2-(Hydroxymethyl)-6-[3-(4-methoxyphenyl)prop-2-enoxy]oxane-3,4,5-triol

Details

• Internal ID: efd1c984-b220-4011-9a91-01a132a5230a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: 2-(hydroxymethyl)-6-[3-(4-methoxyphenyl)prop-2-enoxy]oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C=CCOC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H22O7/c1-21-11-6-4-10(5-7-11)3-2-8-22-16-15(20)14(19)13(18)12(9-17)23-16/h2-7,12-20H,8-9H2,1H3
• InChI Key: XRQSXJGKRJVWSU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8169	81.69%
Caco-2	-	0.6428	64.28%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6208	62.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8701	87.01%
OATP1B3 inhibitior	+	0.9763	97.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8566	85.66%
P-glycoprotein inhibitior	-	0.8841	88.41%
P-glycoprotein substrate	-	0.9505	95.05%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8976	89.76%
CYP2C9 inhibition	-	0.8978	89.78%
CYP2C19 inhibition	-	0.8306	83.06%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	-	0.7564	75.64%
CYP inhibitory promiscuity	-	0.5958	59.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6011	60.11%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.8375	83.75%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3907	39.07%
Micronuclear	-	0.6041	60.41%
Hepatotoxicity	-	0.8415	84.15%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7002	70.02%
Acute Oral Toxicity (c)	III	0.7404	74.04%
Estrogen receptor binding	-	0.7138	71.38%
Androgen receptor binding	+	0.5452	54.52%
Thyroid receptor binding	-	0.6146	61.46%
Glucocorticoid receptor binding	-	0.6350	63.50%
Aromatase binding	-	0.5834	58.34%
PPAR gamma	-	0.6545	65.45%
Honey bee toxicity	-	0.9055	90.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	-	0.5171	51.71%

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	97.47%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.91%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.87%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.10%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.87%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.63%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.90%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.32%	95.93%

Plants that contains it

• Rhodiola crenulata
• Rhodiola rosea
• Salix viminalis

Cross-Links

• PubChem: 72726663
• LOTUS: LTS0260158
• wikiData: Q105340691