CHEBI:7609 - nomilin

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ChEBI Name nomilin
ChEBI ID CHEBI:7609
Definition A limonoid with formula C28H34O9. It is commonly found in edible citrus fruits including lemons, limes, oranges, and grapefruits. The compound exhibits a variety of biological and pharmacological activities including anticancer, antiinflammatory, antiobesity, and antiviral.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H34O9
Net Charge 0
Average Mass 514.571
Monoisotopic Mass 514.22028
InChI InChI=1S/C28H34O9/c1-14(29)34-19-12-20(31)36-24(2,3)17-11-18(30)27(6)16(26(17,19)5)7-9-25(4)21(15-8-10-33-13-15)35-23(32)22-28(25,27)37-22/h8,10,13,16-17,19,21-22H,7,9,11-12H2,1-6H3/t16-,17+,19+,21+,22-,25+,26-,27+,28-/m1/s1
InChIKey KPDOJFFZKAUIOE-WNGDLQANSA-N
SMILES [H][C@]12CC[C@@]3(C)[C@@H](OC(=O)[C@H]4O[C@@]34[C@]1(C)C(=O)C[C@]1([H])[C@]2(C)[C@H](CC(=O)OC1(C)C)OC(C)=O)C1=COC=C1
Metabolite of Species Details
Citrus junos (NCBI:txid135197) Isolated from the peel. See: PubMed
Citrus limettioides (NCBI:txid200542) See: PubMed
Citrus maxima (NCBI:txid37334) Species also known as Citrus grandis. See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): pregnane X receptor agonist
An agonist that selectively binds to and activates a pregnane X receptor.
anti-obesity agent
Any substance which is used to reduce or control weight.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
anti-HIV-1 agent
An anti-HIV agent that destroys or inhibits the replication of HIV-1, the more infective and more virulent of the two types of HIV virus.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
skin lightening agent
Any cosmetic used to lighten the colour of skin by reducing the concentration of melanin.
hypoglycemic agent
A drug which lowers the blood glucose level.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing nomilin (CHEBI:7609) has role angiogenesis inhibitor (CHEBI:48422)
nomilin (CHEBI:7609) has role anti-HIV-1 agent (CHEBI:64947)
nomilin (CHEBI:7609) has role anti-inflammatory agent (CHEBI:67079)
nomilin (CHEBI:7609) has role anti-obesity agent (CHEBI:74518)
nomilin (CHEBI:7609) has role antineoplastic agent (CHEBI:35610)
nomilin (CHEBI:7609) has role antioxidant (CHEBI:22586)
nomilin (CHEBI:7609) has role apoptosis inducer (CHEBI:68495)
nomilin (CHEBI:7609) has role geroprotector (CHEBI:176497)
nomilin (CHEBI:7609) has role hypoglycemic agent (CHEBI:35526)
nomilin (CHEBI:7609) has role immunomodulator (CHEBI:50846)
nomilin (CHEBI:7609) has role plant metabolite (CHEBI:76924)
nomilin (CHEBI:7609) has role pregnane X receptor agonist (CHEBI:77318)
nomilin (CHEBI:7609) has role skin lightening agent (CHEBI:85046)
nomilin (CHEBI:7609) is a acetate ester (CHEBI:47622)
nomilin (CHEBI:7609) is a epoxide (CHEBI:32955)
nomilin (CHEBI:7609) is a furans (CHEBI:24129)
nomilin (CHEBI:7609) is a lactone (CHEBI:25000)
nomilin (CHEBI:7609) is a limonoid (CHEBI:39434)
nomilin (CHEBI:7609) is a organic heteropentacyclic compound (CHEBI:38164)
nomilin (CHEBI:7609) is a pentacyclic triterpenoid (CHEBI:25872)
IUPAC Name
(5S,5aR,5bR,7aS,8S,10aS,11aR,11bR,13aR)-8-(furan-3-yl)-1,1,5a,7a,11b-pentamethyl-3,10,12-trioxohexadecahydrooxireno[4,4a]isochromeno[6,5-g][2]benzoxepin-5-yl acetate
Synonyms Sources
(1S,3aS,4aR,4bR,6aR,11S,11aR,11bR,13aS)-11-(acetyloxy)-1-(3-furanyl)decahydro-4b,7,7,11a,13a-pentamethyloxireno[4,4a]-2-benzopyrano[6,5-g][2]benzoxepin-3,5,9(3aH,4bH,6H)-trione ChEBI
1-(acetyloxy)-1,2-dihydro-obacunoic acid ε-lactone ChEBI
nomilin KEGG COMPOUND
Manual Xrefs Databases
C00003722 KNApSAcK
C08773 KEGG COMPOUND
G3L PDBeChem
View more database links
Registry Number Type Source
1063-77-0 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
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IND607340705 Agricola citation Europe PMC
Last Modified
29 May 2024