藤黄酸

凋亡因子
  • 10mM in DMSO
有货

库存信息

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货号 (SKU) 包装规格 是否现货 价格 数量
G422968-1ml
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Compound libraries (12319)

基本描述

别名 β-藤黄酸, 1,5-甲醇-1H,3H,11H-呋喃(3,4-g)吡喃(3,2-b)氧杂蒽-1-巴豆酸
英文别名 gambogic acid | 2752-65-0 | (-)-Gambogic Acid | Gambogic-acid | Guttatic acid | R-gambogic acid | Guttic acid | beta-Guttiferin | Cambogic acid | B''-Guttiferin | GAMBOGICACID | 8N585K83U2 | .beta.-Guttiferin | (Z)-4-((1S,3aR,5S,11R,14aS)-8-hydroxy-2,2,11-trimethyl-13-(3-methylbut
规格或纯度 10mM in DMSO
英文名称 Gambogic acid
生化机理 甘宝酸是一种黄酮类化合物,提取自加纳藤的褐色或橙色树脂。这种天然化学物质在小鼠临床试验中显示出良好的抗肿瘤活性。甘草酸激活 Caspases 的 EC50 为 0.78-1.64 μM,竞争性抑制 Bcl-xl、Bcl-2、Bcl-w、Bcl-B、Bfl-1 和 Mcl-1,IC50 分别为 1.47 μM、1.21 μM、2.02 μM、0.66 μM、1.06 μM 和 0.79 μM。甘草酸是一种 caspase 激活剂和细胞凋亡诱导剂,可使细胞周期的 G2/M 阶段发生不可逆的停滞。细胞凋亡剂。降低 Bcl-2 表达,增加 Bax 表达。增强顺铂诱导的细胞凋亡。抑制血管生成。在体内显示抗肿瘤作用。口服有效。
储存温度 -80℃储存
运输条件 超低温冰袋运输
产品介绍

不溶于水

Gambogic acid causes an irreversible arrest in the G2/M phase of the cell cycle. It acts as a caspase activator and apoptosis inducer

AI解读

关联靶点(人)

PTPN1 Tchem 酪氨酸蛋白磷酸酶非受体 1 型(Tyrosine-protein phosphatase non-receptor type 1) (3 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
MCL1 Tchem 诱导髓系白血病细胞分化蛋白Mcl-1(Induced myeloid leukemia cell differentiation protein Mcl-1) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
ACHE Tclin Acetylcholinesterase (18204 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IKBKB Tchem Inhibitor of nuclear factor kappa B kinase beta subunit (5554 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HSP90AA1 Tchem Heat shock protein HSP 90-alpha (4115 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MAPK3 Tchem MAP kinase ERK1 (4725 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NTRK1 Tclin Nerve growth factor receptor Trk-A (7922 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NFKBIA Tchem NF-kappaB inhibitor alpha (187 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TP53 Tchem Cellular tumor antigen p53 (48468 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDM2 Tchem p53-binding protein Mdm-2 (4545 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BGC-823 (3035 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Breast carcinoma cell (217 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
DU-145 (51482 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HT-29 (80576 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IM-9 (160 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
K562 (73714 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCF7 (126967 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MKN-45 (2102 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-3 (62116 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Raji (5516 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SGC-7901 (2773 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-BR-3 (5175 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SK-OV-3 (52876 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
T98G (1524 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
U-251 (51189 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A549 (127892 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Bel-7402 (4577 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BJ (6930 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
T47D (39041 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SNU-398 (481 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HCT-116 (91556 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HepG2 (196354 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KB (17409 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HeLa (62764 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MDA-MB-231 (73002 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCL2L1 Tchem Apoptosis regulator Bcl-X (2604 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GNAO1 Tbio Guanine nucleotide-binding protein G(o), alpha subunit 1 (73 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCL2 Tclin Apoptosis regulator Bcl-2 (3787 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NTRK2 Tclin Neurotrophic tyrosine kinase receptor type 2 (3279 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MCL1 Tchem Induced myeloid leukemia cell differentiation protein Mcl-1 (3820 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCL2L2 Tchem Apoptosis regulator Bcl-W (121 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SMMC-7721 (5516 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NTRK3 Tclin NT-3 growth factor receptor (2338 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCL2A1 Tchem Bcl-2-related protein A1 (291 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCL2L10 Tchem Bcl-2-like protein 10 (7 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CDC37 Tbio Hsp90 co-chaperone Cdc37 (21 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TXN Tchem Thioredoxin (111 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HSP90AA1 Tchem Heat shock protein HSP90 (3606 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Mapk1 MAP kinase ERK2 (650 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ptpn1 Protein-tyrosine phosphatase 1B (270 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MEF (1005 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-12 (7051 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasma (328 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Liver microsome (341 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
groL GroEL/GroES (1042 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 活性数据)
活性类型 Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

