3(10)-Caren-4-ol, acetoacetic acid ester

Details

• Internal ID: 99b65301-c04c-4911-88b4-3b0ce3ff6ae5
• Taxonomy: Organic acids and derivatives > Keto acids and derivatives > Beta-keto acids and derivatives
• IUPAC Name: (7,7-dimethyl-4-methylidene-3-bicyclo[4.1.0]heptanyl) 3-oxobutanoate
• SMILES (Canonical): CC(=O)CC(=O)OC1CC2C(C2(C)C)CC1=C
• SMILES (Isomeric): CC(=O)CC(=O)OC1CC2C(C2(C)C)CC1=C
• InChI: InChI=1S/C14H20O3/c1-8-5-10-11(14(10,3)4)7-12(8)17-13(16)6-9(2)15/h10-12H,1,5-7H2,2-4H3
• InChI Key: DHNXISVLIUCUHP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.31 g/mol
• Exact Mass: 236.14124450 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• DHNXISVLIUCUHP-UHFFFAOYSA-N
• 7,7-Dimethyl-4-methylenebicyclo[4.1.0]hept-3-yl 3-oxobutanoate #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	-	0.6846	68.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.8794	87.94%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9263	92.63%
P-glycoprotein inhibitior	-	0.8054	80.54%
P-glycoprotein substrate	-	0.7278	72.78%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.6683	66.83%
CYP2C9 inhibition	-	0.7530	75.30%
CYP2C19 inhibition	-	0.5595	55.95%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.7891	78.91%
CYP2C8 inhibition	-	0.8111	81.11%
CYP inhibitory promiscuity	-	0.8880	88.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6779	67.79%
Carcinogenicity (trinary)	Non-required	0.5329	53.29%
Eye corrosion	-	0.9688	96.88%
Eye irritation	+	0.6851	68.51%
Skin irritation	-	0.5913	59.13%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6178	61.78%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	+	0.6378	63.78%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5509	55.09%
Acute Oral Toxicity (c)	II	0.5106	51.06%
Estrogen receptor binding	-	0.7552	75.52%
Androgen receptor binding	-	0.7435	74.35%
Thyroid receptor binding	-	0.5687	56.87%
Glucocorticoid receptor binding	+	0.5540	55.40%
Aromatase binding	-	0.7356	73.56%
PPAR gamma	-	0.5964	59.64%
Honey bee toxicity	-	0.7043	70.43%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.49%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.27%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.19%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	87.08%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.80%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	85.61%	97.79%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.96%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.66%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.13%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.95%	82.69%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.98%	97.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.12%	95.50%

Plants that contains it

• Cnidium monnieri
• Nelumbo nucifera

Cross-Links

• PubChem: 538448
• NPASS: NPC28992