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

MedKoo CAT#: 573146

CAS#: 107534-93-0

Description: Macelignan is a lignan which can be found in the nutmeg. Macelignan acts as an NSAID with antioxidant, free radical scavenging, and neuroprotective activities.


Chemical Structure

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Macelignan
CAS# 107534-93-0

Theoretical Analysis

MedKoo Cat#: 573146
Name: Macelignan
CAS#: 107534-93-0
Chemical Formula: C20H24O4
Exact Mass: 328.1675
Molecular Weight: 328.41
Elemental Analysis: C, 73.15; H, 7.37; O, 19.49

Price and Availability

Size Price Availability Quantity
5.0mg USD 265.0 2 Weeks
25.0mg USD 790.0 2 Weeks
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Synonym: Macelignan

IUPAC/Chemical Name: Phenol, 4-((2S,3R)-4-(1,3-benzodioxol-5-yl)-2,3-dimethylbutyl)-2-methoxy-

InChi Key: QDDILOVMGWUNGD-UONOGXRCSA-N

InChi Code: 1S/C20H24O4/c1-13(8-15-4-6-17(21)19(10-15)22-3)14(2)9-16-5-7-18-20(11-16)24-12-23-18/h4-7,10-11,13-14,21H,8-9,12H2,1-3H3/t13-,14+/m0/s1

SMILES Code: C[C@H](Cc1ccc2c(c1)OCO2)[C@@H](C)Cc3ccc(c(c3)OC)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

Preparing Stock Solutions

The following data is based on the product molecular weight 328.41 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: Shin YK, Kim KY. Macelignan inhibits bee pathogenic fungi Ascophaera apis growth through HOG1 pathway. Braz J Med Biol Res. 2016 Jul 4;49(7). pii: S0100-879X2016000700607. doi: 10.1590/1414-431X20165313. PubMed PMID: 27383123; PubMed Central PMCID: PMC4942228.

2: Kiyofuji K, Kurauchi Y, Hisatsune A, Seki T, Mishima S, Katsuki H. A natural compound macelignan protects midbrain dopaminergic neurons from inflammatory degeneration via microglial arginase-1 expression. Eur J Pharmacol. 2015 Aug 5;760:129-35. doi: 10.1016/j.ejphar.2015.04.021. Epub 2015 Apr 25. PubMed PMID: 25917324.

3: Liu H, Wu Z, Ma Z, Wu B. Glucuronidation of macelignan by human liver microsomes and expressed UGT enzymes: identification of UGT1A1 and 2B7 as the main contributing enzymes. Biopharm Drug Dispos. 2014 Dec;35(9):513-24. doi: 10.1002/bdd.1914. Epub 2014 Sep 1. PubMed PMID: 25099990.

4: Shin K, Chung HC, Kim DU, Hwang JK, Lee SH. Macelignan attenuated allergic lung inflammation and airway hyper-responsiveness in murine experimental asthma. Life Sci. 2013 Jun 13;92(22):1093-9. doi: 10.1016/j.lfs.2013.04.010. Epub 2013 Apr 30. PubMed PMID: 23643632.

5: Paul S, Hwang JK, Kim HY, Jeon WK, Chung C, Han JS. Multiple biological properties of macelignan and its pharmacological implications. Arch Pharm Res. 2013 Mar;36(3):264-72. doi: 10.1007/s12272-013-0048-z. Epub 2013 Feb 24. Review. PubMed PMID: 23435944.

6: Han YS, Kim MS, Hwang JK. Macelignan inhibits histamine release and inflammatory mediator production in activated rat basophilic leukemia mast cells. Inflammation. 2012 Oct;35(5):1723-31. doi: 10.1007/s10753-012-9490-1. PubMed PMID: 22729280.