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

名称和识别符

分子类型 小分子
IUPAC Name (Z)-4-[(1S,2S,8R,17S,19R)-12-hydroxy-8,21,21-trimethyl-5-(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-14,18-dioxo-3,7,20-trioxahexacyclo[15.4.1.02,15.02,19.04,13.06,11]docosa-4(13),5,9,11,15-pentaen-19-yl]-2-methylbut-2-enoic acid
INCHI InChI=1S/C38H44O8/c1-20(2)10-9-15-36(8)16-14-24-29(39)28-30(40)26-18-23-19-27-35(6,7)46-37(33(23)41,17-13-22(5)34(42)43)38(26,27)45-32(28)25(31(24)44-36)12-11-21(3)4/h10-11,13-14,16,18,23,27,39H,9,12,15,17,19H2,1-8H3,(H,42,43)/b22-13-/t23-,27+,36-,37+,38-/m1/s1
InChi Key GEZHEQNLKAOMCA-RRZNCOCZSA-N
Canonical SMILES CC(=CCCC1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)OC45C6CC(C=C4C3=O)C(=O)C5(OC6(C)C)CC=C(C)C(=O)O)O)C)C
Isomeric SMILES CC(=CCC[C@@]1(C=CC2=C(C3=C(C(=C2O1)CC=C(C)C)O[C@@]45[C@H]6C[C@@H](C=C4C3=O)C(=O)[C@@]5(OC6(C)C)C/C=C(/C)\C(=O)O)O)C)C
WGK Germany 1
RTECS PB9268200
PubChem CID 9852185
UN Number 1356
分子量 628.75

化学和物理性质

沸点 280°C
熔点 81.8°C
分子量 628.700 g/mol
XLogP3 7.300
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 8
可旋转键计数Rotatable Bond Count 8
精确质量Exact Mass 628.304 Da
单同位素质量Monoisotopic Mass 628.304 Da
拓扑极表面积Topological Polar Surface Area 119.000 Ų
重原子数Heavy Atom Count 46
形式电荷Formal Charge 0
复杂度Complexity 1490.000
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 5
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 1
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 1
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

象形图 GHS06,   GHS07
信号词 Danger
危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

H301: 吞咽会中毒

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

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。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P302+P352: 如皮肤沾染:用水充分清洗。

P321: 特殊处理(请参阅此标签上的...)。

P405: 密闭存放

P501: 将内容物/容器处理到。。。

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P403+P233: 存放在通风良好的地方。保持容器密闭。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P330: 漱口

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P316: 如果吞咽:立即寻求紧急医疗救助。

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。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany 1
RTECS PB9268200
个人防护装备 Eyeshields,Faceshields,Gloves,type P2 (EN 143) respirator cartridges

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

1. Dinghu Zhang, Yanhong Chu, Hanqing Qian, Lingyu Qian, Jie Shao, Qiuping Xu, Lixia Yu, Rutian Li, Quanan Zhang, Fenglei Wu, Baorui Liu, Qin Liu.  (2023)  Antitumor Activity of Thermosensitive Hydrogels Packaging Gambogic Acid Nanoparticles and Tumor-Penetrating Peptide iRGD Against Gastric Cancer.  International Journal of Nanomedicine,  [PMID:32099362] [10.2147/IJN.S231448]
2. Lili Qian, Qian Li, Zhenshan Ding, Kejun Luo, Jiamin Su, Jiawei Chen, Guangying Zhu, Zhihua Gan, Qingsong Yu.  (2022)  Prodrug Nanosensitizer Overcomes the Radiation Resistance of Hypoxic Tumor.  ACS Applied Materials & Interfaces,  14  (51): (56454–56470).  [PMID:36525559] [10.1021/acsami.2c14628]
3. Yuhan Wang, Chunyan Yue, Mengyao Zhang, Dazhao Li, Tao Xu, Mengying He, Mengyuan Wang, Yanan Zhao, Zihui Ni, Feng Zhi, Yiqiao Hu, Dawei Ding.  (2023)  Dually enhanced phototherapy by gambogic acid and hyperthemia-activated chemotherapy for synergistic breast cancer treatment.  CHEMICAL ENGINEERING JOURNAL,  452  (139108).  [10.1016/j.cej.2022.139108]
4. Shu-Ting Xu, Cheng Yang, Xiu-Ping Yan.  (2021)  Nanothorn Filter-Facilitated Online Cell Lysis for Rapid and Deep Intracellular Profiling by Single-Cell Mass Spectrometry.  ANALYTICAL CHEMISTRY,  93  (47): (15677–15686).  [PMID:34784185] [10.1021/acs.analchem.1c03529]
5. Lulu Cai, Lina Dong, Xuan Sha, Shuai Zhang, Siwen Liu, Xiaoxi Song, Mingming Zhao, Qi Wang, Kai Xu, Jingjing Li.  (2021)  Exfoliation and in situ functionalization of MoS2 nanosheets for MRI-guided combined low-temperature photothermal therapy and chemotherapy.  MATERIALS & DESIGN,  210  (110020).  [10.1016/j.matdes.2021.110020]
6. Zhang Gutian, Cheng Wenting, Du Lin, Xu Chuanjun, Li Jinlong.  (2021)  Synergy of hypoxia relief and heat shock protein inhibition for phototherapy enhancement.  JOURNAL OF NANOBIOTECHNOLOGY,  19  (1): (1-13).  [PMID:33407570] [10.1186/s12951-020-00749-5]
7. Chen Jun, Li Lihua, Zhou Yun, Zhang Jiahua, Chen Lei.  (2021)  Gambogic acid ameliorates high glucose– and palmitic acid–induced inflammatory response in ARPE-19 cells via activating Nrf2 signaling pathway: ex vivo.  CELL STRESS & CHAPERONES,  26  (2): (367-375).  [PMID:33245515] [10.1007/s12192-020-01182-1]
8. Dinghu Zhang, Zhengyun Zou, Wei Ren, Hanqing Qian, Qianfeng Cheng, Liulian Ji, Baorui Liu, Qin Liu.  (2018)  Gambogic acid-loaded PEG–PCL nanoparticles act as an effective antitumor agent against gastric cancer.  PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,  23  (1): (33-40).  [PMID:29069711] [10.1080/10837450.2017.1295068]

