CHEBI:7609 - nomilin

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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 ZINC000004097787
Download Molfile XML SDF
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
Last Modified
29 May 2024