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花生四烯酸(AA)

ω-6多不饱和脂肪酸，类花生酸的前体
规格或纯度: 分析标准品,≥99.0%(GC)
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货号 (SKU) 包装规格 是否现货 价格 数量
A111764-100mg 100mg 现货 Stock Image
A111764-500mg 500mg 现货 Stock Image
A111764-1g 1g 现货 Stock Image
大包装询价 添加到收藏夹 比较
查看相关系列
ClC-2 Activator K2P10.1 Activator K2P13.1 Activator K2P18.1 Inhibitor K2P2.1 Activator K2P3.1 Channel blocker K2P4.1 Activator Kir2.3 Activator Kir3.4 Activator Kv4.2 Channel blocker Maxi Cl? Channel blocker protein kinase C zeta Activator TRPC6 Activator TRPM2 Activator TRPV4 Activator VRAC Channel blocker
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基本描述

规格或纯度 分析标准品,≥99.0%(GC)
英文名称 Arachidonic acid
别名 5,8,11,14-二十碳四烯酸;ARA
英文别名 cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid; Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid; 5,8,11,14-Eicosatetraenoic Acid 5,8,11,14-Icosatetraenoic Acid AA
生化机理 类花生酸生产中的主要前体和重要的细胞信号传导介质。PLA 2从磷脂中释放出的内源性游离脂肪酸。通过COX，脂氧合酶和细胞色素p450代谢形成多种类花生酸
储存温度 避光,-20°C储存,充氩
运输条件 超低温冰袋运输
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产品介绍

是人体中最重要的一种多不饱和脂肪酸（PUFA），是人体“必需脂肪酸”之一，属n-6系列，简记为20:4( n-6)。它是人体内含量最丰富，最为活跃和最必需的一种多不饱和脂肪酸(PUFA)。它广泛存在于人类的脑细胞和神经末梢。人类大脑的60%是由脑结构脂构成，而AA就约占脑结构总量的40%-50%，在神经末梢甚至高达 70％。在正常人的血浆中的含量也高达400mg/L。母乳中也存在着丰富的AA，授乳第一周后母乳中AA的含量约占类脂物总量的0.4％，是母乳中含量最高的一种多不饱和脂肪酸。

名称和标识符

EC号 208-033-4
IUPAC Name (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
INCHI InChI=1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15-
InChi Key YZXBAPSDXZZRGB-DOFZRALJSA-N
Canonical SMILES CCCCCC=CCC=CCC=CCC=CCCCC(=O)O
分子式

C20H32O2
PubChem CID 444899
Beilstein号 1713889
分子量 304.47

化学和物理性质

密度 0.922
敏感性 空气及湿度和光敏感
沸点 169-171 °C/0.15 mmHg
熔点 -49°C
折光率 1.4872
闪点(℉) 113 °C
闪点(℃) 113°C

安全信息

象形图
ghs07

Harmful
信号词 Warning
危险声明 H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
H302: Harmful if swallowed
H312: Harmful in contact with skin
H332: Harmful if inhaled
预防措施声明 P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P270,P304+P340,P403+P233,P362+P364,P330,P264+P265,P301+P317,P317,P337+P317,P332+P317,P319
Merck Index 765

