Introduction：Basic information about CAS 18979-61-8|4-Butylresorcinol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | 4-Butylresorcinol |
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| CAS Number | 18979-61-8 | Molecular Weight | 166.217 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 300.7±12.0 °C at 760 mmHg |
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| Molecular Formula | C10H14O2 | Melting Point | / |
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| MSDS | ChineseUSA | Flash Point | 144.5±14.2 °C |
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| Symbol |
GHS07, GHS09 | Signal Word | Warning |
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Names
| Name | 4-butylbenzene-1,3-diol |
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| Synonym | More Synonyms |
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4-Butylresorcinol BiologicalActivity
| Description | 4-Butylresorcinol is a phenol derivative which can inhibit tyrosinase with IC50 of 11.27 μM. |
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| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseResearch Areas >>Others |
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| Target | IC50: 11.27 μM (4-Butylresorcinol)[1] |
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| In Vitro | It shows that 4-Butylresorcinol (4-n-butylresorcinol) significantly inhibits melanin synthesis in a concentration-dependent manner. In addition, it is also found to inhibit the activity of tyrosinase, the rate-limiting melanogenic enzyme. 4-Butylresorcinol does not induce ERK, Akt activation, or MITF degradation, and has no effect on cAMP response element binding protein (CREB) phosphorylation, which stimulates MITF expression. 4-Butylresorcinol strongly reduces tyrosinase activity in a cell-free system. Moreover, 4-Butylresorcinol shows an additive effect in combination with hinokitiol, which reduces MITF expression[2]. |
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| Kinase Assay | Briefly, Mel-Ab cells are cultured in 60 mm dishes. After incubating with test substances (including 4-Butylresorcinol) in DMEM containing 2% FBS for 4d, the cells are washed with ice-cold PBS and lysed with phosphate buffer (pH 6.8) containing 1% Triton X-100. The cells are then disrupted by freeze-thawing, and lysates are clarified by centrifuging at 10000×g for 5 min. After quantifying protein levels and adjusting concentrations with lysis buffer, 90 μL of each lysate, is placed in a well of a 96-well plate, and 10 μL of 10 mM L-DOPA is then added. Control wells contain 90 μL of lysis buffer and 10 μL of 10mM L-DOPA[2]. |
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| Cell Assay | Mel-Ab cell line is a mouse-derived spontaneously immortalized melanocyte cell line that produces large amounts of melanin. Mel-Ab cells are incubated in DMEM supplementing with 10% fetal bovine serum (FBS), 100 nM TPA, 1 nM CT, 50 μg/mL streptomycin, and 50 U/mL penicillin at 37 °C in 5% CO2. Cell viability is determined using a crystal violet assay. After incubating cells with test substances for 24 h, the medium is removed and stained with 0.1% crystal violet in 10% ethanol for 5 min at room temperature and then rinsed four times with distilled water[2]. |
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| References | [1]. Jiang Y, et al. Synthesis and biological evaluation of unsymmetrical curcumin analogues as tyrosinaseinhibitors. Molecules. 2013 Apr 3;18(4):3948-61. [2]. Kim DS, et al. Inhibitory effects of 4-n-butylresorcinol on tyrosinase activity and melanin synthesis. Biol Pharm Bull. 2005 Dec;28(12):2216-9. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 300.7±12.0 °C at 760 mmHg |
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| Molecular Formula | C10H14O2 |
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| Molecular Weight | 166.217 |
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| Flash Point | 144.5±14.2 °C |
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| Exact Mass | 166.099380 |
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| PSA | 40.46000 |
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| LogP | 2.82 |
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| Vapour Pressure | 0.0±0.7 mmHg at 25°C |
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| Index of Refraction | 1.555 |
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| InChIKey | CSHZYWUPJWVTMQ-UHFFFAOYSA-N |
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| SMILES | CCCCc1ccc(O)cc1O |
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| Storage condition | 2-8°C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- VH0420000
- CHEMICAL NAME :
- Resorcinol, 4-butyl-
- CAS REGISTRY NUMBER :
- 18979-61-8
- BEILSTEIN REFERENCE NO. :
- 1942645
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 1
- MOLECULAR FORMULA :
- C10-H14-O2
- MOLECULAR WEIGHT :
- 166.24
- WISWESSER LINE NOTATION :
- QR EQ B4
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 500 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 32,592,1935
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Safety Information
| Symbol |
GHS07, GHS09 |
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| Signal Word | Warning |
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| Hazard Statements | H302-H315-H319-H400 |
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| Precautionary Statements | P273-P280-P301 + P312 + P330-P305 + P351 + P338-P337 + P313-P391 |
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| Hazard Codes | Xi |
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| RIDADR | UN 3077 9 / PGIII |
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| HS Code | 2907299090 |
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Customs
| HS Code | 2907299090 |
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| Summary | 2907299090 polyphenols; phenol-alcohols。supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward)。VAT:17.0%。tax rebate rate:9.0%。MFN tariff:5.5%。general tariff:30.0% |
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Synonyms
| 4-n-Butylresorcinol |
| 4-Butyl-1,3-benzenediol |
| 4-Butylresorcin |
| Butylresorcinol |
| 1-butyl-2,4-dihydroxybenzene |
| 1,3-Benzenediol, 4-butyl- |
| 2,4-Dihydroxy-n-butyl benzen |
| 4-Butylbenzene-1,3-diol |
| N-butylresorcinol |
| MFCD01684800 |
| 4-Butylresorcinol |
| Resorcinol,4-butyl |
| 4-butyl-resorcinol |
