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<compound>
  <id type="integer">4104</id>
  <title>T3D4050</title>
  <common-name>alpha-Chaconine</common-name>
  <description>alpha-Chaconine is an exogenous solid with the chemical formula C45H73NO14. alpha-Chaconine belongs to the steroidal glycosides, a subclass of steroids and steroid derivatives within the organic compounds. With an average molecular weight of 852.06 g/mol, alpha-Chaconine is a heavy molecule.

This compound is found in potato and is an alkaloid derived from Solanum chacoense and various other Solanum species of the Solanaceae family. It has been shown to exhibit anti-fungal and anti-angiogenic functions.

alpha-Chaconine has been found in or released from 13 recorded sources across several sectors. These include healthcare, pharmaceuticals &amp; veterinary products via medical devices; energy, oil &amp; gas and industrial manufacturing &amp; chemical processing through lubricants; food, food processing &amp; cookware via food packaging; textiles, leather &amp; furnishings including carpets, rugs, and synthetic textiles; and electrical &amp; electronic equipment, including batteries, capacitors, printed circuit boards, cell phones, wires and cables, and one additional source. Recorded exposure routes for the compound include oral, touch, and inhalation.</description>
  <cas>20562-03-2</cas>
  <pubchem-id>4115417</pubchem-id>
  <chemical-formula>C45H73NO14</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>243°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Alpha-Chaconine has inhibitory effect on lung adenocarcinoma cell metastasis in vitro. Alpha-chaconine could inhibit phosphorylation of c-Jun N-terminal kinase (JNK) and Akt, whereas it did not affected phosphorylation of extracellular signal regulating kinase (ERK) and p38. In addition, alpha-chaconine significantly decreased the nuclear level of nuclear factor kappa B (NF-_B) and the binding ability of NF-_B. Therefore, alpha-chaconine inhibited A549 cell metastasis by a reduction of matrix metalloproteinase-2 (MMP-2) and matrix metalloproteinase-9 (MMP-9) activities involving suppression of phosphoinositide 3-kinase/Akt/NF-_B (PI3K/Akt/NF-_B) signaling pathway. Alpha-chaconine has exhibited its antiproliferative and apoptotic effects on the growth of cancer cells originating from human skin, liver, prostate, breast, and colon. In addition to the cytotoxicity in various cancer cells, R-chaconine induces significant cytotoxicity in Chang, normal human liver cells. (A15417)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>alpha-Chaconine is found in potato.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T04:58:10Z</created-at>
  <updated-at type="dateTime">2026-04-06T01:49:50Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C10796</kegg-compound-id>
  <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>CC1C2CCC(C)CN2C2CC3C4CC=C5CC(CCC5(C)C4CCC3(C)C12)OC1OC(CO)C(OC2OC(C)C(O)C(O)C2O)C(O)C1OC1OC(C)C(O)C(O)C1O</moldb-smiles>
  <moldb-formula>C45H73NO14</moldb-formula>
  <moldb-inchi>InChI=1S/C45H73NO14/c1-19-7-10-28-20(2)31-29(46(28)17-19)16-27-25-9-8-23-15-24(11-13-44(23,5)26(25)12-14-45(27,31)6)57-43-40(60-42-37(53)35(51)33(49)22(4)56-42)38(54)39(30(18-47)58-43)59-41-36(52)34(50)32(48)21(3)55-41/h8,19-22,24-43,47-54H,7,9-18H2,1-6H3</moldb-inchi>
  <moldb-inchikey>TYNQWWGVEGFKRU-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">852.0594</moldb-average-mass>
  <moldb-mono-mass type="decimal">851.503106049</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB39353</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>3328941</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003010</chemdb-id>
  <dsstox-id>DTXSID501016601</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00094322</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>220.45999999999995</moldb-polar-surface-area>
  <moldb-refractivity>215.00990000000004</moldb-refractivity>
  <moldb-polarizability>96.30670834802265</moldb-polarizability>
  <moldb-rotatable-bond-count>7</moldb-rotatable-bond-count>
  <moldb-acceptor-count>15</moldb-acceptor-count>
  <moldb-donor-count>8</moldb-donor-count>
  <moldb-pka-strongest-acidic>12.218002600948315</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>11.784001120236216</moldb-pka-strongest-basic>
  <moldb-physiological-charge>1</moldb-physiological-charge>
  <moldb-number-of-rings>9</moldb-number-of-rings>
  <moldb-alogps-logp>1.87</moldb-alogps-logp>
  <moldb-alogps-logs>-3.47</moldb-alogps-logs>
  <moldb-alogps-solubility>2.90e-01 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Lipids and lipid-like molecules</superklass>
  <klass>Steroids and steroid derivatives</klass>
  <subklass>Steroidal glycosides</subklass>
  <paper-count type="integer">250</paper-count>
  <sync-id>CED0010848</sync-id>
  <structure-inchikey>TYNQWWGVEGFKRU-UHFFFAOYSA-N</structure-inchikey>
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</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:01:04Z</structure-indexed-at>
</compound>
