[(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-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: 593c9316-bbf9-4d34-9e8e-2b5de6a2e09b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aR,4S,9aS,9bR)-9-(hydroxymethyl)-6-methyl-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/C19H20O6/c1-8(2)18(22)24-13-5-9(3)14-12(21)6-11(7-20)16(14)17-15(13)10(4)19(23)25-17/h6,13,15-17,20H,1,4-5,7H2,2-3H3/t13-,15+,16-,17-/m0/s1
• InChI Key: KWWXIVDFMMZFMT-ORQFMDKSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.41
• 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	+	0.9858	98.58%
Caco-2	+	0.5414	54.14%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6201	62.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.9237	92.37%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9051	90.51%
P-glycoprotein inhibitior	-	0.6543	65.43%
P-glycoprotein substrate	-	0.6158	61.58%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9072	90.72%
CYP3A4 inhibition	-	0.7657	76.57%
CYP2C9 inhibition	-	0.8218	82.18%
CYP2C19 inhibition	-	0.8199	81.99%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	-	0.6670	66.70%
CYP2C8 inhibition	-	0.7059	70.59%
CYP inhibitory promiscuity	-	0.8627	86.27%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9495	94.95%
Eye irritation	-	0.7291	72.91%
Skin irritation	-	0.6548	65.48%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5470	54.70%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6566	65.66%
skin sensitisation	-	0.7155	71.55%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.8383	83.83%
Acute Oral Toxicity (c)	III	0.3850	38.50%
Estrogen receptor binding	+	0.5710	57.10%
Androgen receptor binding	+	0.6835	68.35%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	+	0.6744	67.44%
Aromatase binding	-	0.6669	66.69%
PPAR gamma	+	0.6392	63.92%
Honey bee toxicity	-	0.7723	77.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9249	92.49%

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	93.43%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.14%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.48%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.56%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.02%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.90%	97.25%

Plants that contains it

• Parmentiera aculeata

Cross-Links

• PubChem: 14355804
• LOTUS: LTS0242931
• wikiData: Q105147196