计算溶液所需的质量、体积或浓度。
| 活性类型 | Relation | Activity value | Units | Action Type | 期刊 | PubMed Id | doi | Assay Aladdin ID |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥99% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
室温。常规运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 25 篇同行评审文献引用。
概述
Azelaic acid is a dicarboxylic acid that exhibits anti-inflammatory activity. It is known for it’s anti acne activity in vitro. Azelaic acid directly inhibits kallikrein 5 (KLK5), downregulating expression of KLK5, toll-like receptor 2 (TLR 2), and cathelicidin, and suppresses activity of serine proteases in vitro, in vivo, and in clinical settings. In PUFA-treated fibroblasts, azelaic acid decreases generation of ROS and upregulates expression of antioxidative enzymes, inhibiting cell damage; agonist activity at PPARν is thoμght to drive these effects. Azelaic acid also inhibits proliferation of melanocytes. This compound displays antiacne and anticancer potential as well, inhibiting the proliferation of cutaneous melanoma due to suppression of mitochondrial oxidoreductive activity and DNA synthesis.An antiinflammatory compound
Azelaic acid is a dicarboxylic acid that exhibits anti-inflammatory activity. It is known for it’s anti acne activity in vitro. Azelaic acid directly inhibits kallikrein 5 (KLK5), downregulating expression of KLK5, toll-like receptor 2 (TLR 2), and cathelicidin, and suppresses activity of serine proteases in vitro, in vivo, and in clinical settings. In PUFA-treated fibroblasts, azelaic acid decreases generation of ROS and upregulates expression of antioxidative enzymes, inhibiting cell damage; agonist activity at PPARν is thought to drive these effects. Azelaic acid also inhibits proliferation of melanocytes. This compound displays antiacne and anticancer potential as well, inhibiting the proliferation of cutaneous melanoma due to suppression of mitochondrial oxidoreductive activity and DNA synthesis.
An antiinflammatory compound
规格
别名
1,7-庚二甲酸 | 杜鹃花酸
英文别名
DTXSID8021640 | Azelex | Finacea Foam | MLS000069659 | Acido azelaico | MLS001148615 | Emerox 1110 | Finevin | KBioGR_000662 | Lopac0_000051 | Nonandisaure | Anchoate | SR-01000075671 | NONANEDIOIC ACID | 1,7-Heptanedicarboxylic Acid | Nonanedioic Acid
规格或纯度
Moligand™, ≥99%
英文名称
Azelaic acid
生化机理
5α还原酶抑制剂。PPARγ激活剂。竞争性地抑制酪氨酸酶和硫氧还蛋白还原酶（K i值分别为3 mM和13μM）。细胞毒素为黑色素细胞。减少皮肤色素沉着。诱导水杨酸在植物中的积累。
储存条件
室温
运输条件
常规运输
备注
如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
纯度
≥99%
名称和识别符
PubChem SID
EC号
204-669-1
分子类型
小分子
IUPAC Name
nonanedioic acid
INCHI
1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
InChi Key
BDJRBEYXGGNYIS-UHFFFAOYSA-N
Smiles
C(CCCC(=O)O)CCCC(=O)O
Isomeric SMILES
C(CCCC(=O)O)CCCC(=O)O
分子量
188.22
Beilstein号
1101094
Reaxy-Rn
1101094
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1101094&ln=
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 脂质和脂质样分子 |
| 类（Class) | 脂肪酰基 |
| 亚类（Subclass） | 脂肪酸及其共轭物 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 中链脂肪酸 |
| 其他上位类（Alternative Parents） | 二羧酸及其衍生物 羧酸 有机氧化物 碳氢化合物衍生物 羰基化合物 |
| 分子骨架（Molecular Framework) | 脂肪族无环化合物 |
| 取代基（Substituents） | 脂肪族非环化合物 - 羰基 - 羧酰胺基 - 羧酸衍生物 - 二羧酸或其衍生物 - 烃衍生物 - 中链脂肪酸 - 有机氧化物 - 有机氧化合物 - 有机氧化合物 |
| 描述（Description） | 该化合物属于有机化合物类别中的中链脂肪酸。这类脂肪酸的烷基尾链含4至12个碳原子。 |
