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

MedKoo CAT#: 584676

CAS#: 2035-15-6

Description: Maackiain is a phytoalexin produced in plants after injection with fungi.

Chemical Structure

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Maackiain
CAS# 2035-15-6
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 584676
Name: Maackiain
CAS#: 2035-15-6
Chemical Formula: C16H12O5
Exact Mass: 284.07
Molecular Weight: 284.267
Elemental Analysis: C, 67.60; H, 4.26; O, 28.14

Price and Availability

Size Price Availability Quantity
10mg USD 950 2 weeks
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Synonym: Maackiain; Inermine

IUPAC/Chemical Name: 6H-(1,3)Dioxolo(5,6)benzofuro(3,2-c)(1)benzopyran-3-ol, 6a,12a-dihydro-, (6aR-cis)-

InChi Key: HUKSJTUUSUGIDC-ZBEGNZNMSA-N

InChi Code: InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m0/s1

SMILES Code: OC1=CC=C2[C@@](OC3=CC(OCO4)=C4C=C35)([H])[C@@]5([H])COC2=C1

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

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: (-)-Maackiain is a pterocarpan phytoalexin produced from Sophora flavescens.
In vitro activity: Maackiain downregulated Aβ42-induced cell injury and apoptosis in PC12 cells. Moreover, Maackiain prevented Aβ42 stimulation-induced generation of oxidative stress and reduced Aβ42-caused impairment of mitochondrial membrane potential in PC12 cells. Maackiain increased the superoxide dismutase activity and decreased malondialdehyde content that was induced by Aβ42. Reference: Biomed Res Int. 2022 Jun 22;2022:4243210. https://pubmed.ncbi.nlm.nih.gov/35782063/
In vivo activity: Maackiain, a natural compound isolated from Sophora flavescens, exerted a protective role in a cecal ligation and puncture (CLP)-induced murine model of sepsis. Maackiain treatment reduced organ injury, and mitigated systematic inflammation and oxidative stress in septic mice. Reference: Int Immunopharmacol. 2022 Jul;108:108710. https://pubmed.ncbi.nlm.nih.gov/35405595/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 100.0 351.78

Preparing Stock Solutions

The following data is based on the product molecular weight 284.27 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
Formulation protocol: 1. Lu N, Tan G, Tan H, Zhang X, Lv Y, Song X, You D, Gao Z. Maackiain Prevents Amyloid-Beta-Induced Cellular Injury via Priming PKC-Nrf2 Pathway. Biomed Res Int. 2022 Jun 22;2022:4243210. doi: 10.1155/2022/4243210. PMID: 35782063; PMCID: PMC9242816. 2. Peng F, Wang L, Xiong L, Tang H, Du J, Peng C. Maackiain Modulates miR-374a/GADD45A Axis to Inhibit Triple-Negative Breast Cancer Initiation and Progression. Front Pharmacol. 2022 Mar 4;13:806869. doi: 10.3389/fphar.2022.806869. PMID: 35308218; PMCID: PMC8930825. 3. Kuo YH, Hung HS, Tsai CW, Chiu SC, Liu SP, Chiang YT, Shyu WC, Lin SZ, Fu RH. A Novel Splice Variant of BCAS1 Inhibits β-Arrestin 2 to Promote the Proliferation and Migration of Glioblastoma Cells, and This Effect Was Blocked by Maackiain. Cancers (Basel). 2022 Aug 11;14(16):3890. doi: 10.3390/cancers14163890. PMID: 36010884; PMCID: PMC9405932. 4. Bai X, Zhu Y, Jie J, Li D, Song L, Luo J. Maackiain protects against sepsis via activating AMPK/Nrf2/HO-1 pathway. Int Immunopharmacol. 2022 Jul;108:108710. doi: 10.1016/j.intimp.2022.108710. Epub 2022 Apr 8. PMID: 35405595.
In vitro protocol: 1. Lu N, Tan G, Tan H, Zhang X, Lv Y, Song X, You D, Gao Z. Maackiain Prevents Amyloid-Beta-Induced Cellular Injury via Priming PKC-Nrf2 Pathway. Biomed Res Int. 2022 Jun 22;2022:4243210. doi: 10.1155/2022/4243210. PMID: 35782063; PMCID: PMC9242816. 2. Peng F, Wang L, Xiong L, Tang H, Du J, Peng C. Maackiain Modulates miR-374a/GADD45A Axis to Inhibit Triple-Negative Breast Cancer Initiation and Progression. Front Pharmacol. 2022 Mar 4;13:806869. doi: 10.3389/fphar.2022.806869. PMID: 35308218; PMCID: PMC8930825.
In vivo protocol: 1. Kuo YH, Hung HS, Tsai CW, Chiu SC, Liu SP, Chiang YT, Shyu WC, Lin SZ, Fu RH. A Novel Splice Variant of BCAS1 Inhibits β-Arrestin 2 to Promote the Proliferation and Migration of Glioblastoma Cells, and This Effect Was Blocked by Maackiain. Cancers (Basel). 2022 Aug 11;14(16):3890. doi: 10.3390/cancers14163890. PMID: 36010884; PMCID: PMC9405932. 2. Bai X, Zhu Y, Jie J, Li D, Song L, Luo J. Maackiain protects against sepsis via activating AMPK/Nrf2/HO-1 pathway. Int Immunopharmacol. 2022 Jul;108:108710. doi: 10.1016/j.intimp.2022.108710. Epub 2022 Apr 8. PMID: 35405595.

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