2-[2,6-Dimethoxy-4-(3-methoxyprop-1-enyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a29a3665-aeae-4abd-ae6e-b3b588ffd25e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-[2,6-dimethoxy-4-(3-methoxyprop-1-enyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COCC=CC1=CC(=C(C(=C1)OC)OC2C(C(C(C(O2)CO)O)O)O)OC
• SMILES (Isomeric): COCC=CC1=CC(=C(C(=C1)OC)OC2C(C(C(C(O2)CO)O)O)O)OC
• InChI: InChI=1S/C18H26O9/c1-23-6-4-5-10-7-11(24-2)17(12(8-10)25-3)27-18-16(22)15(21)14(20)13(9-19)26-18/h4-5,7-8,13-16,18-22H,6,9H2,1-3H3
• InChI Key: KDZYNPVXUQIVAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₉
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.15768240 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.46
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6699	66.99%
Caco-2	-	0.6905	69.05%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6187	61.87%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6171	61.71%
P-glycoprotein inhibitior	-	0.7321	73.21%
P-glycoprotein substrate	-	0.9135	91.35%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.6046	60.46%
CYP2D6 substrate	-	0.8103	81.03%
CYP3A4 inhibition	-	0.8388	83.88%
CYP2C9 inhibition	-	0.8506	85.06%
CYP2C19 inhibition	-	0.8310	83.10%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.8415	84.15%
CYP2C8 inhibition	-	0.5710	57.10%
CYP inhibitory promiscuity	-	0.7551	75.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9506	95.06%
Skin irritation	-	0.8569	85.69%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5535	55.35%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7947	79.47%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.6955	69.55%
Estrogen receptor binding	-	0.5244	52.44%
Androgen receptor binding	-	0.6313	63.13%
Thyroid receptor binding	+	0.6160	61.60%
Glucocorticoid receptor binding	+	0.7016	70.16%
Aromatase binding	+	0.5269	52.69%
PPAR gamma	+	0.6030	60.30%
Honey bee toxicity	-	0.8229	82.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7030	70.30%

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	96.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.10%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.89%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.83%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.36%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.14%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.38%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.40%	89.62%

Plants that contains it

• Foeniculum vulgare
• Tinospora cordifolia

Cross-Links

• PubChem: 163087111
• LOTUS: LTS0268947
• wikiData: Q105139836