靶标

Target ID 432
名称 Kir2.3
缩写名 SHP2
家族 Inwardly rectifying potassium channels (KIR)
别名 MCP-1 receptor
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 445 22q13.1 KCNJ4 potassium inwardly rectifying channel subfamily J member 4
Rat 2 446 7q34 Kcnj4 potassium inwardly-rectifying channel, subfamily J, member 4
Mouse 2 445 15 37.74 cM Kcnj4 potassium inwardly-rectifying channel, subfamily J, member 4
OMIM 600504 (Hs)
Entrez Gene 116649 (Rn) , 16520 (Mm) , 3761 (Hs)
UniProtKB P52189 (Mm) , P52190 (Rn) , P48050 (Hs)
RefSeq Protein NP_690607 (Hs) , NP_446322 (Rn) , NP_032453 (Mm)
RefSeq Nucleotide NM_152868 (Hs) , NM_053870 (Rn) , NM_008427 (Mm)
Ensembl Gene ENSG00000168135 (Hs) , ENSMUSG00000044216 (Mm) , ENSRNOG00000013869 (Rn)
Protein GI 158711668 (Mm) , 23110984 (Hs) , 76881824 (Rn)
CATH/Gene3D 2.60.40.1400 (N/A)
ChEMBL Target CHEMBL2146347 (Hs)
Target ID 437
名称 Kir3.4
缩写名 SHP2
家族 Inwardly rectifying potassium channels (KIR)
别名 MCP-1 receptor
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 419 11q24.3 KCNJ5 potassium inwardly rectifying channel subfamily J member 5
Rat 2 419 8q21 Kcnj5 potassium inwardly-rectifying channel, subfamily J, member 5
Mouse 2 419 9 17.65 cM Kcnj5 potassium inwardly-rectifying channel, subfamily J, member 5
OMIM 600734 (Hs)
Entrez Gene 29713 (Rn) , 16521 (Mm) , 3762 (Hs)
UniProtKB P48545 (Mm) , P48548 (Rn) , P48544 (Hs)
RefSeq Protein NP_000881 (Hs) , NP_058993 (Rn) , NP_034735 (Mm)
RefSeq Nucleotide NM_000890 (Hs) , NM_017297 (Rn) , NM_010605 (Mm)
Ensembl Gene ENSG00000120457 (Hs) , ENSMUSG00000032034 (Mm) , ENSRNOG00000033796 (Rn)
Orphanet 235181 (Hs)
Protein GI 84370254 (Mm) , 24797141 (Hs) , 8393654 (Rn)
CATH/Gene3D 2.60.40.1400 (N/A)
ChEMBL Target CHEMBL3714708 (Rn) , CHEMBL1914278 (Hs)
Target ID 491
名称 TRPC6
缩写名 SHP2
家族 Transient Receptor Potential channels (TRP)
别名 MIP-1αRL-2 (mouse)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 6 931 11q22.1 TRPC6 transient receptor potential cation channel subfamily C member 6
Rat 6 930 8q11 Trpc6 transient receptor potential cation channel, subfamily C, member 6
Mouse 6 930 9 2.46 cM Trpc6 transient receptor potential cation channel, subfamily C, member 6
OMIM 603652 (Hs)
Entrez Gene 89823 (Rn) , 22068 (Mm) , 7225 (Hs)
UniProtKB Q61143 (Mm) , Q9Y210 (Hs)
RefSeq Protein NP_004612 (Hs) , NP_446011 (Rn) , NP_038866 (Mm)
RefSeq Nucleotide NM_004621 (Hs) , NM_053559 (Rn) , NM_013838 (Mm)
Ensembl Gene ENSG00000137672 (Hs) , ENSMUSG00000031997 (Mm) , ENSRNOG00000006324 (Rn)
Orphanet 120298 (Hs)
Protein GI 160333370 (Mm) , 16758330 (Rn) , 5730102 (Hs)
CATH/Gene3D 1.25.40.20 (N/A)
ChEMBL Target CHEMBL2417347 (Hs) , CHEMBL1795081 (Mm)
Target ID 494
名称 TRPM2
缩写名 SHP2
家族 Transient Receptor Potential channels (TRP)
别名 MIP-1αRL-2 (mouse)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 6 1503 21q22.3 TRPM2 transient receptor potential cation channel subfamily M member 2
Rat 6 1508 20p12 Trpm2 transient receptor potential cation channel, subfamily M, member 2
Mouse 6 1506 10 39.72 cM Trpm2 transient receptor potential cation channel, subfamily M, member 2
OMIM 603749 (Hs)
Entrez Gene 294329 (Rn) , 28240 (Mm) , 7226 (Hs)
UniProtKB Q91YD4 (Mm) , O94759 (Hs)
RefSeq Protein NP_003298 (Hs) , NP_001011559 (Rn) , NP_612174 (Mm)
RefSeq Nucleotide NM_003307 (Hs) , NM_001011559 (Rn) , NM_138301 (Mm)
Ensembl Gene ENSG00000142185 (Hs) , ENSMUSG00000009292 (Mm) , ENSRNOG00000001216 (Rn)
Protein GI 58585238 (Rn) , 4507689 (Hs) , 261878536 (Mm)
ChEMBL Target CHEMBL1250402 (Hs)
Target ID 510
名称 TRPV4
缩写名 SHP2
家族 Transient Receptor Potential channels (TRP)
别名 MIP-1αRL-2 (mouse)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 6 871 12q24.11 TRPV4 transient receptor potential cation channel subfamily V member 4
