2-(Hydroxymethyl)-6-[4-(3-hydroxyprop-1-enoxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol

Details

• Internal ID: 3a1da700-214a-4b4e-8c32-d75ae3b01f39
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-[4-(3-hydroxyprop-1-enoxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)COC=CCO
• SMILES (Isomeric): COC1=CC(=CC(=C1OC2C(C(C(C(O2)CO)O)O)O)OC)COC=CCO
• InChI: InChI=1S/C18H26O10/c1-24-11-6-10(9-26-5-3-4-19)7-12(25-2)17(11)28-18-16(23)15(22)14(21)13(8-20)27-18/h3,5-7,13-16,18-23H,4,8-9H2,1-2H3
• InChI Key: ZCDXFTYPYJCBBM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₁₀
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.15259702 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7404	74.04%
Caco-2	-	0.7749	77.49%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6471	64.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8576	85.76%
OATP1B3 inhibitior	+	0.9724	97.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7034	70.34%
P-glycoprotein inhibitior	-	0.7235	72.35%
P-glycoprotein substrate	-	0.8360	83.60%
CYP3A4 substrate	+	0.5700	57.00%
CYP2C9 substrate	-	0.8059	80.59%
CYP2D6 substrate	-	0.8028	80.28%
CYP3A4 inhibition	-	0.8604	86.04%
CYP2C9 inhibition	-	0.8752	87.52%
CYP2C19 inhibition	-	0.7962	79.62%
CYP2D6 inhibition	-	0.8789	87.89%
CYP1A2 inhibition	-	0.8424	84.24%
CYP2C8 inhibition	+	0.5692	56.92%
CYP inhibitory promiscuity	-	0.6462	64.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7416	74.16%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9420	94.20%
Skin irritation	-	0.8522	85.22%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4746	47.46%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8240	82.40%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.8553	85.53%
Acute Oral Toxicity (c)	III	0.7378	73.78%
Estrogen receptor binding	+	0.5494	54.94%
Androgen receptor binding	-	0.5987	59.87%
Thyroid receptor binding	+	0.6605	66.05%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.5475	54.75%
PPAR gamma	+	0.6824	68.24%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7412	74.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	95.99%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.97%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.33%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.58%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.06%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.38%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	86.31%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.96%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.88%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.21%	95.89%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 163035965
• LOTUS: LTS0149835
• wikiData: Q105371049