6-Methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-2-one

Details

• Internal ID: 9249807a-3361-4513-b8f0-5b83d0dc13b9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 6-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypyran-2-one
• SMILES (Canonical): CC1=CC(=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC(=CC(=O)O1)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C12H16O8/c1-5-2-6(3-8(14)18-5)19-12-11(17)10(16)9(15)7(4-13)20-12/h2-3,7,9-13,15-17H,4H2,1H3
• InChI Key: SGVBQQQKSDCYTQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₈
• Molecular Weight: 288.25 g/mol
• Exact Mass: 288.08451746 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8118	81.18%
Caco-2	-	0.8226	82.26%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7567	75.67%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9343	93.43%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9386	93.86%
P-glycoprotein inhibitior	-	0.9455	94.55%
P-glycoprotein substrate	-	0.9677	96.77%
CYP3A4 substrate	-	0.5095	50.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8788	87.88%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.9565	95.65%
CYP2D6 inhibition	-	0.9529	95.29%
CYP1A2 inhibition	-	0.9525	95.25%
CYP2C8 inhibition	-	0.9135	91.35%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6808	68.08%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5554	55.54%
Micronuclear	-	0.5667	56.67%
Hepatotoxicity	-	0.8196	81.96%
skin sensitisation	-	0.9002	90.02%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.5621	56.21%
Acute Oral Toxicity (c)	III	0.7542	75.42%
Estrogen receptor binding	-	0.7396	73.96%
Androgen receptor binding	-	0.5602	56.02%
Thyroid receptor binding	-	0.6611	66.11%
Glucocorticoid receptor binding	-	0.5301	53.01%
Aromatase binding	-	0.7937	79.37%
PPAR gamma	+	0.6212	62.12%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.4822	48.22%

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	95.50%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.00%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.98%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.67%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.08%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.46%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.27%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.91%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.79%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.66%	99.17%
CHEMBL220	P22303	Acetylcholinesterase	81.22%	94.45%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.72%	93.65%

Plants that contains it

• Inulanthera nuda

Cross-Links

• PubChem: 163027883
• LOTUS: LTS0268645
• wikiData: Q104667880