穿心莲内酯

抑制NFκB；阻断雄激素受体（AR）的表达

规格或纯度: 98%

CAS编号: 5508-58-7
分子式: C₂₀H₃₀O₅
分子量: 350.45
Beilstein号: 42762
EC号: 226-852-5
MDL号: MFCD07778082
PubChem编号: 5318517

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货号 (SKU)	包装规格	是否现货
A101649-100mg	100mg	现货
A101649-500mg	500mg	现货
A101649-1g	1g	现货
A101649-5g	5g	现货
A101649-25g	25g	现货
A101649-100g	100g	现货
A101649-500g	500g	现货

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基本描述

别名	穿心莲内酯\|穿心莲
英文别名	Andrographolide\|5508-58-7\|CHEBI:65408\|HMPL004\|UNII-410105JHGR\|DTXSID3045980\|410105JHGR\|EINECS 226-852-5\|(S,E)-4-Hydroxy-3-(2-((1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenedecahydronaphthalen-1-yl)ethylidene)dihydrofuran-2(3H)-on
规格或纯度	98%
英文名称	Andrographolide
生化机理	NF-κB信号传导抑制剂；还减弱了伴刀豆碱诱导的鼠T细胞中IFNγ的产生（IC50 =1.7μM）。在表达AR的C4-2细胞中阻断雄激素受体（AR）的表达。响应香烟烟雾提取物，激活BEAS-2B细胞中的Nrf2。
运输条件	常规运输
备注	100mg/500mg卖完停产，不再备货
产品介绍	Andrographolide, a bioactive diterpene lactone, is the main constituent of Andrographis paniculata, a plant used in traditional medicines. It is known to have different biological activities such as anti-inflammatory, anti-malarial, anti-cancer and hepatoprotective activity. It also shows potent anti-viral effect against dengue virus植物抗菌制剂。具有抗炎特性的二萜内酯。它阻止T细胞对异体刺激带来的增殖和巨噬细胞趋化补体迁移。阻止几种癌症细胞在体外的增殖。异体刺激 Andrographolide, a bioactive diterpene lactone, is the main constituent of Andrographis paniculata, a plant used in traditional medicines. It is known to have different biological activities such as anti-inflammatory, anti-malarial, anti-cancer and hepatoprotective activity. It also shows potent anti-viral effect against dengue virus

名称和标识符

PubChem SID	488195335
PubChem SID url	https://pubchem.ncbi.nlm.nih.gov/substance/488195335
EC号	226-852-5
IUPAC Name	(3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
INCHI	InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1
InChi Key	BOJKULTULYSRAS-OTESTREVSA-N
Canonical SMILES	CC12CCC(C(C1CCC(=C)C2CC=C3C(COC3=O)O)(C)CO)O
Isomeric SMILES	C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C/3\[C@@H](COC3=O)O)(C)CO)O
WGK Germany	3
RTECS	LU3490750
关联CAS	5508-58-7
PubChem CID	5318517
MeSH Entry Terms	17-hydro-9-dehydro-andrographolide;andrographolide;isoandrographolide
分子量	350.45
Beilstein号	42762

数据库链接

PubChem SID	488195335

化学和物理性质

溶解性	溶于DMSO, 最高浓度 (mg/mL): 35.05, 最高浓度(mM): 100；溶于ethanol, 最高浓度 (mg/mL): 3.5, 最高浓度(mM): 10
密度	1.21
比旋光度	-126° (C=1.5,AcOH)
熔点	229-232°C

安全和危险性（GHS）

象形图	Harmful
信号词	Warning
危险声明	H315: Causes skin irritation H319: Causes serious eye irritation H335: May cause respiratory irritation
预防措施声明	P261,P305+P351+P338,P280,P302+P352,P321,P405,P501,P264,P271,P304+P340,P403+P233,P362+P364,P264+P265,P337+P317,P332+P317,P319
WGK Germany	3
RTECS	LU3490750
Merck Index	633
个人防护装备	Eyeshields,Gloves,type N95 (US),type P1 (EN143) respirator filter

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参考文献

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11. Wei Chen,Lina Feng,Hao Nie,Xiaodong Zheng. (2012-08-08) Andrographolide induces autophagic cell death in human liver cancer cells through cyclophilin D-mediated mitochondrial permeability transition pore.. Carcinogenesis, 33 ((11)): (2190-2198). [PMID:22869602]
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18. Tao Zhu,Dao-xin Wang,Wei Zhang,Xiu-qing Liao,Xian Guan,Hong Bo,Jia-yang Sun,Ni-wen Huang,Jing He,Yun-kun Zhang,Jing Tong,Chang-yi Li. (2013-02-26) Andrographolide protects against LPS-induced acute lung injury by inactivation of NF-κB.. PloS one, 8 ((2)): (e56407-e56407). [PMID:23437127]
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20. Guo-Qing Bao,Bai-Yong Shen,Chun-Peng Pan,Ya-Jing Zhang,Min-Min Shi,Cheng-Hong Peng. (2013-07-13) Andrographolide causes apoptosis via inactivation of STAT3 and Akt and potentiates antitumor activity of gemcitabine in pancreatic cancer.. Toxicology letters, 222 ((1)): (23-35). [PMID:23845849]
21. Yuan-Yuan Yan,Gao-Xiang Shi,Jing Shao,Tian-Ming Wang,Chang-Zhong Wang. (2014-02-25) [Advance in studies on anti-infection of andrographolide and its derivatives in past 10 years].. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 38 ((22)): (3819-3824). [PMID:24558857]
22. Emil Salim,Endang Kumolosasi,Ibrahim Jantan. (2014-05-07) Inhibitory effect of selected medicinal plants on the release of pro-inflammatory cytokines in lipopolysaccharide-stimulated human peripheral blood mononuclear cells.. Journal of natural medicines, 68 ((3)): (647-653). [PMID:24799081]
23. Chia-Yang Lu,Ya-Chen Yang,Chien-Chun Li,Kai-Li Liu,Chong-Kuei Lii,Haw-Wen Chen. (2014-07-08) Andrographolide inhibits TNFα-induced ICAM-1 expression via suppression of NADPH oxidase activation and induction of HO-1 and GCLM expression through the PI3K/Akt/Nrf2 and PI3K/Akt/AP-1 pathways in human endothelial cells.. Biochemical pharmacology, 91 ((1)): (40-50). [PMID:24998495]
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43. Rajesh Chandra Misra,Anchal Garg,Sudeep Roy,Chandan Singh Chanotiya,Prema G Vasudev,Sumit Ghosh. (2015-10-18) Involvement of an ent-copalyl diphosphate synthase in tissue-specific accumulation of specialized diterpenes in Andrographis paniculata.. Plant science : an international journal of experimental plant biology, 240 (): (50-64). [PMID:26475187]
44. Eva Ramos-Fernández,Cheril Tapia-Rojas,Valerie T Ramírez,Nibaldo C Inestrosa. (2018-07-04) Wnt-7a Stimulates Dendritic Spine Morphogenesis and PSD-95 Expression Through Canonical Signaling.. Molecular neurobiology, 56 ((3)): (1870-1882). [PMID:29967987]
45. Minyi Zhang,Meng Yang,Na Wang,Qingli Liu,Binxu Wang,Tongling Huang,Yan Tong,Yanlin Ming,Chi-Wai Wong,Jinsong Liu,Dongsheng Yao,Min Guan. (2020-05-19) Andrographolide modulates HNF4α activity imparting on hepatic metabolism.. Molecular and cellular endocrinology, 513 (): (110867-110867). [PMID:32422400]

穿心莲内酯

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