Rat 6 871 12q16 Trpv4 transient receptor potential cation channel, subfamily V, member 4
Mouse 6 871 5 F Trpv4 transient receptor potential cation channel, subfamily V, member 4
OMIM 605427 (Hs)
Entrez Gene 66026 (Rn) , 63873 (Mm) , 59341 (Hs)
RefSeq Protein NP_067638 (Hs) , NP_076460 (Rn) , NP_071300 (Mm)
RefSeq Nucleotide NM_021625 (Hs) , NM_023970 (Rn) , NM_022017 (Mm)
Ensembl Gene ENSG00000111199 (Hs) , ENSMUSG00000014158 (Mm) , ENSRNOG00000001195 (Rn)
UniProtKB Q9HBA0 (Hs) , Q9ERZ8 (Rn) , Q9EPK8 (Mm)
Orphanet 171081 (Hs)
Protein GI 13027424 (Rn) , 269784723 (Mm) , 294459977 (Hs)
CATH/Gene3D 1.25.40.20 (N/A)
ChEMBL Target CHEMBL3119 (Hs) , CHEMBL6126 (Mm) , CHEMBL2775 (Rn)
Target ID 514
名称 K2P2.1
缩写名 TREK1
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 426 1q41 KCNK2 potassium two pore domain channel subfamily K member 2
Rat 4 426 13q26 Kcnk2 potassium two pore domain channel subfamily K member 2
Mouse 4 426 1 H6 Kcnk2 potassium channel, subfamily K, member 2
OMIM 603219 (Hs)
Entrez Gene 170899 (Rn) , 16526 (Mm) , 3776 (Hs)
UniProtKB O95069 (Hs) , P97438 (Mm)
RefSeq Protein NP_001017424 (Hs) , NP_742038 (Rn) , NP_034737 (Mm)
RefSeq Nucleotide NM_001017424 (Hs) , NM_172042 (Rn) , NM_010607 (Mm)
Ensembl Gene ENSG00000082482 (Hs) , ENSMUSG00000037624 (Mm) , ENSRNOG00000002653 (Rn)
Protein GI 134053949 (Rn) , 126365795 (Hs) , 229577199 (Mm)
DrugBank Target O95069 (Hs)
ChEMBL Target CHEMBL2321615 (Hs)
Target ID 515
名称 K2P3.1
缩写名 TASK1
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 394 2p23.3 KCNK3 potassium two pore domain channel subfamily K member 3
Rat 4 411 6q14 Kcnk3 potassium two pore domain channel subfamily K member 3
Mouse 4 409 5 16.68 cM Kcnk3 potassium channel, subfamily K, member 3
OMIM 603220 (Hs)
Entrez Gene 29553 (Rn) , 16527 (Mm) , 3777 (Hs)
UniProtKB O54912 (Rn) , O14649 (Hs) , O35111 (Mm)
RefSeq Protein NP_002237 (Hs) , NP_203694 (Rn) , NP_034738 (Mm)
RefSeq Nucleotide NM_002246 (Hs) , NM_033376 (Rn) , NM_010608 (Mm)
Ensembl Gene ENSG00000171303 (Hs) , ENSMUSG00000049265 (Mm) , ENSRNOG00000009790 (Rn)
Protein GI 15431283 (Rn) , 33859576 (Mm) , 4504849 (Hs)
Orphanet 360868 (Hs)
DrugBank Target O14649 (Hs)
ChEMBL Target CHEMBL4294 (Rn) , CHEMBL2321613 (Hs)
Target ID 516
名称 K2P4.1
缩写名 TRAAK1
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 393 11q13.1 KCNK4 potassium two pore domain channel subfamily K member 4
Rat 4 397 1q43 Kcnk4 potassium two pore domain channel subfamily K member 4
Mouse 4 398 19 5.08 cM Kcnk4 potassium channel, subfamily K, member 4
OMIM 605720 (Hs)
Entrez Gene 116489 (Rn) , 16528 (Mm) , 50801 (Hs)
UniProtKB O88454 (Mm) , Q9NYG8 (Hs)
RefSeq Protein NP_201567 (Hs) , NP_446256 (Rn) , NP_032457 (Mm)
RefSeq Nucleotide NM_033310 (Hs) , NM_053804 (Rn) , NM_008431 (Mm)
Ensembl Gene ENSG00000182450 (Hs) , ENSMUSG00000024957 (Mm) , ENSRNOG00000021140 (Rn)
Protein GI 6680540 (Mm) , 15718767 (Hs) , 18034771 (Rn)
ChEMBL Target CHEMBL3714486 (Hs)
Target ID 521
名称 K2P10.1
缩写名 TREK2
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 538 14q31.3 KCNK10 potassium two pore domain channel subfamily K member 10
Rat 4 538 6q32 Kcnk10 potassium two pore domain channel subfamily K member 10
Mouse 4 535 12 E Kcnk10 potassium channel, subfamily K, member 10
OMIM 605873 (Hs)
Entrez Gene 72258 (Mm) , 65272 (Rn) , 54207 (Hs)
UniProtKB Q9JIS4 (Rn) , P57789 (Hs)
RefSeq Protein NP_066984 (Hs) , NP_075584 (Rn) , NP_084187 (Mm)
RefSeq Nucleotide NM_021161 (Hs) , NM_023096 (Rn) , NM_029911 (Mm)
Ensembl Gene ENSG00000100433 (Hs) , ENSMUSG00000033854 (Mm) , ENSRNOG00000003813 (Rn)
Protein GI 12831215 (Rn) , 66773177 (Mm) , 20143946 (Hs)
ChEMBL Target CHEMBL3308951 (Rn) , CHEMBL2331041 (Hs)
Target ID 523
名称 K2P13.1
缩写名 THIK1
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 408 14q32.11 KCNK13 potassium two pore domain channel subfamily K member 13
