(3S,3aR,9aR)-3-acetyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione

Details

• Internal ID: e332fb8e-4eaf-45b0-a57e-1c5d2d9be17b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (3S,3aR,9aR)-3-acetyl-9a-methyl-6-[(E)-prop-1-enyl]-3,3a,4,8-tetrahydrofuro[3,2-g]isochromene-2,9-dione
• InChI: InChI=1S/C17H18O5/c1-4-5-11-6-10-7-13-14(9(2)18)16(20)22-17(13,3)15(19)12(10)8-21-11/h4-6,13-14H,7-8H2,1-3H3/b5-4+/t13-,14-,17-/m1/s1
• InChI Key: GIKQHOXMDCDAPT-NCDRGUHDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₅
• Molecular Weight: 302.32 g/mol
• Exact Mass: 302.11542367 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9577	95.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6582	65.82%
P-glycoprotein inhibitior	-	0.7675	76.75%
P-glycoprotein substrate	-	0.5721	57.21%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.6493	64.93%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.8815	88.15%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.6101	61.01%
CYP2C8 inhibition	-	0.7454	74.54%
CYP inhibitory promiscuity	-	0.7309	73.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4433	44.33%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9725	97.25%
Skin irritation	-	0.5315	53.15%
Skin corrosion	-	0.8816	88.16%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4545	45.45%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7521	75.21%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5276	52.76%
Acute Oral Toxicity (c)	III	0.5333	53.33%
Estrogen receptor binding	+	0.7645	76.45%
Androgen receptor binding	+	0.6444	64.44%
Thyroid receptor binding	-	0.7226	72.26%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	-	0.7979	79.79%
PPAR gamma	-	0.5632	56.32%
Honey bee toxicity	-	0.7481	74.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	94.84%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.58%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	86.95%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.30%	85.11%
CHEMBL4040	P28482	MAP kinase ERK2	84.93%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.21%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587312
• LOTUS: LTS0176220
• wikiData: Q77562750