2-Hydroxy-3,5,5-trimethyl-4-methylenecyclohex-2-en-1-one

Details

• Internal ID: e53fa7da-faec-4983-a1b5-642d79306c7f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 2-hydroxy-3,5,5-trimethyl-4-methylidenecyclohex-2-en-1-one
• SMILES (Canonical): CC1=C(C(=O)CC(C1=C)(C)C)O
• SMILES (Isomeric): CC1=C(C(=O)CC(C1=C)(C)C)O
• InChI: InChI=1S/C10H14O2/c1-6-7(2)10(3,4)5-8(11)9(6)12/h12H,2,5H2,1,3-4H3
• InChI Key: LTFSHRILVMNKDN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22 g/mol
• Exact Mass: 166.099379685 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 2-hydroxy-3,5,5-trimethyl-4-methylenecyclohex-2-en-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.6589	65.89%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7744	77.44%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.9449	94.49%
P-glycoprotein substrate	-	0.9770	97.70%
CYP3A4 substrate	-	0.5369	53.69%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8699	86.99%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.8975	89.75%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8667	86.67%
CYP2C8 inhibition	-	0.9812	98.12%
CYP inhibitory promiscuity	-	0.8880	88.80%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7928	79.28%
Carcinogenicity (trinary)	Non-required	0.5425	54.25%
Eye corrosion	-	0.9071	90.71%
Eye irritation	+	0.9753	97.53%
Skin irritation	+	0.5442	54.42%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7682	76.82%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	+	0.9125	91.25%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.8109	81.09%
Acute Oral Toxicity (c)	III	0.8226	82.26%
Estrogen receptor binding	-	0.9171	91.71%
Androgen receptor binding	-	0.8187	81.87%
Thyroid receptor binding	-	0.7663	76.63%
Glucocorticoid receptor binding	-	0.8232	82.32%
Aromatase binding	-	0.7707	77.07%
PPAR gamma	-	0.8292	82.92%
Honey bee toxicity	-	0.9439	94.39%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9190	91.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.99%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	86.48%	94.75%
CHEMBL2581	P07339	Cathepsin D	83.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.20%	94.45%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 15715943
• NPASS: NPC196247