4-(3,4-Dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-one

Details

• Internal ID: 8318cc19-c276-4008-92fb-e80d48384c47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4-(3,4-dihydroxy-2,2,6-trimethylcyclohexyl)but-3-en-2-one
• SMILES (Canonical): CC1CC(C(C(C1C=CC(=O)C)(C)C)O)O
• SMILES (Isomeric): CC1CC(C(C(C1C=CC(=O)C)(C)C)O)O
• InChI: InChI=1S/C13H22O3/c1-8-7-11(15)12(16)13(3,4)10(8)6-5-9(2)14/h5-6,8,10-12,15-16H,7H2,1-4H3
• InChI Key: ATKLFQNRZDAYDU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₂₂O₃
• Molecular Weight: 226.31 g/mol
• Exact Mass: 226.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	-	0.5351	53.51%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9543	95.43%
OATP1B3 inhibitior	+	0.9735	97.35%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8100	81.00%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.8677	86.77%
CYP3A4 substrate	+	0.5138	51.38%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.7879	78.79%
CYP2C9 inhibition	-	0.9161	91.61%
CYP2C19 inhibition	-	0.9317	93.17%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	-	0.9334	93.34%
CYP inhibitory promiscuity	-	0.9640	96.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5602	56.02%
Eye corrosion	-	0.9486	94.86%
Eye irritation	-	0.9733	97.33%
Skin irritation	-	0.5303	53.03%
Skin corrosion	-	0.7920	79.20%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7261	72.61%
Micronuclear	-	0.7968	79.68%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	+	0.7946	79.46%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.7846	78.46%
Estrogen receptor binding	-	0.6233	62.33%
Androgen receptor binding	-	0.7887	78.87%
Thyroid receptor binding	-	0.5562	55.62%
Glucocorticoid receptor binding	-	0.7256	72.56%
Aromatase binding	-	0.8660	86.60%
PPAR gamma	-	0.8277	82.77%
Honey bee toxicity	-	0.7261	72.61%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8231	82.31%

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	94.17%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.30%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.24%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	83.08%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.28%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.56%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.38%	89.34%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.35%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.15%	95.56%

Plants that contains it

• Ginkgo biloba

Cross-Links

• PubChem: 162877437
• LOTUS: LTS0115256
• wikiData: Q104918476