| 外部描述符（External Descriptors） | Dicarboxylic acids |
三维结构
交互式化学结构模型
产品属性
| ALogP | 1.6 |
|---|
关联靶点（人）
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
NR3C1
Tclin
Glucocorticoid receptor
(14987 活性数据)
PGR
Tclin
Progesterone receptor
(8562 活性数据)
ADRB2
Tclin
Beta-2 adrenergic receptor
(11824 活性数据)
CHRM2
Tclin
Muscarinic acetylcholine receptor M2
(10671 活性数据)
ADRB1
Tclin
Beta-1 adrenergic receptor
(6630 活性数据)
HTR1A
Tclin
Serotonin 1a (5-HT1a) receptor
(14969 活性数据)
ADRA2A
Tclin
Alpha-2a adrenergic receptor
(9450 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
CHRM1
Tclin
Muscarinic acetylcholine receptor M1
(12690 活性数据)
DRD2
Tclin
Dopamine D2 receptor
(23596 活性数据)
GABRA1
Tclin
GABA receptor alpha-1 subunit
(399 活性数据)
TSHR
Tclin
Thyroid stimulating hormone receptor
(29986 活性数据)
MAOA
Tclin
Monoamine oxidase A
(11911 活性数据)
CNR1
Tclin
Cannabinoid CB1 receptor
(20913 活性数据)
DRD1
Tclin
Dopamine D1 receptor
(9720 活性数据)
PTGS1
Tclin
Cyclooxygenase-1
(9233 活性数据)
SLC6A2
Tclin
Norepinephrine transporter
(10102 活性数据)
HRH2
Tclin
Histamine H2 receptor
(5428 活性数据)
HTR2A
Tclin
Serotonin 2a (5-HT2a) receptor
(14758 活性数据)
HTR2C
Tclin
Serotonin 2c (5-HT2c) receptor
(11471 活性数据)
AVPR2
Tclin
Vasopressin V2 receptor
(2912 活性数据)
ADORA1
Tclin
Adenosine A1 receptor
(17603 活性数据)
AGTR1
Tclin
Type-1 angiotensin II receptor
(5176 活性数据)
SLC6A4
Tclin
Serotonin transporter
(12625 活性数据)
ADRA1A
Tclin
Alpha-1a adrenergic receptor
(8359 活性数据)
PTGS2
Tclin
Cyclooxygenase-2
(13999 活性数据)
HRH1
Tclin
Histamine H1 receptor
(7573 活性数据)
OPRM1
Tclin
Mu opioid receptor
(19785 活性数据)
DRD3
Tclin
Dopamine D3 receptor
(14368 活性数据)
AVPR1A
Tclin
Vasopressin V1a receptor
(5412 活性数据)
OPRD1
Tclin
Delta opioid receptor
(15096 活性数据)
OPRK1
Tclin
Kappa opioid receptor
(16155 活性数据)
HTR3A
Tclin
Serotonin 3a (5-HT3a) receptor
(3366 活性数据)
SLC6A3
Tclin
Dopamine transporter
(10535 活性数据)
GRIN1
Tclin
Glutamate (NMDA) receptor subunit zeta 1
(122 活性数据)
KCNH2
Tclin
HERG
(29587 活性数据)
CACNA1C
Tclin
Voltage-gated L-type calcium channel alpha-1C subunit
(766 活性数据)
PDE3A
Tclin
Phosphodiesterase 3A
(3309 活性数据)
SLC29A1
Tclin
Equilibrative nucleoside transporter 1
(1711 活性数据)
ADRA2B
Tclin
Alpha-2b adrenergic receptor
(4412 活性数据)
ADRA2C
Tclin
Alpha-2c adrenergic receptor
(4876 活性数据)
CHRM3
Tclin
Muscarinic acetylcholine receptor M3
(7750 活性数据)
HTR2B
Tclin
Serotonin 2b (5-HT2b) receptor
(10323 活性数据)
TBXA2R
Tclin
Thromboxane A2 receptor
(5717 活性数据)
ADORA2A
Tclin
Adenosine A2a receptor
(16305 活性数据)
ADORA3
Tchem
Adenosine A3 receptor
(15931 活性数据)
BDKRB2
Tclin
Bradykinin B2 receptor
(3970 活性数据)
CHRNA4
Tclin
Neuronal acetylcholine receptor protein alpha-4 subunit
(1265 活性数据)
ARSA
Tbio
Cerebroside-sulfatase
(655 活性数据)
关联靶点（其它种属）
ampC
Beta-lactamase AmpC (62480 活性数据)
Mc4r
Melanocortin receptor 4 (1205 活性数据)
Npy1r
Neuropeptide Y receptor type 1 (8 活性数据)
Cckar
Cholecystokinin A receptor (90 活性数据)
Pde4d
Phosphodiesterase 4D (4 活性数据)
Hdac6
Histone deacetylase 6 (222 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
pfk
6-phospho-1-fructokinase (7870 活性数据)
ffp
4'-phosphopantetheinyl transferase ffp (24982 活性数据)
FTL
Ferritin light chain (43324 活性数据)
SARS-CoV-2 (38078 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
溶解性
Soluble in water (2.4 mg/ml at 20 °C), ethanol (5%), DMSO, methanol (70 mg/ml), and alcohol.
