Isophorone

Details

• Internal ID: 0066b9f7-b464-4e92-b829-a4b986b86dab
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3,5,5-trimethylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1)(C)C
• SMILES (Isomeric): CC1=CC(=O)CC(C1)(C)C
• InChI: InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3
• InChI Key: HJOVHMDZYOCNQW-UHFFFAOYSA-N
• Popularity: 783 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21 g/mol
• Exact Mass: 138.104465066 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.32
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 78-59-1
• Isoacetophorone
• 3,5,5-Trimethylcyclohex-2-en-1-one
• Isoforone
• Isooctopherone
• Isoforon
• Izoforon
• 3,5,5-Trimethyl-2-cyclohexen-1-one
• 3,5,5-Trimethylcyclohex-2-enone
• 2-Cyclohexen-1-one, 3,5,5-trimethyl-
• Isophoron
• alpha-Isophorone
• .alpha.-Isophoron
• 1,1,3-Trimethyl-3-cyclohexene-5-one
• 3,5,5-Trimethyl-2-cyclohexenone
• Izoforon [Polish]
• .alpha.-Isophorone
• NCI-C55618
• Isoforone [Italian]
• Caswell No. 506
• 3,5,5-Trimethyl-2-cyclohexen-1-on
• FEMA No. 3553
• 3,5,5-Trimetil-2-cicloesen-1-one
• Isophorone, 97%
• NSC 403657
• CCRIS 1353
• HSDB 619
• EINECS 201-126-0
• UNII-2BR99VR6WA
• EPA Pesticide Chemical Code 047401
• 3,5,5-Trimethyl-2-cyclohexene-1-one
• BRN 1280721
• 2BR99VR6WA
• 3,5,5-Trimethylcyclohexenone
• AI3-00046
• 3,5,5-Trimethylcyclohexen one
• DTXSID8020759
• CHEBI:34800
• 3,5,5-Trimetil-2-cicloesen-1-one [Italian]
• NSC4881
• 3,5,5-Trimethylcyclohexen-2-one-1
• 3,5,5-Trimethyl-2-cyclohexen-1-on [German, Dutch]
• 1,5,5-Trimethyl-1-cyclohexen-3-one
• 3,3,5-Trimethyl-2-cyclohexen-1-one
• NSC-403657
• EC 201-126-0
• 4-07-00-00165 (Beilstein Handbook Reference)
• DTXCID40759
• 3,5-Trimethyl-2-cyclohexenone
• 3,5-Trimetil-2-cicloesen-1-one
• 3,5-Trimethyl-2-cyclohexen-1-one
• 1,3-Trimethyl-3-cyclohexene-5-one
• 3,5-Trimethyl-2-cyclohexene-1-one
• WLN: L6V BUTJ C1 D1 D1
• 2-Cyclohexen-1-one,5,5-trimethyl-
• CAS-78-59-1
• ISOPHORONE, REAG
• 3,5-Trimethyl-2-cyclohexen-1-on (GERMAN, DUTCH)
• Isoforona
• a-Isophorone
• alpha -isophoron
• alpha -isophorone
• ISOACETOPHORON
• nchem.180-comp3
• IPH (CHRIS Code)
• ISOPHORONE [MI]
• Isophorone Reagent Grade
• ISOPHORONE [FHFI]
• ISOPHORONE [HSDB]
• SCHEMBL22522
• Isophorone, >=97%, FG
• BIDD:ER0627
• Isophorone, analytical standard
• CHEMBL1882894
• FEMA 3553
• 3,5,5-Trimethylcyclohex-2-enon
• 3,5,5-trimethyl-cyclohex-2-enone
• HY-Y0932
• NSC-4881
• Tox21_202312
• Tox21_300050
• BBL027346
• MFCD00001584
• NSC403657
• s2998
• STK801792
• AKOS000120392
• 3,5,5-trimethylcyclohex-2-ene-1-one
• 3,5,5-trimethylcyclohexa-2-en-1-one
• LS-1750
• 3,3,5-trimethyl-cyclohex-5-en-1-one
• 3,5,5-Trimethyl-2-cyclo-hexen-1-one
• 3,5,5-trimethyl-cyclohex-2-en-1-one
• 1,1, 3-Trimethyl-3-cyclohexene-5-one
• 1,3,3-TRIMETHYLCYLOHEXEN-5-ONE
• 2-ciclohexen-1-ona, 3,5,5-trimetil-
• 3,5, 5-Trimethyl-2-cyclohexene-1-one
• NCGC00164006-01
• NCGC00164006-02
• NCGC00164006-03
• NCGC00254115-01
• NCGC00259861-01
• 3,3,5-trimethyl-cyclohex-5 -en-1-one
• AC-10580
• VS-08530
• 1,5,5-TRIMETHYL-3-OXOCYCLOHEXENE
• 3,5,5 - trimethylcyclohex - 2 - enone
• Isophorone, Vetec(TM) reagent grade, 97%
• CS-0015924
• FT-0627443
• I0151
• EN300-20384
• D72515
• A839454
• Q415519
• W-104274
• F0001-2053
• Z104477948
• InChI=1/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H
• 2-CYCLOHEXEN-1-ONE, 3,5,5-TRIMETHYL-2-ETHOXY-3,4-DI-HYDRO-2-PYRAN

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.9550	95.50%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.5982	59.82%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9560	95.60%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8513	85.13%
P-glycoprotein inhibitior	-	0.9827	98.27%
P-glycoprotein substrate	-	0.9791	97.91%
CYP3A4 substrate	-	0.5908	59.08%
CYP2C9 substrate	-	0.8078	80.78%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.8979	89.79%
CYP2C9 inhibition	-	0.8195	81.95%
CYP2C19 inhibition	-	0.7521	75.21%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8760	87.60%
CYP2C8 inhibition	-	0.9881	98.81%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6336	63.36%
Carcinogenicity (trinary)	Warning	0.5339	53.39%
Eye corrosion	-	0.6292	62.92%
Eye irritation	+	0.9717	97.17%
Skin irritation	+	0.6706	67.06%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7635	76.35%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6212	62.12%
skin sensitisation	+	0.9559	95.59%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.7839	78.39%
Acute Oral Toxicity (c)	III	0.8109	81.09%
Estrogen receptor binding	-	0.9833	98.33%
Androgen receptor binding	-	0.8233	82.33%
Thyroid receptor binding	-	0.9090	90.90%
Glucocorticoid receptor binding	-	0.8943	89.43%
Aromatase binding	-	0.9255	92.55%
PPAR gamma	-	0.9056	90.56%
Honey bee toxicity	-	0.9575	95.75%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8808	88.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.99%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.62%	96.77%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.45%	86.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.56%	85.30%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.28%	100.00%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Artemisia judaica
• Crocus sativus
• Glycyrrhiza
• Mentha arvensis
• Mentha canadensis
• Paederia foetida
• Pinellia ternata
• Vaccinium macrocarpon

Cross-Links

• PubChem: 6544
• NPASS: NPC64866
• LOTUS: LTS0242782
• wikiData: Q415519