(3S,3aR,4S,6S,6aR,10S,12R,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate (3S,3aR,4S,6S,6aR,10S,12R,15R,15aR)-3-苄基-6,12-二羟基-4,10,12-三甲基-5-亚甲基-1,11-二氧代-2,3,3a,4,5,6,6a,9,10,11,12,15-十二氢-1H-环十一烷[d]异吲哚-15-基乙酸酯
CAS 22144-77-0 MFCD00077706
化学结构图
SMILES: C[C@@]1(O)C=C[C@@H](OC(C)=O)[C@]23[C@H]([C@H](CC4C=CC=CC=4)NC2=O)[C@H](C)C(=C)[C@@H](O)[C@@H]3C=CC[C@H](C)C1=O |c:15,17,t:3,19,33|
化学属性
| Mol. Formula | C30H37NO6 |
|---|---|
| Mol. Weight | 507.62 |
别名和识别编码
| Chemical Name | (3S,3aR,4S,6S,6aR,10S,12R,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate |
|---|---|
| Synonym | 松胞菌素 D 细胞松弛素 D Zygosporin A Cytochalasin D |
| MDL Number | MFCD00077706 |
| Beilstein Registry Number | 1632828 |
| EC Number | 244-804-1 |
| PubChem Substance ID | 24893039 |
| Chemical Name Translation | (3S,3aR,4S,6S,6aR,10S,12R,15R,15aR)-3-苄基-6,12-二羟基-4,10,12-三甲基-5-亚甲基-1,11-二氧代-2,3,3a,4,5,6,6a,9,10,11,12,15-十二氢-1H-环十一烷[d]异吲哚-15-基乙酸酯 |
| CAS Number | 22144-77-0 |
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分类
- {SNA} Actin Inhibitors and Probes, Antibiotics, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Cell Biology, Cell Signaling and Neuroscience, Chemical Structure Class, Cytoskeleton and Extracellular Matrix, Interferes with DNA Synthesis, Mechanism of Action, Miscellaneous, Mold, Toxins and Venoms
- {SNA} Antibiotic Ready Made Solutions, 抗生素, 生化试剂
- {SNA} Actin Inhibitors and Probes, Antibiotics A to Z, Antibiotics A-F, Antibiotics by Application, Antineoplastic and Immunosuppressive Antibiotics, Bioactive Small Molecule Alphabetical Index,
相关文献及参考
- [2]. Flanagan MD, et al. Cytochalasins block actin filament elongation by binding to high affinity sites associated with F-actin. J Biol Chem. 1980 Feb 10;255(3):835-8.
- [3]. May JA, et al. GPIIb-IIIa antagonists cause rapid disaggregation of platelets pre-treated with cytochalasin D. Evidence that the stability of platelet aggregates depends on normal cytoskeletal assembly. Platelets. 1998;9(3-4):227-32.
- [4]. Mariadelva Catalano, et al. Inhibiting extracellular vesicles formation and release: a review of EV inhibitors. J Extracell Vesicles. 2020; 9(1): 1703244.
- [5]. Ken-Ichi Wada, et al. Hippo pathway regulation by cell morphology and stress fibers. 2011 Sep;138(18):3907-14.
- [1]. Shoji K, et al. Cytochalasin D acts as an inhibitor of the actin-cofilin interaction. Biochem Biophys Res Commun.
- [1]. Shoji K, et al. Cytochalasin D acts as an inhibitor of the actin-cofilin interaction. Biochem Biophys Res Commun. 2012 Jul 20;424(1):52-7.
安全信息
GHS Symbol
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P301+P310
- P281 Use personal protective equipment as required. 使用所需的个人防护装备。
- H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
- H300 Fatal if swallowed 吞食致命
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1850 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 21,523,1968
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2 mg/kg TOXIC EFFECTS : Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - excitement REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 25,11,1982
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 36 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 21,523,1968
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 900 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 15,27A,1977
TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human Cells - not otherwise specified DOSE/DURATION : 1 mg/L REFERENCE : ECREAL Experimental Cell Research. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.10- 1950- Volume(issue)/page/year: 91,47,1975
TYPE OF TEST : Morphological transformation TEST SYSTEM : Human Leukocyte DOSE/DURATION : 1 mg/L REFERENCE : JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 41,932,1988
TYPE OF TEST : Cytogenetic analysis ROUTE OF EXPOSURE : Intraperitoneal TEST SYSTEM : Rodent - mouse DOSE/DURATION : 600 ug/kg REFERENCE : JEZOAO Journal of Experimental Zoology. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1904- Volume(issue)/page/year: 250,339,1989
TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Human HeLa cell DOSE/DURATION : 1 mg/L REFERENCE : ECREAL Experimental Cell Research. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.10- 1950- Volume(issue)/page/year: 91,47,1975
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE : 1500 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 35,87,1987
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE : 2 gm/kg SEX/DURATION : female 7-11 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus) REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 23,223,1981
{TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE : 1500 ug/kg SEX/DURATION : female 8 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantat
TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE : 4100 ug/kg SEX/DURATION : female 7-11 day(s) after conception TOXIC EFFECTS : Reproductive - Specific Developmental Abnormalities - musculoskeletal system REFERENCE : TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968- Volume(issue)/page/year: 16,131,1977
