Details of the Drug

General Information of Drug (ID: DM6QV8A)

Drug Name
Beta-ionone
Synonyms
BETA-IONONE; beta-Cyclocitrylideneacetone; beta-E-Ionone; trans-beta-Ionone; (3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one; (E)-4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one; (E)-beta-Ionone; .beta.-Ionone; 14901-07-6; 3-Buten-2-one, 4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-; 4-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-3-buten-2-one; 4-(2,6,6-Trimethyl-1-cyclohexenyl)-3-buten-2-one; 4-(2,6,6-Trimethylcyclohex-1-en-1-yl)but-3-en-2-one; 79-77-6; NSC 402758; UNII-A7NRR1HLH6
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 192.3
Logarithm of the Partition Coefficient (xlogp) 2.9
Rotatable Bond Count (rotbonds) 2
Hydrogen Bond Donor Count (hbonddonor) 0
Hydrogen Bond Acceptor Count (hbondacc) 1
Chemical Identifiers
Formula
C13H20O
IUPAC Name
(E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
Canonical SMILES
CC1=C(C(CCC1)(C)C)C=CC(=O)C
InChI
InChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+
InChIKey
PSQYTAPXSHCGMF-BQYQJAHWSA-N
Cross-matching ID
PubChem CID
638014
ChEBI ID
CHEMBL32325
CAS Number
79-77-6
INTEDE ID
DR2614
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Drug ADMET Endpoint Profile (DAE)NEW Click to Jump to the Detailed DAE Information of This Drug

Molecular Interaction Atlas of This Drug


Drug-Metabolizing Enzyme (DME)
DME Name DME ID UniProt ID MOA REF
Cytochrome P450 109B1 (cyp109) DE06B47 U5U1Z3_BACIU Substrate [1], [2]
Cytochrome P450 101B1 (cyp101) DEKYTSB Q2G637_NOVAD Substrate [3], [4]
Cytochrome P450 101C1 (cyp101) DEGJFHV Q2G637_NOVAD Substrate [3], [5]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Lamin-B1 (LMNB1) OT100T3P LMNB1_HUMAN Post-Translational Modifications [6]
Mitogen-activated protein kinase 1 (MAPK1) OTH85PI5 MK01_HUMAN Post-Translational Modifications [7]
Mitogen-activated protein kinase 3 (MAPK3) OTCYKGKO MK03_HUMAN Post-Translational Modifications [7]
Poly polymerase 1 (PARP1) OT310QSG PARP1_HUMAN Protein Interaction/Cellular Processes [8]
Serine/threonine-protein kinase STK11 (STK11) OT1YZSP3 STK11_HUMAN Post-Translational Modifications [8]
Tyrosinase OTX54MAA TYRO_HUMAN Gene/Protein Processing [7]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

References

1 The crystal structure of the versatile cytochrome P450 enzyme CYP109B1 from Bacillus subtilis. Mol Biosyst. 2015 Mar;11(3):869-81.
2 The promises and risks of probiotic Bacillus species. Acta Biochim Pol. 2018 Dec 6;65(4):509-519.
3 Patients with primary biliary cirrhosis react against a ubiquitous xenobiotic-metabolizing bacterium. Hepatology. 2003 Nov;38(5):1250-7.
4 A cytochrome P450 class I electron transfer system from Novosphingobium aromaticivorans. Appl Microbiol Biotechnol. 2010 Mar;86(1):163-75.
5 Structural analysis of CYP101C1 from Novosphingobium aromaticivorans DSM12444. Chembiochem. 2011 Jan 3;12(1):88-99.
6 Apoptosis and cell-cycle arrest in human and murine tumor cells are initiated by isoprenoids. J Nutr. 1999 Apr;129(4):804-13. doi: 10.1093/jn/129.4.804.
7 Functional Characterization of the Odorant Receptor 51E2 in Human Melanocytes. J Biol Chem. 2016 Aug 19;291(34):17772-86. doi: 10.1074/jbc.M116.734517. Epub 2016 May 18.
8 -Ionone represses renal cell carcinoma progression through activating LKB1/AMPK-triggered autophagy. J Biochem Mol Toxicol. 2023 Jun;37(6):e23331. doi: 10.1002/jbt.23331. Epub 2023 Feb 26.