Rat 4 405 6q32 Kcnk13 potassium two pore domain channel subfamily K member 13
Mouse 4 405 12 E Kcnk13 potassium channel, subfamily K, member 13
OMIM 607367 (Hs)
Entrez Gene 64120 (Rn) , 217826 (Mm) , 56659 (Hs)
UniProtKB Q9ERS0 (Rn) , Q8R1P5 (Mm) , Q9HB14 (Hs)
RefSeq Protein NP_071337 (Hs) , NP_071629 (Rn) , NP_666149 (Mm)
RefSeq Nucleotide NM_022054 (Hs) , NM_022293 (Rn) , NM_146037 (Mm)
Ensembl Gene ENSG00000152315 (Hs) , ENSMUSG00000045404 (Mm) , ENSRNOG00000047363 (Rn)
Protein GI 11560129 (Rn) , 16306555 (Hs) , 256574750 (Mm)
ChEMBL Target CHEMBL4523461 (Hs)
Target ID 527
名称 K2P18.1
缩写名 TRESK
家族 Two-pore domain potassium channels (K2P)
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 4 384 10q25.3 KCNK18 potassium two pore domain channel subfamily K member 18
Rat 4 405 1q55 Kcnk18 potassium two pore domain channel subfamily K member 18
Mouse 4 394 19 D3 Kcnk18 potassium channel, subfamily K, member 18
Entrez Gene 445371 (Rn) , 332396 (Mm) , 338567 (Hs)
UniProtKB Q6Q1P3 (Rn) , Q7Z418 (Hs) , Q6VV64 (Mm)
RefSeq Protein NP_862823 (Hs) , NP_001003820 (Rn) , NP_997144 (Mm)
RefSeq Nucleotide NM_181840 (Hs) , NM_001003820 (Rn) , NM_207261 (Mm)
Ensembl Gene ENSG00000186795 (Hs) , ENSMUSG00000040901 (Mm) , ENSRNOG00000032706 (Rn)
Protein GI 46402279 (Mm) , 32469495 (Hs) , 201023277 (Rn)
OMIM 613655 (Hs)
ChEMBL Target CHEMBL2331042 (Hs)
Target ID 553
名称 Kv4.2
缩写名 SHP2
家族 Voltage-gated potassium channels (Kv)
别名 CC CK4
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 6 630 7q31.31 KCND2 potassium voltage-gated channel subfamily D member 2
Rat 6 630 4q22 Kcnd2 potassium voltage-gated channel subfamily D member 2
Mouse 6 630 6 8.49 cM Kcnd2 potassium voltage-gated channel, Shal-related family, member 2
OMIM 605410 (Hs)
Entrez Gene 65180 (Rn) , 16508 (Mm) , 3751 (Hs)
UniProtKB Q9Z0V2 (Mm) , Q9NZV8 (Hs) , Q63881 (Rn)
RefSeq Protein NP_036413 (Hs) , NP_113918 (Rn) , NP_062671 (Mm)
RefSeq Nucleotide NM_012281 (Hs) , NM_031730 (Rn) , NM_019697 (Mm)
Ensembl Gene ENSG00000184408 (Hs) , ENSMUSG00000060882 (Mm) , ENSRNOG00000067416 (Rn)
Protein GI 76881822 (Rn) , 9790093 (Mm) , 9789987 (Hs)
DrugBank Target Q9NZV8 (Hs)
ChEMBL Target CHEMBL1075227 (Rn) , CHEMBL5885 (Hs)
Target ID 699
名称 ClC-2
缩写名 SHP2
家族 ClC family
别名 GPR5
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 10 898 3q27.1 CLCN2 chloride voltage-gated channel 2
Mouse 10 908 16 12.5 cM Clcn2 chloride channel, voltage-sensitive 2
Rat 10 907 11q23 Clcn2 chloride voltage-gated channel 2
Entrez Gene 1181 (Hs) , 12724 (Mm) , 29232 (Rn)
OMIM 600570 (Hs)
UniProtKB P51788 (Hs) , Q9R0A1 (Mm) , P35525 (Rn)
Ensembl Gene ENSG00000114859 (Hs) , ENSMUSG00000022843 (Mm) , ENSRNOG00000001742 (Rn)
Protein GI 8393138 (Rn) , 164698432 (Mm) , 283806622 (Hs)
Orphanet 226047 (Hs)
DrugBank Target P51788 (Hs)
CATH/Gene3D 1.10.3080.10 (N/A)
ChEMBL Target CHEMBL1628478 (Hs)
Target ID 709
名称 Maxi Cl-
缩写名 SHP2
家族 Maxi chloride channel
别名 CCK-B/gastrin
Target ID 710
名称 VRAC
缩写名 SHP2
家族 Volume regulated chloride channels (VRAC)
别名 CCK-B
Target ID 1491
名称 protein kinase C zeta
缩写名 PKCζ
家族 Iota subfamily
基因和蛋白信息
Species Transmembrane Domains Amino Acids Chromosomal Location Gene Symbol Gene Name
Human 2 592 1p36.33 PRKCZ protein kinase C zeta
Mouse 2 592 4 86.17 cM Prkcz protein kinase C, zeta
Rat 2 592 5q36 Prkcz protein kinase C, zeta
Ensembl Gene ENSG00000067606 (Hs) , ENSMUSG00000029053 (Mm) , ENSRNOG00000015480 (Rn)
Entrez Gene 18762 (Mm) , 25522 (Rn) , 5590 (Hs)
OMIM 176982 (Hs)
Protein GI 11968080 (Rn) , 338968874 (Hs) , 84872205 (Mm)
UniProtKB P09217 (Rn) , Q02956 (Mm) , Q05513 (Hs)
RefSeq Nucleotide NM_001033581 (Hs) , NM_008860 (Mm) , NM_022507 (Rn)
RefSeq Protein NP_001028753 (Hs) , NP_001034168 (Mm) , NP_032886 (Mm) , NP_071952 (Rn)
ChEMBL Target CHEMBL3438 (Hs)

