(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one
LINDERANE
CAS: 13476-25-0
Molecular Formula: C15H16O4
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one - Names and Identifiers
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one - Physico-chemical Properties
| Molecular Formula | C15H16O4 |
| Molar Mass | 260.29 |
| Density | 1.30±0.1 g/cm3(Predicted) |
| Melting Point | 190～191℃ |
| Boling Point | 434.5±45.0 °C(Predicted) |
| Specific Rotation(α) | +180.3 (c, 1 in dioxan) |
| Flash Point | 216.582°C |
| Solubility | DMSO:52 mg/mL (199.77 mM) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Colorless needle crystal |
| Color | White to Off-White |
| Storage Condition | -20°C |
| Stability | Hygroscopic |
| Refractive Index | 1.589 |
| MDL | MFCD07781424 |
| Physical and Chemical Properties | Lindra aggregata (Sims) Kosterm, an Aconitum derived from a plant belonging to the genus Capsicum. |
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| HS Code | 29322090 |
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one - Reference
| Reference Show more | 1. Wang, Hui, et al. "Mechanism-based inactivation of CYP2C9 by linderane." Xenobiotica 45.12 (2015): 1037-1046.https://doi.org/10.3109/00498254.2015.1041002 2. [IF=5.275] Kai Wang et al.Drug-drug interactions induced by Linderane based on mechanism-based inactivation of CYP2C9 and the molecular mechanisms.Bioorg Chem. 2022 Jan;118:105478 3. [IF=2.193] Zhang Tingting et al."Quantitation of Diclofenac, Tolbutamide, and Warfarin as Typical CYP2C9 Substrates in Rat Plasma by UPLC-MS/MS and Its Application to Evaluate Linderane-Mediated Herb-Drug Interactions."J Anal Methods Chem. 2022;2022:1900037 |
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one - Reference Information
| overview | Lindera is a Lindera ag-gregata(Sims)Kosterm of Lindera, a plant of the genus Lauraceae. The dry root tuber, "Compendium of Materia Medica" records that the black medicine has the functions of dispelling cold, nourishing the middle, replenishing qi, and opening depression. It has the effects of increasing gastrointestinal peristalsis, exciting the cerebral cortex, and accelerating blood circulation. It is mainly produced in Zhejiang, Jiangxi, Hunan and other places. Doctors of all dynasties have evaluated "the quality of those produced in Tiantai, Zhejiang is the best". In the Yuan and Ming Dynasties, it was used as a tribute to the court. In history, the famous physician Zhu Danxi's health medicine supplement was commonly used in Tiantai Wuyao. Tiantai Wuyao, known as the "elixir of life", has a long history, excellent quality, and is well-known at home and abroad. It is one of the precious and authentic medicinal materials in my country. The main components of Wurdera vulgis contain volatile oil, isoquinoline alkaloids, flavonoids and sesquiterpenes. Among them, the components that can best reflect the characteristics of Wurdera vulgis should be furan sesquiterpene and its lactones. In Chinese Pharmacopoeia, Wurdera was used as an indicator component for qualitative identification and quantitative determination [1]. |
| main information | molecular weight: 260.2851 density: 1.303g/cm3 boiling point: 434.507°C at 760 mmHg flash point: 216.582°C vapor pressure: 0 mmHg at 25°C |
| extraction process | due to the small polarity of ether and weak penetration, the ether lactone cannot be completely extracted within 30min. Adding a small amount of methanol to ether can enhance the polarity of the solvent and improve the penetration of the solvent. However, the amount of methanol should not be too much, otherwise the polarity is too large, and the extraction impurities are too much, resulting in overlapping chromatographic peaks and inaccurate content calculation results. After many tests, the mixture of ether-methanol (85: 15) was selected as the extraction solvent, which could better extract the ether lactone from Uesia. Under the chromatographic conditions specified in the existing pharmacopoeia standards, the separation degree of esole lactone is good, and the content determination can be carried out. Compared with the standard method of pharmacopoeia, the method has the advantages of simplicity, convenience and rapidity, and can be used for the extraction and content determination of esolide in Uesia. |
| determination of content | determination of esolide in tiantai linder by reversed-phase high performance liquid chromatography. chromatographic conditions the chromatographic column is Symmetry C18 column (250mm × 4. 6mm,5. 0 μm); The mobile phase is acetonitrile-water (57 ∶ 43); The volume flow rate is 1 mL/min; The detection wavelength is 235 nm. Under this method, the linear range of esole lactone was 0. 051~2. 55 μg, and the average recovery rate was 99. 96%. The method is simple, economical and accurate, and can be used for the quality control of Tiantai Lindian. fig. 1 HPLC diagram of linetian ether lactone reference substance (a) and linder medicine (B) through UV wavelength scanning of linetian ether lactone, it is found that it has the maximum absorption at about 209 nm. with the increase of wavelength, the absorbance gradually decreases, and the ultraviolet absorption is extremely weak after reaching 260 nm. however, considering the interference of short wavelength on solvent methanol and mobile phase acetonitrile, according to the 2005 edition of Chinese pharmacopoeia, 235 nm was selected as the detection wavelength. In the Chinese Pharmacopoeia, ether is used as the extraction solvent [2] and is extracted in a Soxhlet extractor for 4 h. However, considering that ether is flammable, explosive and anesthetic, and the whole extraction time is too long, by comparing methanol, acetonitrile, ethyl acetate and n-hexane, it is finally determined that n-hexane has less interference to the determination, ultrasonic extraction can meet the requirements and greatly shorten the extraction time. In the determination of the mobile phase test, it was found that the line fluctuation of the combination of methanol and water was greater than that of the combination of acetonitrile and water. With the increase of the ratio of acetonitrile, the peak time of the urticaria ether lactone was gradually advanced, but the separation degree of the herb was not ideal. Finally, it was determined that the mobile phase of acetonitrile-water (57: 43) could make the peak time and separation degree reach a relatively ideal condition. |
| references | [1] Wen Yongju, Liang Aijun. Study on Ultrasonic Extraction Technology of Etherolactone from Intima [J]. Journal of Yichun University, 2011,33(12):134-135 164. [2] Yu Cuiqin, chen fangliang. high performance liquid chromatography determination of latheride in latheran [J]. Chinese herbal medicine, 2009,40(06):983-984. |
| use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: smooth qi and open depression, dispel cold and relieve pain. Indications: cold and stagnation, chest and abdominal distension and pain, no need for food, frequent urination, cold hernia pain. |
Last Update：2024-04-09 02:00:06
![(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-2H-10,1a-(epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one](http://res.chembk.com/assets/str/2d/1/13/13476-25-0.png)
Supplier List
Spot supply
Product Name: Linderane Visit Supplier Webpage Request for quotationCAS: 13476-25-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: Linderane Visit Supplier Webpage Request for quotationCAS: 13476-25-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History