti DW, Konji VN, Olowookere JO. Interaction of benzoquinones with mitochondria interferes with oxidative phosphorylation characteristics. FEBS Lett. 1990 Jun 18;266(1-2):26-8. PubMed PMID: 2365068.
8: Muhammad I, Takamatsu S, Walker LA, Mossa JS, Fong HH, El-Feraly FS. Cytotoxic and antioxidant activities of alkylated benzoquinones from Maesa lanceolata. Phytother Res. 2003 Sep;17(8):887-91. PubMed PMID: 13680818.
9: Li YF, Li J, Shen Q, Hu LH. Benzoquinones from Ardisia japonica with inhibitory activity towards human protein tyrosine phosphatase 1B (PTP1B). Chem Biodivers. 2007 May;4(5):961-5. PubMed PMID: 17511011.
