(4R)-4-[(1S)-1-hydroxyethyl]-1,4,5,6-tetrahydropyrano[3,4-c]pyran-3,8-dione

Details

• Internal ID: d917fa7a-e249-4b23-a5a4-bfe1899c596d
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (4R)-4-[(1S)-1-hydroxyethyl]-1,4,5,6-tetrahydropyrano[3,4-c]pyran-3,8-dione
• InChI: InChI=1S/C10H12O5/c1-5(11)8-6-2-3-14-9(12)7(6)4-15-10(8)13/h5,8,11H,2-4H2,1H3/t5-,8-/m0/s1
• InChI Key: YMHFOVZNDVWJCE-XNCJUZBTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₅
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.06847348 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.22
• H-Bond Acceptor: 5
• 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	+	0.9216	92.16%
Caco-2	+	0.4885	48.85%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8928	89.28%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9679	96.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9532	95.32%
P-glycoprotein inhibitior	-	0.9537	95.37%
P-glycoprotein substrate	-	0.8606	86.06%
CYP3A4 substrate	-	0.5574	55.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.8757	87.57%
CYP2C9 inhibition	-	0.9152	91.52%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9101	91.01%
CYP1A2 inhibition	-	0.6652	66.52%
CYP2C8 inhibition	-	0.9820	98.20%
CYP inhibitory promiscuity	-	0.9524	95.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5034	50.34%
Eye corrosion	-	0.9714	97.14%
Eye irritation	+	0.8369	83.69%
Skin irritation	-	0.6687	66.87%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6649	66.49%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.7085	70.85%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4896	48.96%
Acute Oral Toxicity (c)	III	0.4758	47.58%
Estrogen receptor binding	-	0.6967	69.67%
Androgen receptor binding	+	0.5309	53.09%
Thyroid receptor binding	-	0.7718	77.18%
Glucocorticoid receptor binding	-	0.5294	52.94%
Aromatase binding	-	0.8701	87.01%
PPAR gamma	-	0.7514	75.14%
Honey bee toxicity	-	0.8894	88.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9065	90.65%

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	96.10%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.62%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.09%	91.11%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.89%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.91%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.75%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.27%	100.00%

Plants that contains it

• Gentiana siphonantha

Cross-Links

• PubChem: 162953277
• LOTUS: LTS0055561
• wikiData: Q102165789