[4-Hydroxy-2-(hydroxymethyl)-8-methyl-9-oxo-11-oxatricyclo[6.2.1.01,5]undec-2-en-6-yl] 2-methylbut-2-enoate

Details

• Internal ID: 76326f9e-538a-4f27-b2ea-e1b065d09220
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [4-hydroxy-2-(hydroxymethyl)-8-methyl-9-oxo-11-oxatricyclo[6.2.1.01,5]undec-2-en-6-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC2(C(=O)CC3(C1C(C=C3CO)O)O2)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC2(C(=O)CC3(C1C(C=C3CO)O)O2)C
• InChI: InChI=1S/C17H22O6/c1-4-9(2)15(21)22-12-6-16(3)13(20)7-17(23-16)10(8-18)5-11(19)14(12)17/h4-5,11-12,14,18-19H,6-8H2,1-3H3
• InChI Key: CTKLVKWVJNHUGO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9397	93.97%
Caco-2	-	0.5646	56.46%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7601	76.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8377	83.77%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7210	72.10%
P-glycoprotein inhibitior	-	0.8820	88.20%
P-glycoprotein substrate	-	0.7350	73.50%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.8102	81.02%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.7459	74.59%
CYP2C9 inhibition	-	0.8566	85.66%
CYP2C19 inhibition	-	0.8824	88.24%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.7046	70.46%
CYP2C8 inhibition	-	0.7832	78.32%
CYP inhibitory promiscuity	-	0.8496	84.96%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9701	97.01%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8487	84.87%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5589	55.89%
skin sensitisation	-	0.8868	88.68%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.8872	88.72%
Acute Oral Toxicity (c)	III	0.4094	40.94%
Estrogen receptor binding	+	0.6779	67.79%
Androgen receptor binding	-	0.4929	49.29%
Thyroid receptor binding	+	0.6176	61.76%
Glucocorticoid receptor binding	+	0.5987	59.87%
Aromatase binding	-	0.6434	64.34%
PPAR gamma	-	0.6112	61.12%
Honey bee toxicity	-	0.6585	65.85%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9736	97.36%

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	97.69%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.74%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	87.72%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.68%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.21%	92.94%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.01%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.99%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163086469
• LOTUS: LTS0189013
• wikiData: Q103818015