| Identification | Back Directory | [Name]
LINDERANE | [CAS]
13476-25-0 | [Synonyms]
LINDERANE
LINDERANE(RG)
Linderane ,98%
Linderane, 98%, from Lindera aggregata (Sims) Kosterm.
(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
(1aS,4E,10S,10aS)-3,6,10,10a-Tetrahydro-5,9-dimethyl-10,1a-(epoxymethano)-2H-oxireno[4,5]cyclodeca[1,2-b]furan-12-one
2H-10,1a-(Epoxymethano)oxireno[4,5]cyclodeca[1,2-b]furan-12-one,3,6,10,10a-tetrahydro-5,9-dimethyl-, (1aS,4E,10S,10aS)- | [Molecular Formula]
C15H16O4 | [MDL Number]
MFCD07781424 | [MOL File]
13476-25-0.mol | [Molecular Weight]
260.29 |
| Chemical Properties | Back Directory | [Melting point ]
190～191℃ | [Boiling point ]
434.5±45.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic | [Major Application]
food and beverages | [InChI]
1S/C15H16O4/c1-8-4-3-5-15-13(19-15)12(18-14(15)16)11-9(2)7-17-10(11)6-8/h4,7,12-13H,3,5-6H2,1-2H3/b8-4+/t12-,13-,15-/m0/s1 | [InChIKey]
KBMSVODXFLAQNJ-DXGHHDSJSA-N |
| Hazard Information | Back Directory | [Description]
Linderane is a sesquiterpene that has been found in L. aggregata.1,2 It inhibits the cytochrome P450 (CYP) isoform CYP2C9 (Ki = 1.26 μM) in an irreversible and NADPH-dependent manner.1 Linderane decreases phosphoenolpyruvate carboxykinase (Pck1) and glucose-6-phosphatase (G6pc) gene expression, cAMP concentration, and CREB phosphorylation, increases phosphodiesterase 3 (PDE3) activity, and inhibits gluconeogenesis in rat primary hepatocytes.2 In vivo, linderane (50 mg/kg twice per day) decreases serum and hepatic triglyceride levels, as well as random-fed and fasting blood glucose levels in ob/ob mice. | [Chemical Properties]
It is derived from Lindera aggregata (Sims) Kosterm, a plant of the genus Lindera in the Lauraceae family. | [Uses]
Linderane is a sequiterpene lactone extract from Lindera strychnifolia compound used as a cytotoxic agent against hepaic stellate cells. | [Definition]
ChEBI: Linderane is a member of dioxanes. | [IC 50]
CYP2 | [References]
[1] HUI WANG. Mechanism-based inactivation of CYP2C9 by linderane.[J]. Xenobiotica, 2015, 45 12: 1037-1046. DOI: 10.3109/00498254.2015.1041002
[2] WEI XIE. Linderane Suppresses Hepatic Gluconeogenesis by Inhibiting the cAMP/PKA/CREB Pathway Through Indirect Activation of PDE 3 via ERK/STAT3.[J]. Frontiers in Pharmacology, 2018: 476. DOI: 10.3389/fphar.2018.00476 |
|
|