[(3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methyl acetate

Details

• Internal ID: 9bf0a081-ada1-41d8-a702-339b7b5933d8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methyl acetate
• InChI: InChI=1S/C17H18O6/c1-7-4-11(19)14-8(2)17(21)23-16(14)15-10(6-22-9(3)18)5-12(20)13(7)15/h5,11,14-16,19H,2,4,6H2,1,3H3/t11-,14+,15-,16-/m0/s1
• InChI Key: RUNZKQMPDVGJMW-MWNCTCPHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₆
• Molecular Weight: 318.32 g/mol
• Exact Mass: 318.11033829 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.5273	52.73%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5906	59.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7805	78.05%
P-glycoprotein inhibitior	-	0.7677	76.77%
P-glycoprotein substrate	-	0.7572	75.72%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.7712	77.12%
CYP2C9 inhibition	-	0.8429	84.29%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.9192	91.92%
CYP1A2 inhibition	-	0.6289	62.89%
CYP2C8 inhibition	-	0.7708	77.08%
CYP inhibitory promiscuity	-	0.9227	92.27%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6455	64.55%
Eye corrosion	-	0.9591	95.91%
Eye irritation	-	0.6788	67.88%
Skin irritation	-	0.5968	59.68%
Skin corrosion	-	0.9042	90.42%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7124	71.24%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7154	71.54%
skin sensitisation	-	0.7277	72.77%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.8513	85.13%
Acute Oral Toxicity (c)	III	0.4110	41.10%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	-	0.6342	63.42%
Glucocorticoid receptor binding	+	0.7773	77.73%
Aromatase binding	-	0.6323	63.23%
PPAR gamma	+	0.5800	58.00%
Honey bee toxicity	-	0.7975	79.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9674	96.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.97%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.48%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.89%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.04%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.09%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.67%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.68%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.02%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.54%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.27%	97.09%

Plants that contains it

• Launaea mucronata

Cross-Links

• PubChem: 162816896
• LOTUS: LTS0089560
• wikiData: Q105245708