(3S,3'R,4S,6S,7R)-7-ethyl-3'-hydroxy-3,4,7-trimethylspiro[3,4-dihydro-1H-isochromene-6,5'-oxolane]-2',5,8-trione

Details

• Internal ID: 713b3cfa-4fbe-446a-b0d9-a92acd01d232
• Taxonomy: Organoheterocyclic compounds > Benzopyrans
• IUPAC Name: (3S,3'R,4S,6S,7R)-7-ethyl-3'-hydroxy-3,4,7-trimethylspiro[3,4-dihydro-1H-isochromene-6,5'-oxolane]-2',5,8-trione
• InChI: InChI=1S/C17H22O6/c1-5-16(4)13(19)10-7-22-9(3)8(2)12(10)14(20)17(16)6-11(18)15(21)23-17/h8-9,11,18H,5-7H2,1-4H3/t8-,9+,11-,16+,17-/m1/s1
• InChI Key: YXBCBQJJLPBBMD-XGSISSNYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₆
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9929	99.29%
Caco-2	+	0.7490	74.90%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7741	77.41%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8269	82.69%
P-glycoprotein inhibitior	-	0.7888	78.88%
P-glycoprotein substrate	-	0.6489	64.89%
CYP3A4 substrate	+	0.5803	58.03%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8899	88.99%
CYP3A4 inhibition	-	0.5114	51.14%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.9403	94.03%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	-	0.8308	83.08%
CYP inhibitory promiscuity	-	0.9313	93.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4456	44.56%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9348	93.48%
Skin irritation	+	0.6526	65.26%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7765	77.65%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8573	85.73%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.5410	54.10%
Estrogen receptor binding	+	0.7375	73.75%
Androgen receptor binding	+	0.6623	66.23%
Thyroid receptor binding	+	0.5872	58.72%
Glucocorticoid receptor binding	+	0.6801	68.01%
Aromatase binding	-	0.5847	58.47%
PPAR gamma	-	0.7326	73.26%
Honey bee toxicity	-	0.8352	83.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	93.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.74%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.38%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.28%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.87%	85.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.83%	96.38%
CHEMBL2581	P07339	Cathepsin D	86.75%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.94%	90.17%
CHEMBL1871	P10275	Androgen Receptor	80.36%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163034987
• LOTUS: LTS0050794
• wikiData: Q105367492