4-Hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-ene-1-carboxaldehyde

Details

• Internal ID: 0e026597-7ea5-44d4-821e-319f65adae7a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 4-hydroxy-2,6,6-trimethyl-3-oxocyclohexene-1-carbaldehyde
• SMILES (Canonical): CC1=C(C(CC(C1=O)O)(C)C)C=O
• SMILES (Isomeric): CC1=C(C(CC(C1=O)O)(C)C)C=O
• InChI: InChI=1S/C10H14O3/c1-6-7(5-11)10(2,3)4-8(12)9(6)13/h5,8,12H,4H2,1-3H3
• InChI Key: PNYLZZYIHSNTOD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₃
• Molecular Weight: 182.22 g/mol
• Exact Mass: 182.094294304 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.86
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 4-Hydroxy-2,6,6-trimethyl-3-oxo-1-cyclohexene-1-carbaldehyde
• 4-hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-en-1-carboxaldehyde
• 1-Cyclohexene-1-carboxaldehyde, 4-hydroxy-2,6,6-trimethyl-3-oxo-
• 4-Hydroxy-2,6,6-trimethyl-3-oxocyclohex-1-ene-1-carboxaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.7094	70.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8881	88.81%
P-glycoprotein inhibitior	-	0.9637	96.37%
P-glycoprotein substrate	-	0.9402	94.02%
CYP3A4 substrate	-	0.5461	54.61%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.9049	90.49%
CYP2C19 inhibition	-	0.8721	87.21%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.9295	92.95%
CYP2C8 inhibition	-	0.9849	98.49%
CYP inhibitory promiscuity	-	0.9405	94.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7444	74.44%
Carcinogenicity (trinary)	Non-required	0.5539	55.39%
Eye corrosion	-	0.9543	95.43%
Eye irritation	+	0.7939	79.39%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7510	75.10%
Micronuclear	-	0.7468	74.68%
Hepatotoxicity	+	0.5348	53.48%
skin sensitisation	+	0.8718	87.18%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7049	70.49%
Acute Oral Toxicity (c)	III	0.7109	71.09%
Estrogen receptor binding	-	0.8819	88.19%
Androgen receptor binding	-	0.7483	74.83%
Thyroid receptor binding	-	0.7626	76.26%
Glucocorticoid receptor binding	-	0.8918	89.18%
Aromatase binding	-	0.8174	81.74%
PPAR gamma	-	0.7800	78.00%
Honey bee toxicity	-	0.9263	92.63%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8691	86.91%

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	95.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.65%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 15715949
• NPASS: NPC225670