[(6aR)-5-chloro-3-[(1E,3E,5R)-3,5-dimethylhepta-1,3-dienyl]-6a-methyl-6,8-dioxofuro[2,3-h]isochromen-9-yl] acetate

Details

• Internal ID: 675ac481-a393-4811-a0ce-59763e34c825
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: [(6aR)-5-chloro-3-[(1E,3E,5R)-3,5-dimethylhepta-1,3-dienyl]-6a-methyl-6,8-dioxofuro[2,3-h]isochromen-9-yl] acetate
• InChI: InChI=1S/C23H23ClO6/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-28-15)18-20(29-14(4)25)22(27)30-23(18,5)21(26)19(16)24/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,23-/m1/s1
• InChI Key: DHKQPIFUIWJXRK-OYVYHWHUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₃ClO₆
• Molecular Weight: 430.90 g/mol
• Exact Mass: 430.1183161 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.54
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5337	53.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8017	80.17%
OATP1B3 inhibitior	+	0.8446	84.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9670	96.70%
P-glycoprotein inhibitior	+	0.7472	74.72%
P-glycoprotein substrate	-	0.6148	61.48%
CYP3A4 substrate	+	0.6787	67.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.5515	55.15%
CYP2C9 inhibition	-	0.6775	67.75%
CYP2C19 inhibition	-	0.6475	64.75%
CYP2D6 inhibition	-	0.8980	89.80%
CYP1A2 inhibition	-	0.7397	73.97%
CYP2C8 inhibition	+	0.6486	64.86%
CYP inhibitory promiscuity	+	0.6905	69.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8819	88.19%
Carcinogenicity (trinary)	Danger	0.6241	62.41%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9442	94.42%
Skin irritation	-	0.6336	63.36%
Skin corrosion	-	0.8931	89.31%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7911	79.11%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5677	56.77%
skin sensitisation	-	0.7379	73.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8631	86.31%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	+	0.8830	88.30%
Androgen receptor binding	+	0.7944	79.44%
Thyroid receptor binding	+	0.6424	64.24%
Glucocorticoid receptor binding	+	0.7417	74.17%
Aromatase binding	-	0.5207	52.07%
PPAR gamma	+	0.7991	79.91%
Honey bee toxicity	-	0.7736	77.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.63%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.19%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.80%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.42%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.57%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.06%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.81%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.57%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.35%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163017923
• LOTUS: LTS0259995
• wikiData: Q104980309