(4aS,5R)-4a,5-dimethyl-4,5,6,7-tetrahydroisochromene-1,3-dione

Details

• Internal ID: d0b478ae-d6d1-4d71-976e-f39404590fcf
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (4aS,5R)-4a,5-dimethyl-4,5,6,7-tetrahydroisochromene-1,3-dione
• InChI: InChI=1S/C11H14O3/c1-7-4-3-5-8-10(13)14-9(12)6-11(7,8)2/h5,7H,3-4,6H2,1-2H3/t7-,11+/m1/s1
• InChI Key: MLIXRKUBDYCIFK-HQJQHLMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23 g/mol
• Exact Mass: 194.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.7684	76.84%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6510	65.10%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9008	90.08%
P-glycoprotein inhibitior	-	0.9720	97.20%
P-glycoprotein substrate	-	0.9325	93.25%
CYP3A4 substrate	-	0.5108	51.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.7105	71.05%
CYP2C9 inhibition	-	0.9068	90.68%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9315	93.15%
CYP1A2 inhibition	-	0.5750	57.50%
CYP2C8 inhibition	-	0.8556	85.56%
CYP inhibitory promiscuity	-	0.9427	94.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5685	56.85%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.7188	71.88%
Skin irritation	+	0.5221	52.21%
Skin corrosion	-	0.8842	88.42%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6539	65.39%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.6639	66.39%
Estrogen receptor binding	-	0.9406	94.06%
Androgen receptor binding	-	0.7611	76.11%
Thyroid receptor binding	-	0.7930	79.30%
Glucocorticoid receptor binding	-	0.8956	89.56%
Aromatase binding	-	0.7264	72.64%
PPAR gamma	-	0.8224	82.24%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9940	99.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.81%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL4072	P07858	Cathepsin B	84.80%	93.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.24%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.71%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.67%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.79%	97.14%

Plants that contains it

• Stachys chinensis

Cross-Links

• PubChem: 163049229
• LOTUS: LTS0069599
• wikiData: Q105166713