2-(3-Hydroxy-4,5-dimethoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4f5d0915-45da-45e4-ac5a-bfff618a5552
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(3-hydroxy-4,5-dimethoxyphenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C14H20O9/c1-20-8-4-6(3-7(16)13(8)21-2)22-14-12(19)11(18)10(17)9(5-15)23-14/h3-4,9-12,14-19H,5H2,1-2H3
• InChI Key: TZPAZXJAOIWJDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₉
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.11073221 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.41
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7991	79.91%
Caco-2	-	0.8288	82.88%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9616	96.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8641	86.41%
P-glycoprotein inhibitior	-	0.9390	93.90%
P-glycoprotein substrate	-	0.9334	93.34%
CYP3A4 substrate	+	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7966	79.66%
CYP3A4 inhibition	-	0.8453	84.53%
CYP2C9 inhibition	-	0.8717	87.17%
CYP2C19 inhibition	-	0.8517	85.17%
CYP2D6 inhibition	-	0.9008	90.08%
CYP1A2 inhibition	-	0.8683	86.83%
CYP2C8 inhibition	+	0.4694	46.94%
CYP inhibitory promiscuity	-	0.6831	68.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7283	72.83%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.8438	84.38%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8629	86.29%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.7858	78.58%
Estrogen receptor binding	-	0.6862	68.62%
Androgen receptor binding	-	0.8009	80.09%
Thyroid receptor binding	+	0.6271	62.71%
Glucocorticoid receptor binding	-	0.6090	60.90%
Aromatase binding	-	0.4944	49.44%
PPAR gamma	+	0.5216	52.16%
Honey bee toxicity	-	0.8622	86.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6549	65.49%
Fish aquatic toxicity	-	0.5629	56.29%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.62%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.60%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.55%	95.89%
CHEMBL4208	P20618	Proteasome component C5	83.39%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	82.37%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.12%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.57%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%

Plants that contains it

• Magnolia grandiflora

Cross-Links

• PubChem: 78157783
• LOTUS: LTS0007518
• wikiData: Q105268302