Bergaptol
Bergaptol structure
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Common Name | Bergaptol | ||
|---|---|---|---|---|
| CAS Number | 486-60-2 | Molecular Weight | 202.163 | |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 311.9±11.0 °C at 760 mmHg | |
| Molecular Formula | C11H6O4 | Melting Point | 287-290ºC | |
| MSDS | Chinese USA | Flash Point | 142.4±19.3 °C | |
| Symbol |
GHS07 |
Signal Word | Warning | |
Use of BergaptolBergaptolA hydroxylated psoralen that acts as a potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC50 value of 24.92 uM. Recent studies suggest that it may have antiproliferative and anticancer properties.target: CYP3A4 [1]IC50: 24.92 [1]For in vivo enzyme activity analysis, 100 μM bergaptol was added to the cultures for an additional 24 h at 37°C. After centrifugation, the supernatant was used to measure the bergapten yield by high performance liquid chromatography (HPLC).[2] |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | bergaptol |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | BergaptolA hydroxylated psoralen that acts as a potent inhibitors of debenzylation activity of CYP3A4 enzyme with an IC50 value of 24.92 uM. Recent studies suggest that it may have antiproliferative and anticancer properties.target: CYP3A4 [1]IC50: 24.92 [1]For in vivo enzyme activity analysis, 100 μM bergaptol was added to the cultures for an additional 24 h at 37°C. After centrifugation, the supernatant was used to measure the bergapten yield by high performance liquid chromatography (HPLC).[2] |
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| Related Catalog | |
| 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 | 311.9±11.0 °C at 760 mmHg |
| Melting Point | 287-290ºC |
| Molecular Formula | C11H6O4 |
| Molecular Weight | 202.163 |
| Flash Point | 142.4±19.3 °C |
| Exact Mass | 202.026611 |
| PSA | 63.58000 |
| LogP | 0.93 |
| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
| Index of Refraction | 1.711 |
| InChIKey | GIJHDGJRTUSBJR-UHFFFAOYSA-N |
| SMILES | O=c1ccc2c(O)c3ccoc3cc2o1 |
| Storage condition | 2-8°C |
This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Symbol |
GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H302-H319 |
| Precautionary Statements | P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Phrases | 22-36 |
| Safety Phrases | 22-24/25 |
| RIDADR | NONH for all modes of transport |
This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.
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~85%
Bergaptol CAS#:486-60-2 |
| Literature: Bellevue III, Frank H.; Woster, Patrick M.; Edwards, David J.; He, Kan; Hollenberg, Paul F. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 20 p. 2593 - 2598 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: Kozawa; Fukumoto; Matsuyama; Baba Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 8 p. 2712 - 2717 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: El-Tawil, B.A.H.; Baghlaf, A.O.; Barbood, S.O. Pharmazie, 1980 , vol. 35, # 8 p. 503 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: Gu; Zhang; Yang; Hattori; Namba Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 9 p. 2498 - 2502 |
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Bergaptol CAS#:486-60-2
Learn More
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| Literature: Abyshev, A. Z.; Abyshev, D. Z. Chemistry of Natural Compounds, 1983 , vol. 19, # 6 p. 668 - 672 Khimiya Prirodnykh Soedinenii, 1983 , # 6 p. 704 - 709 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: Cesar, Thais B.; Manthey, John A.; Myung, Kyung Journal of Natural Products, 2009 , vol. 72, # 9 p. 1702 - 1704 |
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~%
Bergaptol CAS#:486-60-2 |
| Literature: Spaeth; Kainrath Chemische Berichte, 1937 , vol. 70, p. 2274 |
![7H-Furo[3,2-g][1]benzopyran-7-one, 4-[[3-[2-(3,3-dimethyloxiranyl)ethyl]-3-methyloxiranyl]methoxy] structure](https://image.chemsrc.com/caspic/374/89787-38-2.png)
This table lists upstream starting materials and downstream derivative products related to this chemical.
| Precursor 8 | |
|---|---|
| DownStream 10 | |
CAS#:482-48-4
CAS#:870653-45-5
CAS#:737-52-0
CAS#:145414-76-2
CAS#:2643-85-8![(7-oxofuro[3,2-g]chromen-4-yl) acetate structure](https://image.chemsrc.com/caspic/168/87997-40-8.png)
CAS#:87997-40-8
CAS#:483-36-3This table lists relevant public references with title, journal and publication metadata for this compound.
