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<compound>
  <id type="integer">3731</id>
  <title>T3D3678</title>
  <common-name>Cytochalasin D</common-name>
  <description>Cytochalasin D belongs to the cytochalasans, a class of alkaloids and derivatives within the organic compounds. With an average molecular weight of 507.62 g/mol, Cytochalasin D is a heavy molecule. This exogenous compound has the formula C30H37NO6 and exists as a solid at room temperature. It is categorized as a mycotoxin, an antineoplastic agent, a DNA synthesis inhibitor, and an actin polymerisation inhibitor. It has been found in antibiotics within healthcare, pharmaceuticals, and veterinary products, with recorded exposure routes including oral and inhalation.

The compound targets several proteins, including actin, cytoplasmic 1 (ACTB), actin, cytoplasmic 2 (ACTG1), actin, aortic smooth muscle (ACTA2), and actin, alpha skeletal muscle (ACTA1). Cytochalasins are known to bind to the barbed, fast growing plus ends of microfilaments, which then blocks both the assembly and disassembly of individual actin monomers from the bound end. Once bound, cytochalasin essentially caps the end of the new actin filament, with one cytochalasin binding to one actin filament. By blocking the polymerization and elongation of actin, cytochalasins can change cellular morphology, inhibit cellular processes such as cell division, and cause cells to undergo apoptosis.</description>
  <cas>22144-77-0</cas>
  <pubchem-id>6433799</pubchem-id>
  <chemical-formula>C30H37NO6</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>255°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral, dermal, inhalation, and parenteral (contaminated drugs). (A3101)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Cytochalasins are known to bind to the barbed, fast growing plus ends of microfilaments, which then blocks both the assembly and disassembly of individual actin monomers from the bound end. Once bound, cytochalasin essentially caps the end of the new actin filament. One cytochalasin will bind to one actin filament. By blocking the polymerization and elongation of actin, cytochalasins can change cellular morphology, inhibit cellular processes such as cell division, and cause cells to undergo apoptosis. Cytochalasin D also inhibits protein synthesis. (A2910, A2911, L1913)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity>LD50: 18.5 mg/kg (Subcutaneous, Mouse) (A2912)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Cytochalasin D is has been isolated from the fungi Metarrhizium anisopliae and Zygosporium masonii. (A2912)</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Major biological effects of cytochalasins include inhibition of the division of cytoplasm, reversible inhibition of cell movement, induction of nuclear extrusion, inhibition of such processes as phagocytosis, platelet aggregation and clot retraction, glucose transport, thyroid secretion, and release of growth hormone. Some cytochalasins have been shown to have developmental effects. (L1916)</health-effects>
  <symptoms nil="true"/>
  <treatment>Consider activated charcoal after gastrointestinal absportion. Nitroprusside is recommended to reverse peripheral ischemia secondary to vasoconstriction and for the treatment of hypertension. Anticoagulant therapy with intravenous heparin is also recommended. (A704)</treatment>
  <created-at type="dateTime">2010-04-16T17:41:35Z</created-at>
  <updated-at type="dateTime">2026-03-31T20:45:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Cytochalasin_D</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1C2C(CC3=CC=CC=C3)NC(=O)C22C(\C=C\CC(C)C(=O)C(C)(O)\C=C\C2OC(C)=O)C(O)C1=C</moldb-smiles>
  <moldb-formula>C30H37NO6</moldb-formula>
  <moldb-inchi>InChI=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+</moldb-inchi>
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  <moldb-average-mass type="decimal">507.6179</moldb-average-mass>
  <moldb-mono-mass type="decimal">507.262087921</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL1975837</chembl-id>
  <chemspider-id>4938858</chemspider-id>
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  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002647</chemdb-id>
  <dsstox-id>DTXSID8037099</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00011653</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>112.93</moldb-polar-surface-area>
  <moldb-refractivity>141.5228</moldb-refractivity>
  <moldb-polarizability>54.535388722550806</moldb-polarizability>
  <moldb-rotatable-bond-count>4</moldb-rotatable-bond-count>
  <moldb-acceptor-count>5</moldb-acceptor-count>
  <moldb-donor-count>3</moldb-donor-count>
  <moldb-pka-strongest-acidic>12.848232228884065</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-0.3728268033187402</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>2.89</moldb-alogps-logp>
  <moldb-alogps-logs>-4.94</moldb-alogps-logs>
  <moldb-alogps-solubility>5.80e-03 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Alkaloids and derivatives</superklass>
  <klass>Cytochalasans</klass>
  <subklass nil="true"/>
  <paper-count type="integer">15598</paper-count>
  <sync-id>CED0002550</sync-id>
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  <structure-indexed-at type="dateTime">2026-09-19T04:00:52Z</structure-indexed-at>
</compound>
