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Cytochalasin D: Difference between revisions

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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.
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{{chembox
{{chembox
| Verifiedfields = changed
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|ImageFile=Cytochalasin D.png
| Watchedfields = changed
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|ImageSize=200px
| verifiedrevid = 399739879
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|IUPACName=
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| ImageFile=Cytochalasin D.png
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|OtherNames=Zygosporin A; Cytohalasin D; Lygosporin A
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| ImageSize=200px
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| IUPACName=
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| OtherNames=Zygosporin A; Cytohalasin D; Lygosporin A
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 16736231
| ChemSpiderID = 16736231
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 529996
| InChI = 1/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9-,15-14+
| InChI = 1/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9-,15-14+
| InChIKey = SDZRWUKZFQQKKV-JIIHXHDGBR
| InChIKey = SDZRWUKZFQQKKV-JIIHXHDGBR
| SMILES1 = CC(=O)OC4/C=C/C(C)(O)C(=O)C(C)C\C=C/C2C(O)C(=C)C(C)C3C(Cc1ccccc1)NC(=O)C234
| SMILES1 = CC(=O)OC4/C=C/C(C)(O)C(=O)C(C)C\C=C/C2C(O)C(=C)C(C)C3C(Cc1ccccc1)NC(=O)C234
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9-,15-14+
| StdInChI = 1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9-,15-14+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = SDZRWUKZFQQKKV-JIIHXHDGSA-N
| StdInChIKey = SDZRWUKZFQQKKV-JIIHXHDGSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=22144-77-0
| CASNo=22144-77-0
| UNII_Ref = {{fdacite|correct|FDA}}
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| PubChem=5458428
| UNII = SY9F0FZ3TO
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| SMILES=C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O
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| PubChem=5458428
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| SMILES=C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)O
}}
}}
|Section2={{Chembox Properties
|Section2={{Chembox Properties
| C=30|H=37|N=1|O=6
| C=30 | H=37 | N=1 | O=6
| Appearance=
| Appearance=
| Density=
| Density=
| MeltingPt=
| MeltingPt=
| BoilingPt=
| BoilingPt=
| Solubility=
| Solubility=
}}
}}
|Section3={{Chembox Hazards
|Section3={{Chembox Hazards
| MainHazards=
| MainHazards=
| FlashPt=
| FlashPt=
| AutoignitionPt =
| Autoignition=
}}
}}
}}
}}


'''Cytochalasin D''' is a member of the class of [[mycotoxin]]s known as [[cytochalasin]]s. Cytochalasin D is an [[alkaloid]] produced by [[Helminthosporium]] and other molds.
'''Cytochalasin D''' is a member of the class of [[mycotoxin]]s known as [[cytochalasin]]s. Cytochalasin D is an [[alkaloid]] produced by ''[[Helminthosporium]]'' and other molds.


Cytochalasin D is a cell permeable and potent inhibitor of [[actin]] [[polymerization]]. It disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. It is believed to bind to [[G actin]] and prevent polymerization of actin monomers. <ref>{{cite journal | author = Heptinstall, J. A. May H. Ratan J. R. Glenn W. L| title = 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. | journal = Platelets | volume = 9 | issue = 3 | pages = 227–32 | year = 1998 | pmid = 16793707| doi = 10.1080/09537109876744}}</ref>
Cytochalasin D is a cell-permeable and potent inhibitor of [[actin]] [[polymerization]]. It disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. It is believed to bind to [[F-actin]] polymer and prevent polymerization of actin monomers. <ref>{{cite journal | author = Heptinstall, J. A. May H. Ratan J. R. Glenn W. L| title = 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. | journal = Platelets | volume = 9 | issue = 3 | pages = 227–32 | year = 1998 | pmid = 16793707| doi = 10.1080/09537109876744}}</ref>


==References==
==References==
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[[Category:Actin inhibitors]]
[[Category:Actin inhibitors]]
[[Category:Acetate esters]]
[[Category:Acetate esters]]
[[Category:Vinylidene compounds]]

[[es:Citocalasina D]]
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