[(3aR,4R,9aS,9bR)-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 1fc1c04f-2efe-4f37-959e-56a355e4f306
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3aR,4R,9aS,9bR)-6-(hydroxymethyl)-9-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] (E)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H22O6/c1-5-9(2)19(23)25-14-7-12(8-21)17-13(22)6-10(3)15(17)18-16(14)11(4)20(24)26-18/h5-6,14-16,18,21H,4,7-8H2,1-3H3/b9-5+/t14-,15+,16-,18-/m1/s1
• InChI Key: PQZBSYGUPVOZNQ-MXJZGFGZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.6451	64.51%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6937	69.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8762	87.62%
OATP1B3 inhibitior	+	0.9180	91.80%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7499	74.99%
P-glycoprotein inhibitior	-	0.6552	65.52%
P-glycoprotein substrate	-	0.6547	65.47%
CYP3A4 substrate	+	0.6251	62.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.6990	69.90%
CYP2C9 inhibition	-	0.8079	80.79%
CYP2C19 inhibition	-	0.8247	82.47%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.6568	65.68%
CYP2C8 inhibition	-	0.5941	59.41%
CYP inhibitory promiscuity	-	0.8617	86.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6311	63.11%
Eye corrosion	-	0.9546	95.46%
Eye irritation	-	0.8646	86.46%
Skin irritation	-	0.6708	67.08%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4454	44.54%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6495	64.95%
skin sensitisation	-	0.7586	75.86%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7347	73.47%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	+	0.7057	70.57%
Androgen receptor binding	+	0.6110	61.10%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	-	0.7648	76.48%
PPAR gamma	+	0.5906	59.06%
Honey bee toxicity	-	0.7363	73.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8765	87.65%

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	95.79%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.97%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.37%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.64%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.32%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.20%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.81%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.32%	96.09%

Plants that contains it

• Eupatorium sessilifolium

Cross-Links

• PubChem: 101277289
• LOTUS: LTS0021427
• wikiData: Q105213549