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Merck
CN

P55708

Sigma-Aldrich

(R)-(+)-胡薄荷酮

85%, technical grade

别名:

(+)-蒲勒酮, (R)-(+)-长叶薄荷酮, (R)-2-异亚丙基-5-甲基环己酮, 长叶薄荷酮

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About This Item

经验公式(希尔记法):
C10H16O
CAS号:
分子量:
152.23
Beilstein:
2040703
EC 号:
MDL编号:
UNSPSC代码:
85151701
PubChem化学物质编号:
NACRES:
NA.22

等级

technical grade

质量水平

蒸汽压

138 mmHg ( 25 °C)

方案

85%

旋光性

[α]20/D +22°, neat

折射率

n20/D 1.486 (lit.)

沸点

224 °C (lit.)

密度

0.937 g/mL at 25 °C (lit.)

SMILES字符串

C[C@@H]1CC\C(=C(\C)C)C(=O)C1

InChI

1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1

InChI key

NZGWDASTMWDZIW-MRVPVSSYSA-N

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一般描述

(R)-(+)-Pulegone, a monoterpene ketone found in essential oil of pennyroyal, can induce abortion.

应用

(R)-(+)-Pulegone may be used as a starting material to synthesize:
  • (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane, a spiroketal
  • (R)-(+)-citronellic acid, an intermediate to prepare leucine-d3
  • (+)-fawcettidine, a Lycopodium alkaloid

象形图

Health hazardExclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral - Carc. 2

储存分类代码

10 - Combustible liquids

WGK

WGK 1

闪点(°F)

179.6 °F - closed cup

闪点(°C)

82 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

法规信息

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分析证书(COA)

Lot/Batch Number

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Synthesis of (2S, 4S)-and (2S, 4R)-[5,5,5-2H3] leucine from (R)-pulegone.
Hill RK, et al.
Canadian Journal of Chemistry, 72(1), 110-113 (1994)
Total Synthesis of (+)-Fawcettidine.
Kozak JA and Dake GR.
Angewandte Chemie (International Edition in English), 47(22), 4221-4223 (2008)
Metabolism of (R)-(+)-pulegone in F344 rats.
Chen LJ, et al.
Drug Metabolism and Disposition, 29(12), 1567-1577 (2001)
From (R)-(+)-pulegone to (2S,4R,6R,8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane-A unique spiroacetal from the insect Kingdom.
Tu YQ, et al.
Tetrahedron Asymmetry, 6(2), 397-400 (1995)
S C Khojasteh-Bakht et al.
Drug metabolism and disposition: the biological fate of chemicals, 27(5), 574-580 (1999-04-30)
(R)-(+)-Pulegone, a monoterpene constituent of pennyroyal oil, is a hepatotoxin that has been used in folklore medicine as an abortifacient despite its potential lethal effects. Pulegone is metabolized by human liver cytochrome P-450s to menthofuran, a proximate hepatotoxic metabolite of

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