(+)-诺卡酮 | 4674-50-4

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中文名称：(+)-诺卡酮
英文名称：Nootkatone
CAS No.：4674-50-4 分子式：C₁₅H₂₂O 分子量：218.3346
植物源：益智仁
如需查看该化合物的详细结构式,mol文件,smile, InChi 请点击：(+)-诺卡酮结构式
MSDS：(+)-诺卡酮msds 价格行情：(+)-诺卡酮价格 PubChem CID：160871342
国内供应商

(+)-诺卡酮的其他展现形式

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简介

Nootkatone，来自于 Vitis vinifera 的神经保护剂，具有抗氧化和抗炎作用。Nootkatone 可改善脂多糖诱导的阿尔茨海默氏病小鼠模型的认知障碍。

名称和标识符

MDL	MFCD04974578
InChIKey	WTOYNNBCKUYIKC-JMSVASOKSA-N
Inchi	1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1
SMILES	O=C1C([H])=C2C([H])([H])C([H])([H])[C@@]([H])(C(=C([H])[H])C([H])([H])[H])C([H])([H])[C@@]2(C([H])([H])[H])[C@]([H])(C([H])([H])[H])C1([H])[H]
BRN	4676969

别名信息

- 中文别名 -

( )-香柏酮诺卡酮 (+)-诺卡酮 ( )-香柏酮,圆柚酮 (+)-香柏酮 (+)-圆柚酮 4,4a,5,6,7,8-六氢-4,4a-二甲基-6-(1-甲基乙烯基)-2-萘酮醋酸环丙氯地孕酮圆柚酮努特卡酮诺卡酮,圆柚酮诺卡酮标准品 [ "诺卡酮" ]

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- 英文别名 -

Nootkatone (+)-Nootkatone NOOTKATONE(SG) IZ2Y119N4J WTOYNNBCKUYIKC-JMSVASOKSA-N (4R,4aS,6R)-4,4a-dimethyl-6-(prop-1-en-2-yl)-4,4a,5,6,7,8-hexahydronaphthalen-2(3H)-one 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, (4R,4aS,6R)- 2(3H)-Naphthalenone, 4,4a,5,6,7,8-hexahydro-4,4a-dimethyl-6-(1-methylethenyl)-, [4R-(4.alpha.,4a.alpha.,6.beta.)]- Nootkanone 1(10),11-Eremophiladien-2-one

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物化性质

实验特性

LogP	3.90420
PSA	17.07000
折射率	n20/D 1.52
水溶性	Slightly soluble in ethanol and chloroform. Partly soluble in water.
沸点	125℃/0.5mm(lit)
熔点	35-39 °C
蒸气压	0.003 mm Hg at 25 °C (est)
闪点	华氏：212 °F 摄氏：100 °C
FEMA	3166 \| NOOTKATONE
溶解度	Practically insoluble in water
颜色与性状	Oil
稳定性	Stable. Incompatible with strong oxidizing agents.
溶解性	不确定
敏感性	对热敏感;对湿度敏感
光学活性	[α]20/D +182.0±5.0°, c = 1% in ethanol
密度	0.997
折光率	Index of refraction: 1.5253 at 20 °C
气味	Grapefruit odor

计算特性

精确分子量	218.16700
氢键供体数量	0
氢键受体数量	1
可旋转化学键数量	1
同位素质量	218.167065321 g/mol
重原子数量	16
复杂度	364
同位素原子数量	0
确定原子立构中心数量	0
不确定原子立构中心数量	3
确定化学键立构中心数量	0
不确定化学键立构中心数量	0
共价键单元数量	1
疏水参数计算参考值（XlogP）	3.9
互变异构体数量	5
表面电荷	0
拓扑分子极性表面积	17.1
分子量	218.33

安全信息纠错

符号：	GHS07
WGK Germany	2
安全术语	S24/25
安全说明	S24/25
危险品运输编号	NONH for all modes of transport
危害声明	H317
警示性声明	P280
储存条件	2-8°C
信号词	Warning
TSCA	Yes

国际标准相关数据

EINECS

225-124-4

海关数据

海关编码

29142990

相关文献

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2. The total synthesis of racemic nootkatone
Mario Pesaro,Giuliano Bozzato,Peter Schudel Chem. Commun. (London) 1968 1152

3. The Preparation and Microbiological Hydroxylation of the Sesquiterpenoid Nootkatone
Simone F. Arantes,Afgan Farooq,James R. Hanson J. Chem. Res. (S) 1999 248

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7. The pinene scaffold: its occurrence, chemistry, synthetic utility, and pharmacological importance
Rogers J. Nyamwihura,Ifedayo Victor Ogungbe RSC Adv. 2022 12 11346

8. Synthetic experiments in the eremophilane sesquiterpene group. Synthesis of (±)-7-epi-nootkatone and partial synthesis of valerianol. The structure of nardostachone
H. C. Odom,A. R. Pinder J. Chem. Soc. Perkin Trans. 1 1972 2193

9. Biotransformation of the sesquiterpene (+)-valencene by cytochrome P450cam and P450BM-3
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10. Stepwise engineering of Saccharomyces cerevisiae to produce (+)-valencene and its related sesquiterpenes
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专业数据库参考

PubChemId

160871342

参考资料

Reaxys RN	4676969
Beilstein	4676969

化合物详情（旧版）

SMILES

CC(=C)[C@@H]1C[C@@]2(C)C(CC1)=CC(=O)C[C@@H]2C