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橙皮油内酯 | 495-02-3

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中文名称：橙皮油内酯

英文名称： Auraptene

CAS No.： 495-02-3

分子式： C₁₉H₂₂O₃

分子量： 298.3762

植物源：

陈皮枳实

如需查看该化合物的详细结构式,mol文件,smile,InChi 请点击：橙皮油内酯结构式

MSDS：橙皮油内酯MSDS

PubChem CID： 329771062

价格行情：橙皮油内酯价格

快速询单国内供应商

橙皮油内酯的其他展现形式

相关化合物

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简介

Auraptene 是最丰富的天然香叶氧基香豆素。Auraptene 降低基质金属蛋白酶 2 (MMP-2) 以及关键炎症因子，如 IL-6，IL-8 和趋化因子 (C-C 基序) 配体-5 (CCL5）的分泌。

名称和标识符

MDL	MFCD00075948
InChIKey	RSDDHGSKLOSQFK-RVDMUPIBSA-N
Inchi	1S/C19H22O3/c1-14(2)5-4-6-15(3)11-12-21-17-9-7-16-8-10-19(20)22-18(16)13-17/h5,7-11,13H,4,6,12H2,1-3H3/b15-11+
SMILES	O(C1C([H])=C([H])C2C([H])=C([H])C(=O)OC=2C=1[H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])C([H])([H])/C(/[H])=C(\C([H])([H])[H])/C([H])([H])[H]

别名信息

- 中文别名 -

橙皮油内酯
橙皮油素
17β-雌二醇-17-β-D-葡糖苷酸
凝胶多糖
葡萄内脂

葡萄内酯
橙皮油素,橙皮油内酯
7-[[(2E)-3,7-二甲基-2,6-辛二烯-1-基]氧]-2H-苯并吡喃-2-酮
7-香叶基氧基香豆素

- 英文别名 -

2H-1-Benzopyran-2-one,7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
Auraptene
AURAPTENE(RG)
AURAPTENE(RG) PrintBack
7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one 7-Geranyloxycoumarin Aurapten

7-GERANYLOXYCOUMARIN
aurapten
7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-2H-1-benzopyran-2-one
7-[[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]oxy]-2H-chromen-2-one
[ "" ]
F79I1ZEL2E
RSDDHGSKLOSQFK-RVDMUPIBSA-N
7-[(2E)-3,7-dimethylocta-2,6-dienoxy]chromen-2-one
7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-chromen-2-one
(E)-7-((3,7-Dimethylocta-2,6-dien-1-yl)oxy)-2H-chromen-2-one
Feronialactone
7-{[(2E)-3,7-dimethyl-2,6-octadienyl]oxy}-2H-chromen-2-one
7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one
2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (
7-O-geranylumbelliferone
7-(3,7-Dimethyl-octa-2,6-dienyloxy)-chromen-2-one
Coumarin, 7-(geranyloxy)-
SCHEMBL2535034
UPCMLD-DP061:001
SR-01000758940
NCGC00096070-03
NCGC00096070-11
NS00094514
HMS2270C13
Coumarin, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
495-02-3
DTXSID80897576
7-{[(2E)-3,7-dimethylocta-2,6-dien-1-yl]oxy}-2H-1-benzopyran-2-one
AKOS015969736
Aurapten
SPECTRUM1505176
HY-N2388
CHEBI:93486
7-([(2E)-3,7-Dimethyl-2,6-octadienyl]oxy)-2H-chromen-2-one #
Auraptene, >=98% (HPLC)
A871794
NCGC00096070-05
Q3629783
SR-01000758940-4
SMR000386931
2H-1-Benzopyran-2-one, 7-((3,7-dimethyl-2,6-octadienyl)oxy)-, (E)-
7-(3,7-dimethylocta-2,6-dienoxy)-1-benzopyran-2-one
MEGxp0_000091
BCP23751
BDBM50361373
AMY36802
CCG-208550
ACon1_000071
2H-1-BENZOPYRAN-2-ONE, 7-(((2E)-3,7-DIMETHYL-2,6-OCTADIEN-1-YL)OXY)-
7-Geranyloxycoumarin
CS-0022591
SR-01000758940-3
7-[(3,7-Dimethyl-2,6-octadienyl)oxy]-(E)-Coumarin
AC-34106
HMS3886N14
MFCD00075948
CHEMBL307341
NP344
NCGC00096070-04
SCHEMBL2535029
NCGC00168822-01
UPCMLD-DP061
CCRIS 8835
CHEBI:134355
UNII-F79I1ZEL2E
NSC-711511
MLS001049098
NCGC00096070-01
2H-1-Benzopyran-2-one, 7-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]oxy]-
2H-1-Benzopyran-2-one, 7-[(3,7-dimethyl-2,6-octadienyl)oxy]-, (E)-
NSC711511
LS-14721
7-(3,7-Dimethyl-2,6-octadienyl)oxy-2H-1-benzopyran-2-one, 9CI
BRD-K85013741-001-05-9
(E)-7-(3,7-dimethylocta-2,6-dienyloxy)-2H-chromen-2-one
s9052
7-(geranyloxy)coumarin
"Aurapten
7-geranyloxycoumarin
MLSMR

