4-(Methoxymethyl)-5-(beta-D-glucopyranosyloxy)-6-methylpyridine-3-methanol

Details

• Internal ID: 0d358fd4-e87a-4292-ab1c-9b73b700fbf7
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridoxines
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[5-(hydroxymethyl)-4-(methoxymethyl)-2-methylpyridin-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=NC=C(C(=C1OC2C(C(C(C(O2)CO)O)O)O)COC)CO
• SMILES (Isomeric): CC1=NC=C(C(=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)COC)CO
• InChI: InChI=1S/C15H23NO8/c1-7-14(9(6-22-2)8(4-17)3-16-7)24-15-13(21)12(20)11(19)10(5-18)23-15/h3,10-13,15,17-21H,4-6H2,1-2H3/t10-,11-,12+,13-,15+/m1/s1
• InChI Key: OZAMFSFIKVSAHM-VVSAWPALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₈
• Molecular Weight: 345.34 g/mol
• Exact Mass: 345.14236669 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.79
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8374	83.74%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4622	46.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.9423	94.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8344	83.44%
P-glycoprotein inhibitior	-	0.8765	87.65%
P-glycoprotein substrate	-	0.9007	90.07%
CYP3A4 substrate	+	0.5903	59.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.8105	81.05%
CYP2D6 inhibition	-	0.8573	85.73%
CYP1A2 inhibition	-	0.7933	79.33%
CYP2C8 inhibition	+	0.4817	48.17%
CYP inhibitory promiscuity	-	0.7959	79.59%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5931	59.31%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9695	96.95%
Skin irritation	-	0.8351	83.51%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5465	54.65%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	-	0.8446	84.46%
skin sensitisation	-	0.8401	84.01%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7601	76.01%
Acute Oral Toxicity (c)	III	0.7058	70.58%
Estrogen receptor binding	-	0.6203	62.03%
Androgen receptor binding	-	0.5929	59.29%
Thyroid receptor binding	+	0.5258	52.58%
Glucocorticoid receptor binding	-	0.4750	47.50%
Aromatase binding	+	0.5555	55.55%
PPAR gamma	-	0.5174	51.74%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.7864	78.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.34%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	93.63%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.51%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.25%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.86%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.13%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.51%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.32%	93.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%

Plants that contains it

• Albizia julibrissin
• Celastrus hypoleucus
• Mikania rimachii
• Vellozia compacta

Cross-Links

• PubChem: 14260867
• LOTUS: LTS0017865
• wikiData: Q104998230