CAS Number479413-70-2
Synonyms12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid; HMS2204E15; 12-[(Adamantan-1-ylcarbamoyl)amino]dodecanoic acid; 12-{[(3s,5s,7s)-Adamantan-1-ylcarbamoyl]amino}dodecanoic acid; 12-(3-adamantan-1-ylureido)dodecanoic acid; 12-[(tricyclo[3.3.1.1]dec-1-ylcarbamoyl)amino]dodecanoic acid; AUDA
Molecular FormulaC23H40N2O3
Molecular Weight392.575
Purity98.00%
Density1.1±0.1 g/cm3
Boiling Point592.7±19.0 °C at 760 mmHg
AppearanceWhite to beige powder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 479413-70-2 |
| Catalog No. | 2A-1171222 |
| Chinese Name | AUDA |
| Synonyms | 12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid; HMS2204E15; 12-[(Adamantan-1-ylcarbamoyl)amino]dodecanoic acid; 12-{[(3s,5s,7s)-Adamantan-1-ylcarbamoyl]amino}dodecanoic acid; 12-(3-adamantan-1-ylureido)dodecanoic acid; 12-[(tricyclo[3.3.1.1]dec-1-ylcarbamoyl)amino]dodecanoic acid; AUDA |
| Molecular Formula | C23H40N2O3 |
| Molecular Weight | 392.575 |
| Purity | 98.00 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 592.7±19.0 °C at 760 mmHg |
| Appearance | White to beige powder |
| Storage Condition | -20℃ |
| Application | AUDA (compound 43) is a potent soluble epoxide hydrolase (sEH) inhibitor with IC50s of 18 and 69 nM for mouse and human sEH, respectively. AUDA has anti-inflammatory activity. |
| PubChem ID | 15054401 |
| SMILES | O=C(O)CCCCCCCCCCCNC(=O)NC12CC3CC(CC(C3)C1)C2 |
| InChI | InChI=1S/C23H40N2O3/c26-21(27)10-8-6-4-2-1-3-5-7-9-11-24-22(28)25-23-15-18-12-19(16-23)14-20(13-18)17-23/h18-20H,1-17H2,(H,26,27)(H2,24,25,28) |
| InChI Key | XLGSEOAVLVTJDH-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| Bioactivity | AUDA (compound 43) is a potent soluble epoxide hydrolase (sEH) inhibitor with IC50s of 18 and 69 nM for the mouse and human sEH, respectively[1]. AUDA has anti-inflammatory activity[2]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology Target IC50: 18 nM (mouse sEH) and 69 nM (human sEH)[1] In Vitro AUDA (0.3-10 μg/mL; 48 hours) dose-dependently suppresses the proliferation of rat VSMCs exposed to PDGF[2]. AUDA (0.3-10 μg/mL; 30 min) dose-dependently upregulats COX-2 expression[2]. AUDA (10, 50 and 100 μM) augments the migratory ability of HCAECs in a dose-dependent manner[3]. AUDA significantly increases the adhesion ability of HCAECs[3]. Cell Proliferation Assay[2] Cell Line: Vascular smooth muscle cell (VSMC) Concentration: 0.3, 1, 3, 10 μg/mL Incubation Time: 48 hours Result: Dose-dependently suppressed the proliferation of rat VSMCs exposed to PDGF. Western Blot Analysis[2] Cell Line: VSMC Concentration: 1, 3, 10, 30 μg/mL Incubation Time: 30 min Result: Dose-dependently upregulated COX-2 expression. In Vivo AUDA (i.p.; 10 mg/kg; 14 days) reduces TNF-α, MMP-9 and IL-1β expression levels[3]. Animal Model: Male (wild-type) C57BL/6 mice (age, 4-6 weeks; weight, 18-20 g)[3] Dosage: 10 mg/kg Administration: i.p.; 14 days Result: Reduced TNF-α, MMP-9 and IL-1β expression levels. References [1]. Morisseau C, et al. Structural refinement of inhibitors of urea-based soluble epoxide hydrolases.Biochem Pharmacol. 2002 May 1;63(9):1599-608. [2]. Kim HS, et al. Differential Effects of sEH Inhibitors on the Proliferation and Migration of Vascular Smooth Muscle Cells.Int J Mol Sci. 2017 Dec 11;18(12). [3]. Dai N, et al. Vascular repair and anti-inflammatory effects of soluble epoxide hydrolase inhibitor.Exp Ther Med. 2019 May;17(5):3580-3588. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 592.7±19.0 °C at 760 mmHg Molecular Formula C23H40N2O3 Molecular Weight 392.575 Flash Point 312.3±21.5 °C Exact Mass 392.303894 PSA 78.43000 LogP 5.61 Vapour Pressure 0.0±3.6 mmHg at 25°C Index of Refraction 1.534 InChIKey XLGSEOAVLVTJDH-UHFFFAOYSA-N SMILES O=C(O)CCCCCCCCCCCNC(=O)NC12CC3CC(CC(C3)C1)C2 Storage condition -20℃ |
| Use of | AUDA (compound 43) is a potent soluble epoxide hydrolase (sEH) inhibitor with IC50s of 18 and 69 nM for the mouse and human sEH, respectively[1]. AUDA has anti-inflammatory activity[2]. Properties Articles11 Name 12-(1-adamantylcarbamoylamino)dodecanoic acid Synonym More Synonyms AUDA Biological Activity Description AUDA (compound 43) is a potent soluble epoxide hydrolase (sEH) inhibitor with IC50s of 18 and 69 nM for the mouse and human sEH, respectively[1]. AUDA has anti-inflammatory activity[2]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology IC50: 18 nM (mouse sEH) and 69 nM (human sEH)[1] References [1]. Morisseau C, et al. Structural refinement of inhibitors of urea-based soluble epoxide hydrolases.Biochem Pharmacol. 2002 May 1;63(9):1599-608. [2]. Kim HS, et al. Differential Effects of sEH Inhibitors on the Proliferation and Migration of Vascular Smooth Muscle Cells.Int J Mol Sci. 2017 Dec 11;18(12). [3]. Dai N, et al. Vascular repair and anti-inflammatory effects of soluble epoxide hydrolase inhibitor.Exp Ther Med. 2019 May;17(5):3580-3588. Chemical & Physical Properties Molecular Formula C23H40N2O3 Exact Mass 392.303894 PSA 78.43000 Index of Refraction 1.534 InChIKey XLGSEOAVLVTJDH-UHFFFAOYSA-N Storage condition -20℃ |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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