参考文献

1. Dinghu Zhang, Yanhong Chu, Hanqing Qian, Lingyu Qian, Jie Shao, Qiuping Xu, Lixia Yu, Rutian Li, Quanan Zhang, Fenglei Wu, Baorui Liu, Qin Liu.  (2023)  Antitumor Activity of Thermosensitive Hydrogels Packaging Gambogic Acid Nanoparticles and Tumor-Penetrating Peptide iRGD Against Gastric Cancer.  International Journal of Nanomedicine,  [PMID:32099362] [10.2147/IJN.S231448]
2. Lili Qian, Qian Li, Zhenshan Ding, Kejun Luo, Jiamin Su, Jiawei Chen, Guangying Zhu, Zhihua Gan, Qingsong Yu.  (2022)  Prodrug Nanosensitizer Overcomes the Radiation Resistance of Hypoxic Tumor.  ACS Applied Materials & Interfaces,  14  (51): (56454–56470).  [PMID:36525559] [10.1021/acsami.2c14628]
3. Yuhan Wang, Chunyan Yue, Mengyao Zhang, Dazhao Li, Tao Xu, Mengying He, Mengyuan Wang, Yanan Zhao, Zihui Ni, Feng Zhi, Yiqiao Hu, Dawei Ding.  (2023)  Dually enhanced phototherapy by gambogic acid and hyperthemia-activated chemotherapy for synergistic breast cancer treatment.  CHEMICAL ENGINEERING JOURNAL,  452  (139108).  [10.1016/j.cej.2022.139108]
4. Shu-Ting Xu, Cheng Yang, Xiu-Ping Yan.  (2021)  Nanothorn Filter-Facilitated Online Cell Lysis for Rapid and Deep Intracellular Profiling by Single-Cell Mass Spectrometry.  ANALYTICAL CHEMISTRY,  93  (47): (15677–15686).  [PMID:34784185] [10.1021/acs.analchem.1c03529]
5. Lulu Cai, Lina Dong, Xuan Sha, Shuai Zhang, Siwen Liu, Xiaoxi Song, Mingming Zhao, Qi Wang, Kai Xu, Jingjing Li.  (2021)  Exfoliation and in situ functionalization of MoS2 nanosheets for MRI-guided combined low-temperature photothermal therapy and chemotherapy.  MATERIALS & DESIGN,  210  (110020).  [10.1016/j.matdes.2021.110020]
6. Zhang Gutian, Cheng Wenting, Du Lin, Xu Chuanjun, Li Jinlong.  (2021)  Synergy of hypoxia relief and heat shock protein inhibition for phototherapy enhancement.  JOURNAL OF NANOBIOTECHNOLOGY,  19  (1): (1-13).  [PMID:33407570] [10.1186/s12951-020-00749-5]
7. Chen Jun, Li Lihua, Zhou Yun, Zhang Jiahua, Chen Lei.  (2021)  Gambogic acid ameliorates high glucose– and palmitic acid–induced inflammatory response in ARPE-19 cells via activating Nrf2 signaling pathway: ex vivo.  CELL STRESS & CHAPERONES,  26  (2): (367-375).  [PMID:33245515] [10.1007/s12192-020-01182-1]
8. Dinghu Zhang, Zhengyun Zou, Wei Ren, Hanqing Qian, Qianfeng Cheng, Liulian Ji, Baorui Liu, Qin Liu.  (2018)  Gambogic acid-loaded PEG–PCL nanoparticles act as an effective antitumor agent against gastric cancer.  PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,  23  (1): (33-40).  [PMID:29069711] [10.1080/10837450.2017.1295068]

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