Rhamnazin
Rhamnazin structure
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Common Name | Rhamnazin | ||
|---|---|---|---|---|
| CAS Number | 552-54-5 | Molecular Weight | 330.29 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 591.6±50.0 °C at 760 mmHg | |
| Molecular Formula | C17H14O7 | Melting Point | 214-215℃ | |
| MSDS | N/A | Flash Point | 221.2±23.6 °C | |
Use of RhamnazinRhamnazin is an orally active inhibitor of VEGFR2 signaling with an IC50 of 4.68 μM against VEGFR2 kinase. Rhamnazin shows potent antiangiogenic activity and antitumor efficacy[1]. Rhamnazin shows antioxidant and anti-inflammatory properties[2]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | 3',7-Di-O-methyl Quercetin |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Rhamnazin is an orally active inhibitor of VEGFR2 signaling with an IC50 of 4.68 μM against VEGFR2 kinase. Rhamnazin shows potent antiangiogenic activity and antitumor efficacy[1]. Rhamnazin shows antioxidant and anti-inflammatory properties[2]. |
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| Related Catalog | |
| Target |
VEGFR2:4.68 μM (IC50) |
| In Vitro | Rhamnazin (5-40 μM) 抑制 VEGF 诱导的 HUVECs 增殖、迁移和成管[1]。 Rhamnazin (0-20 μM) 降低 VEGFR-2 酪氨酸激酶活性和 VEGFR-2 信号通路[1]。 Rhamnazin (0-40 μM; 24 h) 抑制乳腺癌细胞增殖和 VEGFR2 信号通路[1]。 Cell Migration Assay [1] Cell Line: HUVECs Concentration: 0, 10, 15 and 20 μM Incubation Time: 6 h Result: Strongly inhibited the migration of HUVECs. Western Blot Analysis[1] Cell Line: HUVECs Concentration: 0, 10, 15 and 20 μM Incubation Time: 24 h Result: Decreased VEGF binding to VEGFR2. Reduced VEGF-stimulated phosphorylation of VEGFR2 and its downstream MAPK, AKT, and STAT3 in HUVECs in a concentrationdependent manner. Cell Proliferation Assay[1] Cell Line: HCC1937, T-47D, SK-BR-3, MCF-7 and MDA-MB-231 Concentration: 0, 10, 15, 20, 30 and 40 μM Incubation Time: 24 h Result: Inhibited cell growth with IC50s of 19, 27, 32, 41 and 64 μM against MDA-MB-231, MCF-7, SK-BR-3, T-47D and HCC1937 in the presence of VEGF, respectively. |
| In Vivo | Rhamnazin (200 mg/kg; i.g.; daily for 25 days) 抑制小鼠乳腺癌生长和血管生成[1]。 Rhamnazin (5-20 mg/kg; i.p.; once) 在大鼠急性肺损伤模型中显示出较强的抗氧化和抗炎作用[2]。 Animal Model: BALB/c nude mice, breast cancer xenograft model[1] Dosage: 200 mg/kg Administration: Intragastric administration, daily for 25 days Result: Dramatically suppressed tumor volumes by 47% compared with the vehicle group. Showed a significant reduction of pVEGFR2Tyr951-positive cells in tumors. Resulted in downregulation of VEGFR2 downstream molecules phosphorylation including MAPK, AKT and STAT3. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 591.6±50.0 °C at 760 mmHg |
| Melting Point | 214-215℃ |
| Molecular Formula | C17H14O7 |
| Molecular Weight | 330.29 |
| Flash Point | 221.2±23.6 °C |
| Exact Mass | 330.073944 |
| PSA | 109.36000 |
| LogP | 2.26 |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.681 |
| InChIKey | MYMGKIQXYXSRIJ-UHFFFAOYSA-N |
| SMILES | COc1cc(O)c2c(=O)c(O)c(-c3ccc(O)c(OC)c3)oc2c1 |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| HS Code | 2914509090 |
|---|
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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Rhamnazin CAS#:552-54-5 |
| Literature: Itokawa,H.; Oshida,Y. Phytochemistry (Elsevier), 1981 , vol. 20, p. 2421 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Kim, Bong-Gyu; Lee, Youngshim; Hur, Hor-Gil; Lim, Yoongho; Ahn, Joong-Hoon Phytochemistry, 2006 , vol. 67, # 4 p. 387 - 394 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Kuhn; Loew Chemische Berichte, 1944 , vol. 77/79, p. 211,213 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Rao; Seshadri Journal of the Chemical Society, 1946 , p. 771 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Anand et al. Proceedings - Indian Academy of Sciences, Section A, 1949 , # 29 p. 203,207 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Nair, G. Aravindakshan; Joshua, C. P.; Nair, A. G. Ramachandran Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 10 p. 939 |
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Rhamnazin CAS#:552-54-5 |
| Literature: Rao; Seshadri Journal of the Chemical Society, 1946 , p. 771 |
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 7 | |
|---|---|
| DownStream 7 | |
CAS#:2174-64-3
CAS#:121-34-6
CAS#:121-33-5
CAS#:108-73-6
CAS#:99-50-3
CAS#:117-39-5
CAS#:74-88-4This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.
