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

MedKoo CAT#: 464500

CAS#: unknown

Description: XZN-00446 is a flavonoid that has been found in J. sigillata and has diverse biological activities. It inhibits matrix metalloproteinase-3 (MMP-3), MMP-8, MMP-9, and MMP-13 (IC50s = 12.87, 22.39, 17.52, and 0.27 μM, respectively). XZN-00446 also inhibits protein tyrosine phosphatase 1B (PTP1B), acetylcholinesterase (AChE), and aldose reductase with IC50 values of 7.14, 62.96, and 107.1 µM, respectively. It inhibits LPS-induced production of nitric oxide, prostaglandin E2 (PGE2), and TNF-α in RAW 264.7 cells when used at a concentration of 100 µM. XZN-00446 (5 or 10 mg/kg) improves survival in a mouse model of septic shock induced by LPS. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

CAS# unknown

Theoretical Analysis

MedKoo Cat#: 464500
Name: XZN-00446
CAS#: unknown
Chemical Formula: C21H20O12
Exact Mass: 464.0955
Molecular Weight: 464.379
Elemental Analysis: C, 54.32; H, 4.34; O, 41.34

Price and Availability

Size Price Availability Quantity
1.0mg USD 260.0 2 Weeks
10.0mg USD 530.0 2 Weeks
25.0mg USD 850.0 2 Weeks
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Synonym: XZN-00446; XZN00446; XZN 00446; Apigenin 7-O-Glucuronide (hydrate);

IUPAC/Chemical Name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-((5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylic acid hydrate


InChi Code: InChI=1S/C21H18O11.H2O/c22-9-3-1-8(2-4-9)13-7-12(24)15-11(23)5-10(6-14(15)31-13)30-21-18(27)16(25)17(26)19(32-21)20(28)29;/h1-7,16-19,21-23,25-27H,(H,28,29);1H2/t16-,17-,18+,19-,21+;/m0./s1

SMILES Code: O=C1C2=C(C=C(C=C2OC(C3=CC=C(O)C=C3)=C1)O[C@@H]4O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]4O)O.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: 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

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
DMF 10.0 22.0
DMSO 10.0 22.0
PBS (pH 7.2) 1.0 2.2

Preparing Stock Solutions

The following data is based on the product molecular weight 464.379 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: Tu Y, Zhou L, Li L, Wang L, Gao S, Hu M. Development and validation of an LC- MS/MS method for the quantification of flavonoid glucuronides (wogonoside, baicalin, and apigenin-glucuronide) in the bile and blood samples: Application to a portal vein infusion study. Anal Biochem. 2020 Jul 15;601:113723. doi: 10.1016/j.ab.2020.113723. Epub 2020 Apr 13. PMID: 32298642.

2: Shi J, Sun C, Huang H, Lin W, Gao J, Lin Y, Zhang Z, Huo X, Tian X, Yu Z, Zhang B, Ma X. β-Glucuronidase- and OATP2B1-mediated drug interaction of scutellarin in Dengzhan Xixin Injection: A formulation aspect. Drug Dev Res. 2020 Aug;81(5):609-619. doi: 10.1002/ddr.21661. Epub 2020 Mar 27. PMID: 32220026.

3: Gomes AF, Almeida MP, Leite MF, Schwaiger S, Stuppner H, Halabalaki M, Amaral JG, David JM. Seasonal variation in the chemical composition of two chemotypes of Lippia alba. Food Chem. 2019 Feb 1;273:186-193. doi: 10.1016/j.foodchem.2017.11.089. Epub 2017 Nov 23. PMID: 30292367.

4: Li K, Yao F, Xue Q, Fan H, Yang L, Li X, Sun L, Liu Y. Inhibitory effects against α-glucosidase and α-amylase of the flavonoids-rich extract from Scutellaria baicalensis shoots and interpretation of structure-activity relationship of its eight flavonoids by a refined assign-score method. Chem Cent J. 2018 Jul 12;12(1):82. doi: 10.1186/s13065-018-0445-y. PMID: 30003449; PMCID: PMC6042199.

5: Cen Y, Xiao A, Chen X, Liu L. Screening and separation of α-amylase inhibitors from Solanum nigrum with amylase-functionalized magnetic graphene oxide combined with high-speed counter-current chromatography. J Sep Sci. 2017 Dec;40(24):4780-4787. doi: 10.1002/jssc.201700333. Epub 2017 Nov 20. PMID: 29064630.