TriptophenolideCAS# 74285-86-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 74285-86-2 | SDF | Download SDF |
| PubChem ID | 173273 | Appearance | Yellowish powder |
| Formula | C20H24O3 | M.Wt | 312.4 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Synonyms | Hypolide | ||
| Solubility | DMSO : 100 mg/mL (320.10 mM; Need ultrasonic) | ||
| Chemical Name | (3bR,9bS)-6-hydroxy-9b-methyl-7-propan-2-yl-3,3b,4,5,10,11-hexahydronaphtho[2,1-e][2]benzofuran-1-one | ||
| SMILES | CC(C)C1=C(C2=C(C=C1)C3(CCC4=C(C3CC2)COC4=O)C)O | ||
| Standard InChIKey | KPXIBWGPZSPABK-FXAWDEMLSA-N | ||
| Standard InChI | InChI=1S/C20H24O3/c1-11(2)12-4-6-16-14(18(12)21)5-7-17-15-10-23-19(22)13(15)8-9-20(16,17)3/h4,6,11,17,21H,5,7-10H2,1-3H3/t17-,20+/m0/s1 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Triptophenolide is a natural product from Tripterygium wilfordii Hook. f. |
| Structure Identification | Yao Xue Xue Bao. 1992;27(11):867-70.The crystal structure of triptophenolide revisited.[Pubmed: 1300033]Triptophenolide, C20H24O3, has been assigned two isomeric structures. DF Yu et al reported the X-ray analytical structure II in 1990. In 1982, however, FX Deng et al had already reported the spectrometric assignment of structure I. Now, we report again the single crystal analysis of Triptophenolide (I). The crystal belongs to space group P2(1)2(1)2(1) of orthorhombic system, with a = 7.270(6), b = 12.509(8), c = 36.20(1) A, Z = 8. The structure was solved by direct method and refined by the full-matrix least-square method to a final R factor 0.055, based on 2322 intensities with I > or = 3 sigma (I). It is highly probable that the result of DF Yu was in error with only 1292 available intensities. J Org Chem. 2000 Apr 7;65(7):2208-17.Enantioselective total synthesis of (-)-triptolide, (-)-triptonide, (+)-triptophenolide, and (+)-triptoquinonide.[Pubmed: 10774048]The first enantioselective total synthesis of (-)-triptolide (1), (-)-triptonide (2), (+)-Triptophenolide (3), and (+)-triptoquinonide (4) was completed. The key step involves lanthanide triflate-catalyzed oxidative radical cyclization of (+)-8-phenylmenthyl ester 30 mediated by Mn(OAc)3, providing intermediate 31 with good chemical yield (77%) and excellent diastereoselectivity (dr 38:1). (+)-Triptophenolide methyl ether (5) was then prepared in > 99% enantiomeric excess (> 99% ee), and readily converted to natural products 1-4. In addition, transition state models were proposed to explain the opposite chiral induction observed in the oxidative radical cyclization reactions of chiral beta-keto esters 17 (without an alpha-substituent) and 17a (with an alpha-chloro substituent). |
Triptophenolide Dilution Calculator
Triptophenolide Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.201 mL | 16.0051 mL | 32.0102 mL | 64.0205 mL | 80.0256 mL |
| 5 mM | 0.6402 mL | 3.201 mL | 6.402 mL | 12.8041 mL | 16.0051 mL |
| 10 mM | 0.3201 mL | 1.6005 mL | 3.201 mL | 6.402 mL | 8.0026 mL |
| 50 mM | 0.064 mL | 0.3201 mL | 0.6402 mL | 1.2804 mL | 1.6005 mL |
| 100 mM | 0.032 mL | 0.1601 mL | 0.3201 mL | 0.6402 mL | 0.8003 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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[The crystal structure of triptophenolide revisited].[Pubmed:1300033]
Yao Xue Xue Bao. 1992;27(11):867-70.
Triptophenolide, C20H24O3, has been assigned two isomeric structures. DF Yu et al reported the X-ray analytical structure II in 1990. In 1982, however, FX Deng et al had already reported the spectrometric assignment of structure I. Now, we report again the single crystal analysis of Triptophenolide (I). The crystal belongs to space group P2(1)2(1)2(1) of orthorhombic system, with a = 7.270(6), b = 12.509(8), c = 36.20(1) A, Z = 8. The structure was solved by direct method and refined by the full-matrix least-square method to a final R factor 0.055, based on 2322 intensities with I > or = 3 sigma (I). It is highly probable that the result of DF Yu was in error with only 1292 available intensities.
