(8aS)-2-hydroxy-4-methoxy-6,8a-dimethyl-6,7-dihydropyrano[2,3-b]pyran-5-one

Details

• Internal ID: 32733f59-77b5-4b23-8c62-d2a0357a3482
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (8aS)-2-hydroxy-4-methoxy-6,8a-dimethyl-6,7-dihydropyrano[2,3-b]pyran-5-one
• InChI: InChI=1S/C11H14O5/c1-6-5-15-11(2)9(10(6)13)7(14-3)4-8(12)16-11/h4,6,12H,5H2,1-3H3/t6?,11-/m0/s1
• InChI Key: GKNWJPAIDQPYNX-NWFFHIACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.27
• 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	+	0.9758	97.58%
Caco-2	+	0.6695	66.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9015	90.15%
OATP1B3 inhibitior	+	0.9367	93.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9122	91.22%
P-glycoprotein inhibitior	-	0.9569	95.69%
P-glycoprotein substrate	-	0.8317	83.17%
CYP3A4 substrate	+	0.5509	55.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8807	88.07%
CYP3A4 inhibition	-	0.6023	60.23%
CYP2C9 inhibition	-	0.8623	86.23%
CYP2C19 inhibition	-	0.7618	76.18%
CYP2D6 inhibition	-	0.9052	90.52%
CYP1A2 inhibition	-	0.5895	58.95%
CYP2C8 inhibition	-	0.8899	88.99%
CYP inhibitory promiscuity	-	0.8065	80.65%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9768	97.68%
Eye irritation	+	0.6032	60.32%
Skin irritation	-	0.6384	63.84%
Skin corrosion	-	0.9623	96.23%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7608	76.08%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8004	80.04%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.5773	57.73%
Acute Oral Toxicity (c)	III	0.4890	48.90%
Estrogen receptor binding	-	0.6877	68.77%
Androgen receptor binding	+	0.5703	57.03%
Thyroid receptor binding	+	0.5521	55.21%
Glucocorticoid receptor binding	-	0.7202	72.02%
Aromatase binding	-	0.6111	61.11%
PPAR gamma	-	0.6830	68.30%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9427	94.27%

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	99.35%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.94%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.05%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.41%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.03%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.18%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.88%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.02%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.12%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 370708
• LOTUS: LTS0224537
• wikiData: Q105106985