[(2R,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] 2-methylprop-2-enoate

Details

• Internal ID: b4931ae4-b86a-4308-99de-1227a6faf072
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(2R,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradec-1(13)-en-9-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H22O6/c1-9(2)17(21)24-14-8-19(5)15(20)7-12(25-19)10(3)6-13-16(14)11(4)18(22)23-13/h7,10,13-14,16H,1,4,6,8H2,2-3,5H3/t10-,13-,14-,16-,19-/m1/s1
• InChI Key: KYTKEOOPALLADL-CIHIYUMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	+	0.6202	62.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6552	65.52%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.8080	80.80%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6666	66.66%
P-glycoprotein inhibitior	-	0.5368	53.68%
P-glycoprotein substrate	-	0.5127	51.27%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8986	89.86%
CYP3A4 inhibition	-	0.7016	70.16%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.8607	86.07%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.7575	75.75%
CYP2C8 inhibition	-	0.5938	59.38%
CYP inhibitory promiscuity	-	0.8866	88.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.4246	42.46%
Eye corrosion	-	0.9550	95.50%
Eye irritation	-	0.7120	71.20%
Skin irritation	-	0.6623	66.23%
Skin corrosion	-	0.9272	92.72%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4639	46.39%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6781	67.81%
skin sensitisation	-	0.6265	62.65%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7841	78.41%
Acute Oral Toxicity (c)	III	0.4523	45.23%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	+	0.6702	67.02%
Glucocorticoid receptor binding	+	0.6227	62.27%
Aromatase binding	-	0.5402	54.02%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.6852	68.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9742	97.42%

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	98.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.26%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.87%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.59%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.74%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.52%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.06%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.13%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.25%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.06%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.57%	97.14%

Plants that contains it

• Calanticaria greggii

Cross-Links

• PubChem: 162954412
• LOTUS: LTS0194811
• wikiData: Q105147942