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CHEBI:138974 - mogrol

ChEBI IDCHEBI:138974
ChEBI Namemogrol
Stars
DefinitionA tetracyclic triterpenoid that is cucurbitadienol in which the side-chain double bond (position 24-25) has undergone formal oxidation to introduce hydroxy groups at positions 24 and 25 (the 24R stereoisomer). It is a biometabolite of mogrosides found in Siraitia grosvenorii.
Last Modified3 October 2024
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC30H52O4
Net Charge0
Average Mass476.742
Monoisotopic Mass476.38656
SMILES[H][C@@]12CC=C3C(C)(C)[C@@H](O)CC[C@@]3([H])[C@]1(C)[C@H](O)C[C@@]1(C)[C@@]2(C)CC[C@]1([H])[C@H](C)CC[C@@H](O)C(C)(C)O
InChIInChI=1S/C30H52O4/c1-18(9-13-24(32)27(4,5)34)19-15-16-28(6)22-12-10-20-21(11-14-23(31)26(20,2)3)30(22,8)25(33)17-29(19,28)7/h10,18-19,21-25,31-34H,9,11-17H2,1-8H3/t18-,19-,21-,22+,23+,24-,25-,28+,29-,30+/m1/s1
InChIKeyJLYBBRAAICDTIS-AYEHCKLZSA-N
Roles Classification
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
mogrol (CHEBI:138974) has functional parent cucurbitadienol (CHEBI:62456)
mogrol (CHEBI:138974) has role antineoplastic agent (CHEBI:35610)
mogrol (CHEBI:138974) is a hydroxy seco-steroid (CHEBI:36853)
mogrol (CHEBI:138974) is a tetracyclic triterpenoid (CHEBI:26893)
Incoming Relation(s)
mogroside I-A1 (CHEBI:229951) has functional parent mogrol (CHEBI:138974)
mogroside IE (CHEBI:138975) has functional parent mogrol (CHEBI:138974)
mogroside IIA1 (CHEBI:232043) has functional parent mogrol (CHEBI:138974)
IUPAC Name 
(1S,4R,9β,11α,24R)-9,10,14-trimethyl-4,9-cyclo-9,10-secocholest-5-ene-1,11,24,25-tetrol
Synonym  Source
(24R)-cucurbit-5-ene-3β,11α,24,25-tetraolChEBI
UniProt Name  Source
mogrolUniProt
Manual XrefsDatabases
CPD-20463MetaCyc
Registry NumbersSources
Reaxys:9101900Reaxys
Citations