3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one

Details

• Internal ID: d09255ea-e840-494e-9c94-fa16c3885cca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• SMILES (Canonical): CC1=CCCC(C1C=C(C)C(=O)C)(C)C
• SMILES (Isomeric): CC1=CCCC(C1/C=C(\C)/C(=O)C)(C)C
• InChI: InChI=1S/C14H22O/c1-10-7-6-8-14(4,5)13(10)9-11(2)12(3)15/h7,9,13H,6,8H2,1-5H3/b11-9+
• InChI Key: JRJBVWJSTHECJK-PKNBQFBNSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32 g/mol
• Exact Mass: 206.167065321 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Alpha-isomethylionone
• alpha-iso-Methylionone
• Cetone alpha
• Isomethyl-alpha-ionone
• 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
• 3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• alpha-Cetone
• alpha-isomethyl ionone
• Methyl-alpha-isoionone
• FEMA No. 2714
• Isomethylionone, alpha-
• alpha-Ionone, isomethyl-
• 3-BUTEN-2-ONE, 3-METHYL-4-(2,6,6-TRIMETHYL-2-CYCLOHEXEN-1-YL)-
• .alpha.-Cetone
• Isonaline 70
• NSC 66432
• (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• .alpha. Isomethyl ionone
• Isomethyl-.alpha.-ionone
• EINECS 204-846-3
• (3E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
• .alpha.-Ionone, isomethyl-
• UNII-9XP4LC555B
• AI3-36074
• 9XP4LC555B
• 15789-90-9
• 4-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-3-methyl-3-buten-2-one
• 4-(2,6,6-Trimethyl 2-cyclohexen-1-yl)-3-methyl-3-buten-2-one
• (E)-3-methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-one
• Methyl-.alpha.-isoionone
• Iso-.alpha.-methyl ionone
• DTXSID7027047
• NSC-66432
• Methyl ionone I
• 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, analytical standard
• Isomethyl-a-ionone
• 3-Methyl-a-ionone
• 8-Methyl-.alpha.-ionone
• .alpha.-iso-Methyl ionone
• ALPHAISOMETHYL IONONE
• METHYL .GAMMA.-IONONE
• SCHEMBL160940
• CHEMBL3183353
• ISOMETHYLIONONE (ALPHA-)
• FEMA 2714
• DTXCID00809691
• DTXSID10859248
• CHEBI:179835
• Tox21_300152
• MFCD00034582
• STK801849
• ALPHA-ISOMETHYL IONONE [INCI]
• AKOS015899855
• .ALPHA.-ISOMETHYLIONONE [FHFI]
• HY-W127740
• NCGC00247909-01
• NCGC00254048-01
• (+/-)-ISOMETHYL-.ALPHA.-IONONE
• CAS-127-51-5
• LS-178802
• CS-0185934
• M0647
• alpha-Cetone, odorant used in allergy studies
• alpha-Isomethyl ionone, >=95%, stabilized, FG
• A889185
• Q2204200
• W-109462
• 3-methyl-4-(2,6,6-trimethylcyclohex-2-enyl)but-3-en-2-one
• (+)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-3-buten-2-one
• 3-buten-2-ona, 3-metil-4-(2,6,6-trimetil-2-ciclohexen-1-il)-
• 3-Buten-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl
• 3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one #
• (3E)-3-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one
• 3 - methyl - 4 - (2,6,6 - trimethyl - 2 - cyclohexen - 1 - yl) - 3 - buten - 2 - one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	+	0.8790	87.90%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.3995	39.95%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9201	92.01%
OATP1B3 inhibitior	-	0.2205	22.05%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8284	82.84%
P-glycoprotein inhibitior	-	0.9465	94.65%
P-glycoprotein substrate	-	0.9312	93.12%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.9247	92.47%
CYP2C9 inhibition	-	0.8719	87.19%
CYP2C19 inhibition	-	0.8075	80.75%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	-	0.7017	70.17%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	-	0.6218	62.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6600	66.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.8866	88.66%
Eye irritation	+	0.7736	77.36%
Skin irritation	+	0.8968	89.68%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	+	0.7720	77.20%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	1.0000	100.00%
Nephrotoxicity	+	0.5883	58.83%
Acute Oral Toxicity (c)	III	0.8297	82.97%
Estrogen receptor binding	-	0.7371	73.71%
Androgen receptor binding	-	0.7406	74.06%
Thyroid receptor binding	-	0.7604	76.04%
Glucocorticoid receptor binding	-	0.7332	73.32%
Aromatase binding	-	0.7883	78.83%
PPAR gamma	-	0.8591	85.91%
Honey bee toxicity	-	0.8495	84.95%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9543	95.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.16%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.33%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.31%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.90%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.47%	89.00%

Plants that contains it

• Magnolia biondii
• Magnolia denudata
• Magnolia kobus
• Magnolia salicifolia
• Magnolia sprengeri

Cross-Links

• PubChem: 5372174
• NPASS: NPC23117