密度
0.821
敏感性
对湿度敏感
折光率
1.4303
闪点(℉)
410 °F
闪点(℃)
210 °C
沸点
286°C
熔点
109-111°C
分子量
188.220 g/mol
XLogP3
1.600
氢键供体数Hydrogen Bond Donor Count
2
氢键受体数Hydrogen Bond Acceptor Count
4
可旋转键计数Rotatable Bond Count
8
精确质量Exact Mass
188.105 Da
单同位素质量Monoisotopic Mass
188.105 Da
拓扑极表面积Topological Polar Surface Area
74.600 Ų
重原子数Heavy Atom Count
13
形式电荷Formal Charge
0
复杂度Complexity
147.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
0
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
象形图
信号词
警告
危险声明
H315: 引起皮肤刺激
H319: 引起严重眼睛刺激
预防措施声明
P264: 处理后要彻底洗手。
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P321: 特殊处理（请参阅此标签上的...）。
P302+P352: 如皮肤沾染：用水充分清洗。
P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。
P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。
P337+P317: 如果眼睛刺激持续：寻求医疗帮助。
P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
WGK Germany
1
RTECS
CM1980000
个人防护装备
Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter
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此产品的引用文献
引用文献
| 1. Suleixin Yang, Ka Hong Wong, Peng Hua, Chengwei He, Hua Yu, Dan Shao, Zhi Shi, Meiwan Chen. (2021) ROS-responsive fluorinated polyethyleneimine vector to co-deliver shMTHFD2 and shGPX4 plasmids induces ferroptosis and apoptosis for cancer therapy. Acta Biomaterialia, [PMID:34879292] [10.1016/j.actbio.2021.11.042] |
| 2. Qi Jing, Jin Feiyang, You Yuchan, Du Yan, Liu Di, Xu Xiaoling, Wang Jun, Zhu Luwen, Chen Minjiang, Shu Gaofeng, Wu Liming, Ji Jiansong, Du Yongzhong. (2021) Synergistic effect of tumor chemo-immunotherapy induced by leukocyte-hitchhiking thermal-sensitive micelles. Nature Communications, 12 (1): (1-17). [PMID:34362890] [10.1038/s41467-021-24902-2] |
| 3. Jiujiang Ji, Guo Chen, Jun Zhao. (2019) Preparation and characterization of amino/thiol bifunctionalized magnetic nanoadsorbent and its application in rapid removal of Pb (II) from aqueous system. JOURNAL OF HAZARDOUS MATERIALS, [PMID:30684763] [10.1016/j.jhazmat.2019.01.035] |
| 4. Gang-Gang Yang, Hang Zhang, Dong-Yang Zhang, Qian Cao, Jing Yang, Liang-Nian Ji, Zong-Wan Mao. (2018) Cancer-specific chemotherapeutic strategy based on the vitamin K3 mediated ROS regenerative feedback and visualized drug release in vivo. BIOMATERIALS, [PMID:30227273] [10.1016/j.biomaterials.2018.08.065] |
| 5. Shuai Zhang, Na Sha, Zhe Zhao. (2016) Surface modification of α-Al2O3 with dicarboxylic acids for the preparation of UV-curable ceramic suspensions. JOURNAL OF THE EUROPEAN CERAMIC SOCIETY, [10.1016/j.jeurceramsoc.2016.12.013] |
| 6. Zhijuan Sun, Xiao Wang, Fei Guo, Chunyue Jiang, Qinmin Pan. (2015) Isothermal and nonisothermal crystallization kinetics of bio-sourced nylon 69. CHINESE JOURNAL OF CHEMICAL ENGINEERING, [10.1016/j.cjche.2015.12.021] |
| 7. Hongyan Tan, Min He, Dengke Zhang, Yiyu Zang, Donghua Chen, Junjie Fei. (2024) A rhodamine 110 loaded and molecularly imprinted polymers coated millipore filter membrane-based fluorescent sensor for sensitive and selective caffeic acid detection. MICROCHEMICAL JOURNAL, [10.1016/j.microc.2024.110588] |
| 8. Wanjing Zhang, Liyan Wang, Yunsheng Chong, Wei Liu, Xin Qian. (2025) Development of biocompatible azelaic acid-based copolyester plasticizers for PVC applications. POLYMER, [10.1016/j.polymer.2025.128322] |