关联配体

Ligand ID 2391
名称 arachidonic acid
别名 C20:4
类别 Metabolite
学名 (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
生物活性评价 The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in ).
评价 Arachidonic acid is a polyunsaturated fatty acid that demonstrates antibacterial activity against Staphylococcus aureus .

参考文献

1. Beavers WN, Monteith AJ, Amarnath V, Mernaugh RL, Roberts 2nd LJ, Chazin WJ, Davies SS, Skaar EP.  (2019)  Arachidonic Acid Kills Staphylococcus aureus through a Lipid Peroxidation Mechanism..  mBio,  10  (5):  (1755-70).  [PMID:31575763]
2. Cantonero C et al..  (2020)  Arachidonic Acid Attenuates Cell Proliferation, Migration and Viability by a Mechanism Independent on Calcium Entry..  Int J Mol Sci,  21  (9):  ().  [PMID:32392840]
3. Ye Z et al..  (2021)  Arachidonic acid-regulated calcium signaling in T cells from patients with rheumatoid arthritis promotes synovial inflammation..  Nat Commun,  12  ():  (907).  [PMID:33568645]
4. Díaz-Viraqué F et al..  (2018)  Old Yellow Enzyme from Trypanosoma cruzi Exhibits In Vivo Prostaglandin F2a Synthase Activity and Has a Key Role in Parasite Infection and Drug Susceptibility..  Front Immunol,  9  ():  (456).  [PMID:29563916]

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