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Merck

218391

Sigma-Aldrich

(S)-(-)-紫苏醇

96%

别名:

对薄荷-1,8-二烯-7-醇

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About This Item

经验公式(希尔记法):
C10H16O
CAS号:
分子量:
152.23
MDL號碼:
分類程式碼代碼:
12352002
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

96%

形狀

liquid

光學活性

[α]22/D −88°, c = 1 in methanol

折射率

n20/D 1.501 (lit.)

bp

119-121 °C/11 mmHg (lit.)

密度

0.96 g/mL at 25 °C (lit.)

SMILES 字串

CC(=C)[C@H]1CCC(CO)=CC1

InChI

1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3/t10-/m1/s1

InChI 密鑰

NDTYTMIUWGWIMO-SNVBAGLBSA-N

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一般說明

(S)-(-)-紫苏醇是一种单萜类化合物,存在于樱桃、薰衣草和留兰香的精油中。 它显示出有效的抗癌活性。

應用

(S)-(−)-紫苏醇(POH或4-异丙烯基环己烯甲醇)可用作合成以下物质的起始原料:
  • 紫苏醇新糖苷(neoglycoside)衍生物,其可作为潜在的抗癌药。   
  • S)-紫苏醇的氨基改性衍生物,其可作为强效的抗增殖剂        
  • 紫苏醛8,9-环氧化物,其是一种薄荷烷类衍生物,可作为体内抗肿瘤剂。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

230.0 °F - closed cup

閃點(°C)

110 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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分析证书(COA)

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其他客户在看

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1 of 1

Nitin S Nandurkar et al.
Journal of medicinal chemistry, 57(17), 7478-7484 (2014-08-15)
A facile route to perillyl alcohol (POH) differential glycosylation and the corresponding synthesis of a set of 34 POH glycosides is reported. Subsequent in vitro studies revealed a sugar dependent antiproliferative activity and the inhibition of S6 ribosomal protein phosphorylation
Zi Hui et al.
Molecules (Basel, Switzerland), 19(5), 6671-6682 (2014-05-27)
Two series of amino-modified derivatives of (S)-perillyl alcohol were designed and synthesized using (S)-perillaldehyde as the starting material. These derivatives showed increased antiproliferative activity in human lung cancer A549 cells, human melanoma A375-S2 cells and human fibrosarcoma HT-1080 cells comparing
Metabolic engineering of Escherichia coli for limonene and perillyl alcohol production.
Alonso-Gutierrez J, et al.
Metabolic engineering, 19, 33-41 (2013)
Perillyl alcohol as a chemopreventive agent in N-nitrosomethylbenzylamine-induced rat esophageal tumorigenesis.
Liston BW, et al.
Cancer Research, 63(10), 2399-2403 (2003)
Steven P Stratton et al.
Cancer prevention research (Philadelphia, Pa.), 3(2), 160-169 (2010-01-28)
The chemopreventive and antitumor properties of perillyl alcohol (POH) that were studied preclinically indicate that topical POH inhibits both UVB-induced murine skin carcinogenesis (squamous cell tumor models) and 7,12-dimethylbenz(a)anthracene-induced murine melanoma (transgenic models involving tyrosinase-driven Ras). A previous phase 1

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