2-(Hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethenyl]-6-phenoxyoxane-3,4,4,5-tetrol

Details

• Internal ID: f80a8ca3-ba88-4ed0-8e07-821eceda9d18
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 2-(hydroxymethyl)-2-[2-(4-hydroxyphenyl)ethenyl]-6-phenoxyoxane-3,4,4,5-tetrol
• SMILES (Canonical): C1=CC=C(C=C1)OC2C(C(C(C(O2)(CO)C=CC3=CC=C(C=C3)O)O)(O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)OC2C(C(C(C(O2)(CO)C=CC3=CC=C(C=C3)O)O)(O)O)O
• InChI: InChI=1S/C20H22O8/c21-12-19(11-10-13-6-8-14(22)9-7-13)18(24)20(25,26)16(23)17(28-19)27-15-4-2-1-3-5-15/h1-11,16-18,21-26H,12H2
• InChI Key: JOTTYYVZHHDJME-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.03
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7749	77.49%
Caco-2	-	0.7996	79.96%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8777	87.77%
OATP1B3 inhibitior	+	0.9547	95.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8243	82.43%
P-glycoprotein inhibitior	-	0.7777	77.77%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	+	0.5698	56.98%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8162	81.62%
CYP3A4 inhibition	-	0.8988	89.88%
CYP2C9 inhibition	-	0.8404	84.04%
CYP2C19 inhibition	-	0.7952	79.52%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.8226	82.26%
CYP inhibitory promiscuity	-	0.7178	71.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.8339	83.39%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6420	64.20%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	-	0.6300	63.00%
skin sensitisation	-	0.7846	78.46%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	+	0.6217	62.17%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	+	0.5857	58.57%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.6191	61.91%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8267	82.67%

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	98.53%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	98.41%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	94.09%	95.93%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	93.11%	94.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.00%	89.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.94%	91.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.81%	89.44%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.66%	94.23%
CHEMBL242	Q92731	Estrogen receptor beta	90.30%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.94%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.80%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	83.36%	94.97%
CHEMBL221	P23219	Cyclooxygenase-1	82.74%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.66%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.65%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.12%	89.00%

Plants that contains it

• Reynoutria japonica
• Wurfbainia villosa

Cross-Links

• PubChem: 53395072
• NPASS: NPC67687