Physicochemical Properties
| Molecular Formula | C19H18O4 |
| Molecular Weight | 310.349 |
| Exact Mass | 310.12 |
| Elemental Analysis | C, 73.53; H, 5.85; O, 20.62 |
| CAS # | 69120-06-5 |
| PubChem CID | 155248 |
| Appearance | Off-white to light yellow solid powder |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 439.4±35.0 °C at 760 mmHg |
| Melting Point | 198 - 199 °C |
| Flash Point | 219.6±25.9 °C |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.664 |
| LogP | 4.46 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 23 |
| Complexity | 419 |
| Defined Atom Stereocenter Count | 0 |
| InChi Key | ZTGHWUWBQNCCOH-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C19H18O4/c1-11(2)3-6-15-16(21)7-13(8-17(15)22)18-9-12-4-5-14(20)10-19(12)23-18/h3-5,7-10,20-22H,6H2,1-2H3 |
| Chemical Name | 1,3-Benzenediol, 5-(6-hydroxy-2-benzofuranyl)-2-(3-methyl-2-buten-1-yl)- |
| Synonyms | Moracin C; |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | The release of LPS-activated reactive oxygen species (ROS) and nitric oxide (NO) from RAW264.7 cells is inhibited by moracin C (1-50 μM, 24 hours) [1]. Moracin C inhibits RAW264 at 1–50 μM for 2 hours. Pro-inflammatory cytokines (IL-1β, IL-6, and TNF) in LPS-activated RAW 264.7 cells 7 cells The mRNA and protein expression of iNOS and COX-2 are inhibited by moracin C (1-50 μM, 2 h) [1]. The phosphorylation of p38, ERK, and JNK in LPS-activated RAW 264.7 cells is inhibited by moracin C (1-50 μM, 2 hours) [1]. Creation of |
| ln Vivo | Moracin C (100 mg/kg, gavage, mice) is rapidly and well absorbed within the body, and is widely distributed in the gastrointestinal tract, liver, kidneys and liver [2]. |
| Cell Assay |
RT-PCR[1] Cell Types: RAW -α)[1]. 264.7 Macrophage Tested Concentrations: 1, 10, 25, 50 μM Incubation Duration: 2 hrs (hours) Experimental Results: Inhibited LPS-induced iNOS and COX-2 mRNA expression. Western Blot Analysis[1] Cell Types: RAW 264.7 Macrophage Tested Concentrations: 1, 10, 25, 50 μM Incubation Duration: 2 h Experimental Results: Inhibited LPS-induced TLR4 expression and NF-κB activation. Levels of phosphorylated p38, ERK and JNK were diminished. |
| Animal Protocol |
Animal/Disease Models: Mouse (PK Assay) [2] Doses: 100 mg/kg Route of Administration: po (oral gavage) Experimental Results: pharmacokinetic/PK/PK characteristics of Moracin C. Parameters Terminal half-life (min) Cmax (μg/mL) Tmax (min) CLR (mL/min/kg) 100 mg/kg 256 1.79 15 0.032 |
| References |
[1]. Moracin C, A Phenolic Compound Isolated from Artocarpus heterophyllus, Suppresses Lipopolysaccharide-Activated Inflammatory Responses in Murine Raw264.7 Macrophages. Int J Mol Sci. 2016 Jul 25;17(8):1199. [2]. Pharmacokinetic Properties of Moracin C in Mice. Planta Med. 2021 Jul;87(8):642-651. |
| Additional Infomation |
Moracin C is a member of benzofurans. Moracin C has been reported in Morus cathayana, Morus wittiorum, and other organisms with data available. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~250 mg/mL (~805.57 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.70 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.2222 mL | 16.1108 mL | 32.2217 mL | |
| 5 mM | 0.6444 mL | 3.2222 mL | 6.4443 mL | |
| 10 mM | 0.3222 mL | 1.6111 mL | 3.2222 mL |