| HS Code | 2914509090 |
|---|---|
| Summary | HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0% |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Antiviral activity against HSV1 infected in african green monkey Vero cells assessed ...
Source: ChEMBL
Target: Human alphaherpesvirus 1
External Id: CHEMBL1053093
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Name: Cytotoxicity against african green monkey Vero cells after 3 days by MTT assay
Source: ChEMBL
Target: Vero
External Id: CHEMBL1053092
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one |
| Rhamnazin |
| 3,4',5-Trihydroxy-3',7-dimethoxyflavone |
| 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one |
| T66 BO EVJ CR DQ CO1& DQ GQ IO1 |
| 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one |
| 3',7-Dimethylquercetin |
| rhamnacene |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What English synonyms does 3',7-Di-O-methyl Quercetin have? |
| A: English synonyms of 3',7-Di-O-methyl Quercetin: 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one, Rhamnazin, 3,4',5-Trihydroxy-3',7-dimethoxyflavone, 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one, T66 BO EVJ CR DQ CO1& DQ GQ IO1, 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one, 3',7-Dimethylquercetin, rhamnacene. |
| Q: What is the polar surface area (PSA) of 3',7-Di-O-methyl Quercetin? |
| A: Polar surface area (PSA) of 3',7-Di-O-methyl Quercetin is 109.36000. |
| Q: What is the molecular formula of 3',7-Di-O-methyl Quercetin? |
| A: Molecular formula of 3',7-Di-O-methyl Quercetin is C17H14O7. |
| Q: What is the LogP of 3',7-Di-O-methyl Quercetin? |
| A: LogP of 3',7-Di-O-methyl Quercetin is 2.26. |
| Q: What is the boiling point of 3',7-Di-O-methyl Quercetin? |
| A: Boiling point of 3',7-Di-O-methyl Quercetin is 591.6±50.0 °C at 760 mmHg. |
| Q: What is the melting point of 3',7-Di-O-methyl Quercetin? |
| A: Melting point of 3',7-Di-O-methyl Quercetin is 214-215℃. |
| Q: What is the CAS number of 3',7-Di-O-methyl Quercetin? |
| A: CAS number of 3',7-Di-O-methyl Quercetin is 552-54-5. |
| Q: What are the upstream materials of 3',7-Di-O-methyl Quercetin? |
| A: Related upstream materials(CAS) of 3',7-Di-O-methyl Quercetin: 64527-08-8;90-19-7;854873-13-5;857617-58-4;33554-60-8;80651-75-8;17874-42-9. |
| Q: What are the downstream products of 3',7-Di-O-methyl Quercetin? |
| A: Related downstream products(CAS) of 3',7-Di-O-methyl Quercetin: 2174-64-3;121-34-6;121-33-5;108-73-6;99-50-3;117-39-5;74-88-4. |
| Q: What is the SMILES notation of 3',7-Di-O-methyl Quercetin? |
| A: SMILES notation of 3',7-Di-O-methyl Quercetin is COc1cc(O)c2c(=O)c(O)c(-c3ccc(O)c(OC)c3)oc2c1. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| Dayang Chem (Hangzhou) Co., Ltd. |
| naturewill |