(13-Methyl-8-methylidene-3,9-dioxo-4,10-dioxatetracyclo[10.3.0.02,5.07,11]pentadeca-1,13-dien-6-yl) 2-methylbut-2-enoate

Details

• Internal ID: dbac95fa-e5ae-43ec-a1d7-d4df79b2caf7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: (13-methyl-8-methylidene-3,9-dioxo-4,10-dioxatetracyclo[10.3.0.02,5.07,11]pentadeca-1,13-dien-6-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C3C(=CCC3=C4C1OC4=O)C)OC(=O)C2=C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2C(C3C(=CCC3=C4C1OC4=O)C)OC(=O)C2=C
• InChI: InChI=1S/C20H20O6/c1-5-8(2)18(21)25-16-13-10(4)19(22)24-15(13)12-9(3)6-7-11(12)14-17(16)26-20(14)23/h5-6,12-13,15-17H,4,7H2,1-3H3
• InChI Key: ZQNXYIUWXMFILN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.16
• 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	+	0.9860	98.60%
Caco-2	+	0.6926	69.26%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5226	52.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.8784	87.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5264	52.64%
P-glycoprotein inhibitior	-	0.5317	53.17%
P-glycoprotein substrate	-	0.7346	73.46%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.6159	61.59%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	-	0.6545	65.45%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.7155	71.55%
CYP2D6 inhibition	-	0.9229	92.29%
CYP1A2 inhibition	-	0.5360	53.60%
CYP2C8 inhibition	-	0.8184	81.84%
CYP inhibitory promiscuity	-	0.8247	82.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Danger	0.4247	42.47%
Eye corrosion	-	0.9495	94.95%
Eye irritation	-	0.8228	82.28%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5165	51.65%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7678	76.78%
skin sensitisation	-	0.7251	72.51%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7828	78.28%
Acute Oral Toxicity (c)	III	0.4356	43.56%
Estrogen receptor binding	+	0.7193	71.93%
Androgen receptor binding	+	0.5882	58.82%
Thyroid receptor binding	+	0.5563	55.63%
Glucocorticoid receptor binding	+	0.5934	59.34%
Aromatase binding	-	0.5715	57.15%
PPAR gamma	+	0.6512	65.12%
Honey bee toxicity	-	0.5867	58.67%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9800	98.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.53%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.75%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.19%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.74%	86.33%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.01%	93.65%
CHEMBL221	P23219	Cyclooxygenase-1	81.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	81.18%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.47%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Campovassouria cruciata
• Grazielia intermedia

Cross-Links

• PubChem: 162887836
• LOTUS: LTS0228026
• wikiData: Q105381576