(2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(4-hydroxyphenyl)methoxy]oxane-3,4,5-triol

Details

• Internal ID: eb516c52-78d8-463c-99dc-c67987748d39
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(4-hydroxyphenyl)methoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1COC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1CO[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C13H18O7/c14-5-9-10(16)11(17)12(18)13(20-9)19-6-7-1-3-8(15)4-2-7/h1-4,9-18H,5-6H2/t9-,10+,11+,12-,13-/m1/s1
• InChI Key: WGBHVCJJFIVFAL-KSSYENDESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈O₇
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.10525291 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.29
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8854	88.54%
Caco-2	-	0.7187	71.87%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8934	89.34%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9660	96.60%
P-glycoprotein inhibitior	-	0.9457	94.57%
P-glycoprotein substrate	-	0.9717	97.17%
CYP3A4 substrate	-	0.5932	59.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.8929	89.29%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.9425	94.25%
CYP2C8 inhibition	-	0.5637	56.37%
CYP inhibitory promiscuity	-	0.7107	71.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.8432	84.32%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.9199	91.99%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6341	63.41%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	-	0.7954	79.54%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	-	0.5520	55.20%
Glucocorticoid receptor binding	-	0.5360	53.60%
Aromatase binding	-	0.7166	71.66%
PPAR gamma	-	0.5204	52.04%
Honey bee toxicity	-	0.7983	79.83%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	-	0.5754	57.54%

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	96.54%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.07%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.00%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.73%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	84.32%	94.73%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.94%	85.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.83%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.75%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.04%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%

Plants that contains it

• Citrullus colocynthis
• Gymnadenia conopsea
• Rhodiola crenulata

Cross-Links

• PubChem: 49871128
• LOTUS: LTS0086366
• wikiData: Q105304313