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Application of the equivalency factor concept to the phototoxicity and –genotoxicity of furocoumarin mixtures
Food Chem. Toxicol. 68 , 257-66, (2014) • The photo-cytotoxic, -mutagenic, and -clastogenic properties in V79 cells of thirteen furocoumarins (FCs), were analyzed. • Nine FC mixtures including one mixture ‘representing’ FCs in Angelica arch... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
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Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
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Name: ERK5 transcriptional activity HTS
Source: 24565
Target: N/A
External Id: ERK5 transcriptional activity-HTS
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
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Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
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Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
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Name: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfect...
Source: Broad Institute
Target: N/A
External Id: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfected HEK293 cells Inhibition - 7011-01_Antagonist_SinglePoint_HTS_Activity
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Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
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Name: Fluorescence polarization-based biochemical high throughput primary assay to identify...
Source: The Scripps Research Institute Molecular Screening Center
Target: RecName: Full=Sialate O-acetylesterase; AltName: Full=H-Lse; AltName: Full=Sialic acid-specific 9-O-acetylesterase; Flags: Precursor [Homo sapiens]
External Id: SIAE_INH_FP_1536_1X%INH PRUN
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Name: Validation qHTS for agonist of cAMP-regulated guanine nucleotide exchange factor 3 (E...
Source: NCGC
External Id: epac1-activator-v
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| 4-hydroxyfuranocoumarin |
| 5-Hydroxypsoralen |
| 4-hydroxyfuro[3,2-g]chromen-7-one |
| 4-Hydroxy7H-furo[3,2-g][1]benzopyran-7-one,4-Hydroxybergapten,5-Hydroxy-6,7-furanocoumarin |
| xanthotoxol |
| 5-Hydroxyfuranocoumarin |
| Psoralin,5-hydroxy |
| 4-Hydroxy-7H-furo[3,2-g]chromen-7-one |
| Bergaptol |
| 9-hydroxyfuranocoumarin |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the InChIKey of bergaptol? |
| A: InChIKey of bergaptol is GIJHDGJRTUSBJR-UHFFFAOYSA-N. |
| Q: What is the melting point of bergaptol? |
| A: Melting point of bergaptol is 287-290ºC. |
| Q: What is the safety information for bergaptol? |
| A: Safety information for bergaptol: 22-24/25. |
| Q: What is the polar surface area (PSA) of bergaptol? |
| A: Polar surface area (PSA) of bergaptol is 63.58000. |
| Q: What is the boiling point of bergaptol? |
| A: Boiling point of bergaptol is 311.9±11.0 °C at 760 mmHg. |
| Q: What is the molecular formula of bergaptol? |
| A: Molecular formula of bergaptol is C11H6O4. |
| Q: What is the CAS number of bergaptol? |
| A: CAS number of bergaptol is 486-60-2. |
| Q: What are the storage conditions for bergaptol? |
| A: Storage conditions for bergaptol: 2-8°C. |
| Q: What are the upstream materials of bergaptol? |
| A: Related upstream materials(CAS) of bergaptol: 484-20-8;88206-46-6;88206-49-9;482-45-1;131623-13-7;89787-38-2;264234-05-1;7380-40-7. |
| Q: What is the molecular weight of bergaptol? |
| A: Molecular weight of bergaptol is 202.163. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |
| BioBioPha |
| naturewill |
| Henan Tianfu Chemical Co., Ltd. |