| 9. Tao Liu, Youcai Zhu, Yue Mu, Xindi Feng, Zhen Liu. (2024) Enhanced activity for producing CO2-based polyols enabled by Zn-Co DMC/c-CTA catalytic system. Molecular Catalysis, [10.1016/j.mcat.2024.114693] |
| 10. Danqing Song, Qiqi Xie, Jiaying Zhang, Bing Wang, Yi Liu, Sheng Chen, Liuchun Zheng. (2025) High-Performance Poly(amide-urea) via a Nonisocyanate Route with Simultaneously Improved Strength and Toughness. ACS Sustainable Chemistry & Engineering, [10.1021/acssuschemeng.4c10057] |
| 11. Zhengyu Zhou, Bingbing Shi, Chengxin Zhang, Yiyun Wang, Pengfei Tang, Jiajun Feng, Jingjing Fan, Feng Jiang, Yongliang Ding. (2024) High-performance sustainable polyester amide composites with persistent luminescence for multiple anti-counterfeiting. CHEMICAL ENGINEERING JOURNAL, [10.1016/j.cej.2024.159007] |
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| 13. Yongliang Ding, Chengxin Zhang, Bingbing Shi, Yiyun Wang, Pengfei Tang, Cheng Liu, Jingjing Fan, Zhongkai Wang, Feng Jiang. (2024) Sustainable ultra-strong polyesteramide elastomers with rapid degradation and high resilience. EUROPEAN POLYMER JOURNAL, [10.1016/j.eurpolymj.2024.112901] |
| 14. Wanjing Zhang, Yuqi Shan, Liyan Wang, Yanming Chen, Liying Guo, Yunsheng Chong, Xin Qian. (2025) Synthesis of 2-Methyl-1,3-Propanediol Modified Azelaic Acid-Octanediol Copolyester Plasticizers and Their Plasticizing Effect on Polyvinyl Chloride. JOURNAL OF APPLIED POLYMER SCIENCE, [10.1002/app.56849] |
| 15. Wanjing Zhang, Liyan Wang, Hong Chen, Liying Guo, Yaoyao Bai, Xin Qian. (2024) Synthesis of azelaic acid copolyester plasticizers and their application in PVC. RSC Advances, 14 (33): (23662-23671). [PMID:39077328] [10.1039/D4RA03174A] |
| 16. Zongpeng Liu, Shaojian Hu, Yuning Zhang, Bencheng Wu, Jianhua Zhu. (2024) Synthesis of complex polyolester as base stock for high-performance lubricant: Optimization, characterization, and evaluation. JOURNAL OF MOLECULAR LIQUIDS, [10.1016/j.molliq.2024.125494] |
| 17. Yiquan Wang, Yuxiang Liang, Yiya Li, Wenqi Rui, Jingjian He, Mengya Zhao. (2024) Synthesis, tribological properties and oxidative stability of polyol esters base oils containing pentaerythritol complex esters. TRIBOLOGY INTERNATIONAL, [10.1016/j.triboint.2024.109618] |
| 18. Zhaolin Sun, Yuhua Wei, Shuangyi Ma, Yuchen Xu, Yuna Zhang, Changxian Li, Jinghan Zhang, Feifei Duan, Jianwei Jiao, Xiuying Duan. (2025) Zhuru extracts ameliorate lipid accumulation of MASLD via suppressing the mTORC1/SREBPs pathway. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:40617366] [10.1016/j.jep.2025.120246] |
| 19. Wang Guoqiang, Yu Yiheng, Zhang Mengke, Shi Longqing, Hu Hongliang, Jin Yujie, Hu Jing. (2025) 1,4-Cyclohexanedimethanol-based polyesters derived from 1,4-cyclohexanedimethanol (CHDM) and aliphatic diacids with odd carbons. POLYMER BULLETIN, [10.1007/s00289-025-05887-0] |
| 20. Dequan Chi, Chao Wu, Haoyu Gu, Xinchao Sun, Ruoxi Zhao, Dongjie Zhang, Zhimin Xie, Zhongjun Cheng, Yuyan Liu. (2025) Tailored cocrystal architectures enable highly reversible actuation in crystalline polymer networks. CHEMICAL ENGINEERING JOURNAL, [10.1016/j.cej.2025.169166] |
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