loganetin (CHEBI:195298)

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ChEBI Name	loganetin

ChEBI ID	CHEBI:195298

Definition	An iridoid monoterpenoid that is methyl (4aS,7aR)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate substituted at positions 1 and 6 by hydroxy groups and at postion 7 by a methyl group; the aglycone of loganin.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Noemi Tejera

Supplier Information

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Formula

C11H16O5

Net Charge

Average Mass

228.244

Monoisotopic Mass

228.09977

InChI

InChI=1S/C11H16O5/c1-5-8(12)3-6-7(10(13)15-2)4-16-11(14)9(5)6/h4-6,8-9,11-12,14H,3H2,1-2H3/t5-,6+,8-,9+,11+/m0/s1

InChIKey

XWOHZIIPBYAMJX-KHBMLBSESA-N

SMILES

[H][C@]12C[C@H](O)[C@H](C)[C@@]1([H])[C@H](O)OC=C2C(=O)OC

Metabolite of Species	Details
Strychnos nux-blanda (NCBI:txid1037791)	Found in Root (BTO:0001188). See: PubMed
Scaevola floribunda (NCBI:txid197961)	Found in heartwood (PO:0004512). See: DOI
Calycophyllum sp.uceanum (NCBI:txid271242)	Found in bark (BTO:0001301). See: PubMed
Neonauclea reticulata (NCBI:txid2755438)	Found in stem (BTO:0001300). See: PubMed
Desfontainia sp.nosa (NCBI:txid34247)	Found in leaf (BTO:0000713). See: DOI
Nauclea orientalis (NCBI:txid43526)	Found in stem (BTO:0001300). See: PubMed
Lonicera fragrantissima (NCBI:txid486666)	Found in flower (BTO:0000469). See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology
Outgoing	loganetin (CHEBI:195298) has role antibacterial agent (CHEBI:33282) loganetin (CHEBI:195298) has role plant metabolite (CHEBI:76924) loganetin (CHEBI:195298) is a cyclopentapyran (CHEBI:38606) loganetin (CHEBI:195298) is a enoate ester (CHEBI:51702) loganetin (CHEBI:195298) is a iridoid monoterpenoid (CHEBI:50563) loganetin (CHEBI:195298) is a lactol (CHEBI:38131) loganetin (CHEBI:195298) is a methyl ester (CHEBI:25248) loganetin (CHEBI:195298) is a secondary alcohol (CHEBI:35681)

Incoming	loganin (CHEBI:15771) has functional parent loganetin (CHEBI:195298)

IUPAC Name

methyl (1R,4aS,6S,7R,7aS)-1,6-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate

Last Modified

04 July 2023