Obtusifolin CAS 477-85-0

Introduction：Basic information about Obtusifolin CAS 477-85-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Obtusifolin Basic information

• Product Name: Obtusifolin
• Synonyms: 2,8-Dihydroxy-1-methoxy-3-methyl-9,10-anthracenedione;9,10-Anthracenedione, 2,8-dihydroxy-1-methoxy-3-methyl-;Anthraquinone, 2,8-dihydroxy-1-methoxy-3-methyl-;Obtusifolin (anthraquinone);Obtusifolin;2,8-Dihydroxy-1-Methoxy-3-Methylanthraquinone;2,8-dihydroxy-1-methoxy-3-methylanthracene-9,10-dione;Obtusifolin ISO 9001：2015 REACH
• CAS: 477-85-0
• MF: C16H12O5
• MW: 284.26
• EINECS: 805-819-4
• Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 477-85-0.mol

Obtusifolin Chemical Properties

• Melting point: 242-243℃
• Boiling point: 528.0±50.0 °C(Predicted)
• density: 1.448±0.06 g/cm3 (20 ºC 760 Torr)
• storage temp.: 2-8°C
• solubility: DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
• form: A solid
• pka: 6.60±0.20(Predicted)
• color: Yellow to orange
• InChI: 1S/C16H12O5/c1-7-6-9-12(16(21-2)13(7)18)15(20)11-8(14(9)19)4-3-5-10(11)17/h3-6,17-18H,1-2H3
• InChIKey: NYRXUBDGDSRBGB-UHFFFAOYSA-N
• SMILES: OC1=C(C(C(C(OC)=C(O)C(C)=C2)=C2C3=O)=O)C3=CC=C1

Safety Information

• WGK Germany: WGK 3
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral

Obtusifolin Usage And Synthesis

Chemical Properties

Orange-yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Cassia seed.

Uses

Obtusifolin, isolated from the seeds of Cassia obtusifolia, regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via inhibiting NF-kB pathway[1]. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein[2].

Definition

ChEBI: Obtusifolin is a dihydroxyanthraquinone.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

IC 50

NF-κB

References

[1] Choi BS, et al. Obtusifolin isolated from the seeds of Cassia obtusifolia regulates the gene expression and production of MUC5AC mucin in airway epithelial cells via affecting NF-κB pathway. Phytother Res. 2019 Apr;33(4):919-928. DOI:10.1002/ptr.6284
[2] Hsu YL, et al. Obtusifolin suppresses phthalate esters-induced breast cancer bone metastasis by targeting parathyroid hormone-related protein. J Agric Food Chem. 2014 Dec 10;62(49):11933-40. DOI:10.1021/jf5042905