5-Hydroxy-2,6,6-trimethyl-3-oxo-1,4-cyclohexadiene-1-carbaldehyde

Details

• Internal ID: 4a36f508-aa04-4efe-a2b2-d214e3390afa
• Taxonomy: Organic acids and derivatives > Vinylogous acids
• IUPAC Name: 3-hydroxy-2,6,6-trimethyl-5-oxocyclohexa-1,3-diene-1-carbaldehyde
• SMILES (Canonical): CC1=C(C(C(=O)C=C1O)(C)C)C=O
• SMILES (Isomeric): CC1=C(C(C(=O)C=C1O)(C)C)C=O
• InChI: InChI=1S/C10H12O3/c1-6-7(5-11)10(2,3)9(13)4-8(6)12/h4-5,12H,1-3H3
• InChI Key: CYEJTKLZJUZCOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 5-Hydroxy-2,6,6-trimethyl-3-oxo-1,4-cyclohexadiene-1-carbaldehyde
• 2,4,4-Trimethyl-3-carboxaldehyde-5-hydroxy-2,5-cyclohexadiene-1-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.8705	87.05%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8771	87.71%
OATP2B1 inhibitior	-	0.8650	86.50%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9391	93.91%
P-glycoprotein inhibitior	-	0.9584	95.84%
P-glycoprotein substrate	-	0.9415	94.15%
CYP3A4 substrate	-	0.5455	54.55%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.8055	80.55%
CYP2C19 inhibition	-	0.8088	80.88%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.8909	89.09%
CYP2C8 inhibition	-	0.9458	94.58%
CYP inhibitory promiscuity	-	0.8543	85.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6517	65.17%
Carcinogenicity (trinary)	Non-required	0.5899	58.99%
Eye corrosion	-	0.7590	75.90%
Eye irritation	+	0.7505	75.05%
Skin irritation	+	0.7078	70.78%
Skin corrosion	-	0.8325	83.25%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7573	75.73%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7084	70.84%
skin sensitisation	+	0.7744	77.44%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	+	0.6928	69.28%
Acute Oral Toxicity (c)	III	0.5237	52.37%
Estrogen receptor binding	-	0.8856	88.56%
Androgen receptor binding	-	0.6685	66.85%
Thyroid receptor binding	-	0.7740	77.40%
Glucocorticoid receptor binding	-	0.8721	87.21%
Aromatase binding	-	0.8109	81.09%
PPAR gamma	-	0.7914	79.14%
Honey bee toxicity	-	0.9359	93.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9281	92.81%

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	95.74%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.11%	93.40%
CHEMBL2581	P07339	Cathepsin D	84.61%	98.95%

Plants that contains it

• Crocus sativus

Cross-Links

• PubChem: 91753280
• NPASS: NPC281358