(3aS,6E,10E,11aR)-6,10-Dimethyl-3-Methylene-3A,4,5,8,9,11A-Hexahydrocyclodeca[B]Furan-2(3H)-One (3aS,6E,10E,11aR)-6,10-二甲基-3-亚甲基-3,3a,4,5,8,9-六氢环癸烷并[b]呋喃-2(11aH)-酮

CAS 553-21-9 MFCD00210262

化学结构图

553-21-9
SMILES: CC1CCC=C(C)CC[C@@H]2[C@@H](C=1)OC(=O)C2=C |c:4,11,&1:9,10|

化学属性

Mol. FormulaC15 H20 O2
Mol. Weight232.32
Density1.03
SolubilitySoluble in ethanol (50 mM), DMSO (47 mg/ml at 25 °C), and water (<1 mg/ml at 25 °C).,

别名和识别编码

Chemical Name(3aS,6E,10E,11aR)-6,10-Dimethyl-3-Methylene-3A,4,5,8,9,11A-Hexahydrocyclodeca[B]Furan-2(3H)-One
Synonym (+)-Costunolide {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} hexahydro-6,10-dimethyl-3-methylene-,(3aS,6E,10E,11aR)- {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {Chemicalbook} costunolid {} {} {} {} {} {} {} {} {} {Chemicalbook} Cyclodeca[b]furan-2(3H)-one,3a,4,5,8,9,11a- {} {} {} {} {} {} {} {} {} {} {hazard_com} Costus lactone {} {} {} {} {} {} {} {} {} {} {} {SNA} Costunolide {} {} {} {} {} {} {} {} {} {} {} {} {hazard_com} Costunolid {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} CUSTUNOLIDE {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} (e,e)-6-alpha-hydroxygermacra-1(10),4,11(13)-trien-12-oicacidgamma-lactone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemblink} (3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[d]furan-2-one {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {Chemicalbook} (3aS,6E,10E)-3aβ,4,5,8,9,11aβ-Hexahydro-6,10-dimethyl-
CAS Number553-21-9
MDL NumberMFCD00210262
Chemical Name Translation(3aS,6E,10E,11aR)-6,10-二甲基-3-亚甲基-3,3a,4,5,8,9-六氢环癸烷并[b]呋喃-2(11aH)-酮
PubChem Substance ID354335714
Reaxys-RN14451
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分类

  • {SNA} Apoptosis Inducers, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, CI-CZ, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学
  • {SNA} Apoptosis Inducers, Apoptosis and Cell Cycle, Cell Signaling and Neuroscience, 细胞生物学
  • {SNA} Apoptosis Inducers, Apoptosis and Cell Cycle,

产品应用

  • A sequiterpene lactone that inhibits telomerase

相关文献及参考

  • [2]. Minyan Wei, et al. Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells. Oncol Rep. 2020 Jun;43(6):1986-1994.
  • [3]. Zhangxiao Peng, et al. Costunolide and dehydrocostuslactone combination treatment inhibit breast cancer by inducing cell cycle arrest and apoptosis through c-Myc/p53 and AKT/14-3-3 pathway.Sci Rep. 2017; 7: 41254.
  • [1]. Dae Yong Kim, et al. Costunolide-A Bioactive Sesquiterpene Lactone with Diverse Therapeutic Potential. Int J Mol Sci. 2019 Jun; 20(12): 2926.
  • [1]. Dae Yong Kim, et al. Costunolide-A Bioactive Sesquiterpene Lactone with Diverse Therapeutic Potential. Int J Mol Sci. 2019 Jun; 20(12): 2926.
  • [2]. Minyan Wei, et al. Costunolide induces apoptosis and inhibits migration and invasion in H1299 lung cancer cells. Oncol Rep. 2020 Jun;43(6):1986-1994.
  • [3]. Zhangxiao Peng, et al. Costunolide and dehydrocostuslactone combination treatment inhibit breast cancer by inducing cell

安全信息

RTECSLY4270000
GHS Symbol
Safety Statements
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338+P337+P313
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
WGK Germany3
Signal word Warning
Hazard Codes Xi
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition -20°C -20℃ 储存温度-20°C 
TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 12500 ppb
REFERENCE :
   BSECBU Biochemical Systematics and Ecology.  (Pergamon Press Inc., Maxwell
   House, Fairview Park, Elmsford, NY 10523)  V.2-     1974-
   Volume(issue)/page/year: 13,365,1985

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 6150 nmol/L
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)/page/year:
   30,3005,1981

其他信息

  • MOL 文件:553-21-9.mol
  • 外观性质:淡黄色粉末。
  • Costunolide is a sesquiterpene lactone isolated from Magnolia sieboldii. The compound is described to act as an antioxidant, anti-mycobacterial, anti-inflammatory, and anti-viral, with cytotoxic activity. Additionally, Costunolide is reported to inhibit the activity of TERT (telomerase). Studies indicate that Costunolide activates JNK downstream of ROS in leukemia cells, and upstream of Bcl-2. The compound has also been suggested to act as an inhibitor of NOS (nitric oxide synthase) and the VEGFR KDR/Flk-1 signaling pathway
  • Sigma Aldrich:553-21-9(sigmaaldrich)

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Apoptosis and Cell Cycle - Cell Signaling and Neuroscience
  5. Apoptosis Inducers - Apoptosis and Cell Cycle
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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