CHEBI:156498 - rohitukine

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ChEBI Name rohitukine
ChEBI ID CHEBI:156498
Definition A member of the class of chromones that is 4H-chromen-4-one in which the hydrogens at positions 2,5,7 and 8 are replaced by methyl, hydroxy, hydroxy, and (3S,4R)-3-hydroxy-1-methylpiperidin-4-yl groups, respectively. It is an alkaloid initially isolated from Amoora rohituka and is a precursor of the anti-cancer compound flavopiridol.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Micheal Alexander
Supplier Information
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Formula C16H19NO5
Net Charge 0
Average Mass 305.330
Monoisotopic Mass 305.12632
InChI InChI=1S/C16H19NO5/c1-8-5-10(18)15-12(20)6-11(19)14(16(15)22-8)9-3-4-17(2)7-13(9)21/h5-6,9,13,19-21H,3-4,7H2,1-2H3/t9-,13+/m0/s1
InChIKey MOCVYVBNJQIVOV-TVQRCGJNSA-N
SMILES [H][C@@]1(CCN(C)C[C@H]1O)C1=C2OC(C)=CC(=O)C2=C(O)C=C1O
Metabolite of Species Details
Amoora rohituka (IPNI:20008225-1) See: PubMed
Dysoxylum acutangulum (NCBI:txid1504427) See: PubMed
Dysoxylum binectariferum (NCBI:txid693285) Found in bark (BTO:0001301). Isolated from stem bark. See: PubMed
Fusarium proliferatum (NCBI:txid948311) of strain MTCC 9690 See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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.
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22).
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
anti-ulcer drug
One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract.
anticholesteremic drug
A substance used to lower plasma cholesterol levels.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing rohitukine (CHEBI:156498) has role anti-inflammatory agent (CHEBI:67079)
rohitukine (CHEBI:156498) has role anti-ulcer drug (CHEBI:49201)
rohitukine (CHEBI:156498) has role anticholesteremic drug (CHEBI:35821)
rohitukine (CHEBI:156498) has role antileishmanial agent (CHEBI:70868)
rohitukine (CHEBI:156498) has role antineoplastic agent (CHEBI:35610)
rohitukine (CHEBI:156498) has role EC 2.7.11.22 (cyclin-dependent kinase) inhibitor (CHEBI:82665)
rohitukine (CHEBI:156498) has role fungal metabolite (CHEBI:76946)
rohitukine (CHEBI:156498) has role plant metabolite (CHEBI:76924)
rohitukine (CHEBI:156498) is a alkaloid (CHEBI:22315)
rohitukine (CHEBI:156498) is a chromones (CHEBI:23238)
rohitukine (CHEBI:156498) is a hydroxypiperidine (CHEBI:48590)
rohitukine (CHEBI:156498) is a resorcinols (CHEBI:33572)
rohitukine (CHEBI:156498) is a tertiary amino compound (CHEBI:50996)
IUPAC Name
5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methyl-4H-chromen-4-one
Synonym Source
5,7-dihydroxy-8-[(3S,4R)-3-hydroxy-1-methylpiperidin-4-yl]-2-methyl-4H-1-benzopyran-4-one IUPAC
Manual Xrefs Databases
C00048080 KNApSAcK
CN101139344 Patent
View more database links
Registry Number Type Source
71294-60-5 CAS Registry Number KNApSAcK
Citations Waiting for Citations Types Sources
17963866 PubMed citation Europe PMC
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IND20371019 Agricola citation Europe PMC
Last Modified
15 September 2020