Rubropunctatin
Modify Date: 2025-09-20 16:13:57
Rubropunctatin structure
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Common Name | Rubropunctatin | ||
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| CAS Number | 514-67-0 | Molecular Weight | 354.39600 | |
| Density | 1.23g/cm3 | Boiling Point | 638.8ºC at 760 mmHg | |
| Molecular Formula | C21H22O5 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 280ºC | |
Use of RubropunctatinRubropunctatin, an orange azaphilone pigment, is isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctatin has anti-inflammatory, immunosuppressive and antioxidative effects, and also exhibits anti-tumor activity[1][2][3]. |
| Name | (9aR)-3-hexanoyl-9a-methyl-6-[(E)-prop-1-enyl]furo[3,2-g]isochromene-2,9-dione |
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| Synonym | More Synonyms |
| Description | Rubropunctatin, an orange azaphilone pigment, is isolated from the extracts of Monascus pilosus-fermented rice (red-mold rice). Rubropunctatin has anti-inflammatory, immunosuppressive and antioxidative effects, and also exhibits anti-tumor activity[1][2][3]. |
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| Related Catalog | |
| In Vitro | Rubropunctatin (1.5-30 μM; 24 h) shows selective tumoricidal effect on the human gastric carcinoma BGC-823 cells and no significant toxicity toward normal epithelial cell GES-1[1]. Rubropunctatin (5-30 μM; 6-24 h) induces apoptosis in a dose- and time-dependent manner in BGC-823 cells[1]. Rubropunctatin (0.75-8.0 µg/ml) exhibits DDPH radical scavenging activity, inhibition of super oxide radical generation and ferric reducing activity[2]. Cell Viability Assay[1] Cell Line: BGC-823 and GES-1cells Concentration: 1.5, 3, 6, 12, 15, 18, 30 μM Incubation Time: 24 hours Result: Decreased the viability of BGC-823 cells with an IC50 of 12.57 μM for 24 h. Did not show obvious cytotoxic effects on the normal cells. Cell Cycle Analysis[1] Cell Line: BGC-823 cells Concentration: 0, 5, 10, 30 μM Incubation Time: 0, 6, 12, 24 hours Result: Increased the percentage of cells in sub-G1 phase in a dose- and time-dependent manner. |
| In Vivo | Rubropunctatin (8-32 mg/kg; i.v. for 5 times) has anti-tumor effect mice[1]. Rubropunctamine inhibits 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced inflammation in mice, with an ID50 of 0.11 mg/ear[3]. Animal Model: Male nude mice (5 weeks) are inoculated with BGC-823 cells[1] Dosage: 8, 32 mg/kg Administration: I.v. five times (day 1st, 4th, 7th, 10th, and 13th) Result: Diminished the tumor volume by 11.1% (8 mg/kg) and 24.2% (32 mg/kg). Reduced the tumor weight by 23.5% (8 mg/kg) and 37.7% (32 mg/kg). No significant difference was observed on the body weight. |
| References |
| Density | 1.23g/cm3 |
|---|---|
| Boiling Point | 638.8ºC at 760 mmHg |
| Molecular Formula | C21H22O5 |
| Molecular Weight | 354.39600 |
| Flash Point | 280ºC |
| Exact Mass | 354.14700 |
| PSA | 69.67000 |
| LogP | 3.63110 |
| Index of Refraction | 1.58 |
| InChIKey | SULYDLFVUNXAMP-WKOQKXSESA-N |
| SMILES | CC=CC1=CC2=CC3=C(C(=O)CCCCC)C(=O)OC3(C)C(=O)C2=CO1 |
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Name: Binding affinity to HSP90 after 4 hrs by fluorescence polarization assay
Source: ChEMBL
Target: N/A
External Id: CHEMBL1219050
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Name: Inhibition of yeast full-length recombinant HSP90 ATPase activity expressed in Escher...
Source: ChEMBL
Target: N/A
External Id: CHEMBL1219049
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Name: Antiproliferative activity against human IGROV1 cells after 72 hrs
Source: ChEMBL
Target: IGROV-1
External Id: CHEMBL1219048
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Name: Antiproliferative activity against human JR8 cells after 72 hrs
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL1219047
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Name: Antiproliferative activity against human A431 cells after 72 hrs
Source: ChEMBL
Target: A-431
External Id: CHEMBL1219046
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Name: Antiproliferative activity against human NCI-H460 cells after 72 hrs
Source: ChEMBL
Target: NCI-H460
External Id: CHEMBL1219045
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| Rubropunctatin |