(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

22144-77-0
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. FormulaC30H37NO6
Mol. Weight507.62

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 NumberMFCD00077706
Beilstein Registry Number1632828
EC Number244-804-1
PubChem Substance ID24893039
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 Number22144-77-0
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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

Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
WGK Germany3
GHS Symbol
Precautionary statements
  • 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。
Hazard statements
  • 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
RTECSGZ4850000
Signal word
Hazard Codes T
Risk Statements
Safety Statements
  • 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

UN Number
Packing GroupII

系列性分类


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