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

Details

• Internal ID: eb20f67c-f4dd-4b85-9218-246da4f4435e
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aR,4R,9aS,9bR)-6,9-dimethyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan-4-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C19H20O5/c1-8(2)18(21)23-13-7-10(4)14-12(20)6-9(3)15(14)17-16(13)11(5)19(22)24-17/h6,13,15-17H,1,5,7H2,2-4H3/t13-,15+,16-,17-/m1/s1
• InChI Key: KFNIILPAQWDAJK-XLNGHYISSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL29756636

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.6480	64.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5179	51.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9241	92.41%
OATP1B3 inhibitior	+	0.9127	91.27%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9070	90.70%
P-glycoprotein inhibitior	-	0.5969	59.69%
P-glycoprotein substrate	-	0.6901	69.01%
CYP3A4 substrate	+	0.6054	60.54%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.9084	90.84%
CYP3A4 inhibition	-	0.6929	69.29%
CYP2C9 inhibition	-	0.8708	87.08%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.6092	60.92%
CYP2C8 inhibition	-	0.6641	66.41%
CYP inhibitory promiscuity	-	0.8275	82.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.4869	48.69%
Eye corrosion	-	0.9068	90.68%
Eye irritation	-	0.5859	58.59%
Skin irritation	-	0.6715	67.15%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.7620	76.20%
skin sensitisation	-	0.6510	65.10%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8787	87.87%
Acute Oral Toxicity (c)	II	0.3548	35.48%
Estrogen receptor binding	+	0.5953	59.53%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	-	0.5056	50.56%
Glucocorticoid receptor binding	-	0.4809	48.09%
Aromatase binding	-	0.6847	68.47%
PPAR gamma	+	0.6342	63.42%
Honey bee toxicity	-	0.7236	72.36%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9747	97.47%

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	93.01%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.79%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.07%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.82%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.63%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	82.27%	94.73%

Plants that contains it

• Saussurea involucrata

Cross-Links

• PubChem: 636489
• NPASS: NPC115786