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CHEBI:68054 - 9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one

ChEBI IDCHEBI:68054
ChEBI Name9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one
Stars
ASCII Name9alpha,11alpha-dihydroxyergosta-4,6,8(14),22-tetraen-3-one
DefinitionAn ergostanoid that is ergosta-4,6,8(14),22-tetraene substituted by hydroxy groups at positions 9 and 11 and an oxo group at position 3. Isolated from a myxobacterial strain Sorangiineae, it exhibits activity against colon adinocarcinoma cells.
Last Modified4 May 2017
DownloadsMolfile
FormulaC28H40O3
Net Charge0
Average Mass424.625
Monoisotopic Mass424.29775
SMILES[H][C@]1([C@H](C)/C=C/[C@H](C)C(C)C)CCC2=C3C=CC4=CC(=O)CC[C@]4(C)[C@@]3(O)[C@H](O)C[C@@]21C
InChIInChI=1S/C28H40O3/c1-17(2)18(3)7-8-19(4)22-11-12-23-24-10-9-20-15-21(29)13-14-27(20,6)28(24,31)25(30)16-26(22,23)5/h7-10,15,17-19,22,25,30-31H,11-14,16H2,1-6H3/b8-7+/t18-,19+,22+,25+,26+,27-,28-/m0/s1
InChIKeyGBAGTCNHJJTJIL-YVVZYAQMSA-N
Species of MetaboliteComponentSourceComments
Sorangiineae (ncbitaxon:80812) latex (BTO:0000710) PubMed (21513291) Previous component: resin; CHCl3-MeOH extract of cell mass and adsorber resin(XAD-16) Strain: SBNa008
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) has role antineoplastic agent (CHEBI:35610)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) has role metabolite (CHEBI:25212)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) is a 11α-hydroxy steroid (CHEBI:19129)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) is a 3-oxo-Δ4 steroid (CHEBI:47909)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) is a 9-hydroxy steroid (CHEBI:63644)
9α,11α-dihydroxyergosta-4,6,8(14),22-tetraen-3-one (CHEBI:68054) is a ergostanoid (CHEBI:50403)
IUPAC Name 
rel-(11α,22E)-9,11-dihydroxyergosta-4,6,8(14),22-tetraen-3-one
Registry NumbersSources
Reaxys:21559820Reaxys
Citations