(3,6,9-Trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate

Details

• Internal ID: 194aa477-72cd-4957-9d7b-e78192215042
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: (3,6,9-trimethyl-2,7-dioxo-4,5,9a,9b-tetrahydroazuleno[4,5-b]furan-4-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=C2C(C3C1=C(C(=O)O3)C)C(=CC2=O)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=C2C(C3C1=C(C(=O)O3)C)C(=CC2=O)C)C
• InChI: InChI=1S/C20H22O5/c1-6-9(2)19(22)24-14-8-11(4)15-13(21)7-10(3)16(15)18-17(14)12(5)20(23)25-18/h6-7,14,16,18H,8H2,1-5H3
• InChI Key: ATXFGQGWBFKLHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 5
• 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	+	0.9922	99.22%
Caco-2	+	0.8514	85.14%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5430	54.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6157	61.57%
P-glycoprotein inhibitior	-	0.4520	45.20%
P-glycoprotein substrate	-	0.8059	80.59%
CYP3A4 substrate	+	0.5908	59.08%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.7916	79.16%
CYP2C9 inhibition	-	0.8490	84.90%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.9583	95.83%
CYP1A2 inhibition	-	0.5365	53.65%
CYP2C8 inhibition	-	0.7796	77.96%
CYP inhibitory promiscuity	-	0.7969	79.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4397	43.97%
Eye corrosion	-	0.9282	92.82%
Eye irritation	-	0.8310	83.10%
Skin irritation	-	0.6633	66.33%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8020	80.20%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6211	62.11%
skin sensitisation	-	0.7025	70.25%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7821	78.21%
Acute Oral Toxicity (c)	III	0.4159	41.59%
Estrogen receptor binding	+	0.6873	68.73%
Androgen receptor binding	+	0.6286	62.86%
Thyroid receptor binding	-	0.5305	53.05%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7080	70.80%
PPAR gamma	+	0.5431	54.31%
Honey bee toxicity	-	0.7643	76.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9492	94.92%

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	94.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.23%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.02%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.35%	90.17%

Plants that contains it

• Athamanta vayredana

Cross-Links

• PubChem: 74039433
• LOTUS: LTS0222233
• wikiData: Q104918738