物化性质

实验特性

LogP	4.86450
PSA	39.44000
折射率	1.548
沸点	455.5°C at 760 mmHg
熔点	66°C(lit.)
蒸气压	0.0±1.1 mmHg at 25°C
闪点	195.4±23.3 °C
溶解度	DMSO: >20mg/mL
颜色与性状	Powder
溶解性	未确定
敏感性	对热敏感
最大波长(λmax)	322(EtOH)(lit.)
密度	1.1±0.1 g/cm3

计算特性

精确分子量	298.15700
氢键供体数量	0
氢键受体数量	3
可旋转化学键数量	6
同位素质量	298.15689456 g/mol
重原子数量	22
复杂度	469
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	0
确定化学键立构中心数量	1
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）	5.3
表面电荷	0
拓扑分子极性表面积	35.5
分子量	298.4

安全信息

符号：	GHS06 GHS08
RTECS号	MD6500000
WGK Germany	3
安全说明	S24/25
危险品运输编号	NONH for all modes of transport
危害声明	H301-H361
警示性声明	P281-P301 + P310
储存条件	<0°C
信号词	Danger

国际标准相关数据

EINECS	8835

生产方法和用途

用途	暂无

相关文献

1. Citrus auraptene induces drug efflux transporter P-glycoprotein expression in human intestinal cells
Tomohiro Nabekura,Tatsuya Kawasaki,Yu Kato,Kazuyoshi Kawai,Serena Fiorito,Francesco Epifano,Salvatore Genovese,Yuichi Uwai Food Funct. 2020 11 5017
2. Hepatoprotection of auraptene from the peels of citrus fruits against 17α-ethinylestradiol-induced cholestasis in mice by activating farnesoid X receptor
Junqiao Wang,Ting Fu,Renchao Dong,Changyuan Wang,Kexin Liu,Huijun Sun,Xiaokui Huo,Xiaodong Ma,Xiaobo Yang,Qiang Meng Food Funct. 2019 10 3839
3. Hepatoprotection of auraptene from peels of citrus fruits against thioacetamide-induced hepatic fibrosis in mice by activating farnesoid X receptor
Xiaoguang Gao,Changyuan Wang,Chenqing Ning,Kexin Liu,Xinyuan Wang,Zhihao Liu,Huijun Sun,Xiaodong Ma,Pengyuan Sun,Qiang Meng Food Funct. 2018 9 2684
4. Characterization of a coumarin C-/O-prenyltransferase and a quinolone C-prenyltransferase from Murraya exotica
Na Li,Xiao Liu,Mingliang Zhang,Zekun Zhang,Beibei Zhang,Xiaohui Wang,Juan Wang,Pengfei Tu,Yong Jiang,She-po Shi Org. Biomol. Chem. 2022 20 5535
5. Coumarins
R. D. H. Murray Nat. Prod. Rep. 1989 6 591
6. Porphyromonas gingivalis: where do we stand in our battle against this oral pathogen?
Kaitlind C. Howard,Octavio A. Gonzalez,Sylvie Garneau-Tsodikova RSC Med. Chem. 2021 12 666
7. Daphnetin contributes to allergen-induced Th2 cytokine expression and type 2-immune responses in atopic dermatitis and asthma
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8. Natural product-derived pharmacological modulators of Nrf2/ARE pathway for chronic diseases
Hemant Kumar,In-Su Kim,Sandeep Vasant More,Byung-Wook Kim,Dong-Kug Choi Nat. Prod. Rep. 2014 31 109
9. The chemical composition of Murraya paniculata. The structure of five new coumarins and one new alkaloid and the stereochemistry of murrangatin and related coumarins
Chihiro Ito,Hiroshi Furukawa,Hisashi Ishii,Tsutomu Ishikawa,Joju Haginiwa J. Chem. Soc. Perkin Trans. 1 1990 2047
10. Dietary phenolic-type Nrf2-activators: implications in the control of toxin-induced hepatic disorders
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专业数据库参考

PubChemId	329771062

参考资料

Reaxys RN	1291239

扩展阅读

橙皮油素 http://www.biopurify.cnproduct/213316.html

橙皮油内酯 | 495-02-3

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