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4608-49-5

4608-49-5 Structure

4608-49-5 Structure
IdentificationBack Directory
[Name]

LARIXYL ACETATE
[CAS]

4608-49-5
[Synonyms]

LARIXYL ACETATE
6-Acetyllarixol
Larixyl acetate (Larix-6-yl monoacetate)
(13S)-6α-Acetoxylabda-8(17),14-diene-13-ol
[13S,(+)]-Labda-8(17),14-diene-6α,13-diol 6-acetate
(αS,1S,4S,4aS,8aR)-4-(Acetyloxy)-α-ethenyldecahydro-α,5,5,8a-tetramethyl-2-methylene-1-naphthalenepropanol
1-Naphthalenepropanol, 4-(acetyloxy)-α-ethenyldecahydro-α,5,5,8a-tetramethyl-2-methylene-, (αS,1S,4S,4aS,8aR)-
(1S,8aβ)-4α-[(S)-3-Methyl-3-hydroxy-4-pentenyl]decahydro-4aα,8,8-trimethyl-3-methylenenaphthalen-1β-ol 1-acetate
(1S,8aβ)-4α-[(S)-3-Methyl-3-hydroxy-4-pentenyl]decahydro-4aα,8,8-trimethyl-3-methylenenaphthalene-1β-ol 1-acetate
Larixyl acetate,TRP Channel,inhibit,Transient receptor potential channels,Inhibitor,systemic endothelial dysfunction,Human papillomavirus,HPV,HEK 293,Larixyl
[Molecular Formula]

C22H36O3
[MDL Number]

MFCD08460271
[MOL File]

4608-49-5.mol
[Molecular Weight]

348.52
Chemical PropertiesBack Directory
[Melting point ]

82℃
[Boiling point ]

419.3±28.0 °C(Predicted)
[density ]

1.00±0.1 g/cm3 (20 ºC 760 Torr)
[refractive index ]

1.4826 (589.3 nm, 20℃)
[storage temp. ]

-20°C
[solubility ]

Chloroform (Slightly), Ethyl Acetate (Slightly)
[form ]

Solid
[pka]

14.47±0.29(Predicted)
[color ]

White to Off-White
[Stability:]

Hygroscopic
[InChI]

1S/C22H36O3/c1-8-21(6,25-16(3)23)13-10-17-15(2)14-18(24)19-20(4,5)11-9-12-22(17,19)7/h8,17-19,24H,1-2,9-14H2,3-7H3/t17-,18-,19-,21+,22+/m0/s1
[InChIKey]

BSXKTJYNJOKMRN-TZWCSUAMSA-N
[SMILES]

CC(=O)O[C@H]1CC(=C)[C@H](CC[C@](C)(O)C=C)[C@@]2(C)CCCC(C)(C)[C@H]12
Safety DataBack Directory
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Larixyl Acetate has pharmacological activity determined though in vitro anti-inflammatory activity of larch (Larix decidua L.) sawdust (Erratum).
[in vivo]

Larixyl acetate (5 mg/kg, i.p., once dailly for 7 days) significantly improves aortic endothelial dysfunction in TBI mice by inhibiting TRPC6 activity, particularly enhancing acetylcholine-induced dilation[3]. Larixyl acetate (5 mg/kg, i.p., once daily for 4 weeks) improves cardiac function in pressure overload-induced heart failure model by inhibiting TRPC6, reducing cardiac hypertrophy, fibrosis, and apoptosis[4].

Animal Model:Closed-head mild traumatic brain injury (mTBI) model, C57BL/6, 129S, 129S-C57BL/6-F2 mice, TRPC6 knockout mice[3]
Dosage:5 mg/kg
Administration:Intraperitoneal injection (i.p.), once daily for 7 days
Result:Significantly improved aortic endothelial function 7 days after TBI. Caused that acetylcholine (10 μM) induced dilation was significantly enhanced in Larixyl acetate-treated mice (In C57BL/6 mice, the Larixyl acetate group showed 96.9 %; in 129S-C57BL/6-F2 mice, the Larixyl acetate group showed 89.2 %).
Animal Model:Transverse aortic constriction (Tac) model for pressure overload-induced heart failure in mice[5]
Dosage:5 mg/kg
Administration:Intraperitoneal injection (i.p.), once daily for 4 weeks
Result:Significantly reduced cardiac hypertrophy, left ventricular pressure, and improved cardiac function (FS and EF increased). Improved TAC-induced cardiac fibrosis, cardiomyocyte apoptosis, and inhibited ER stress-related proteins (e.g., GRP78) expression.
[IC 50]

hTRPC6: 0.58 μM (IC50); hTRPC3: 6.83 μM (IC50)
[storage]

-20°C
Spectrum DetailBack Directory
[Spectrum Detail]

LARIXYL ACETATE(4608-49-5)1HNMR
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