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

Details

• Internal ID: 82262aef-2d49-4e32-8a6f-a2764a23c89f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-3-hydroxy-2-(4-hydroxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C15H22O8/c16-5-9(8-1-3-10(18)4-2-8)7-22-15-14(21)13(20)12(19)11(6-17)23-15/h1-4,9,11-21H,5-7H2/t9-,11-,12-,13+,14-,15-/m1/s1
• InChI Key: OHTLOEKRNJFCFS-WYWSWGBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₈
• Molecular Weight: 330.33 g/mol
• Exact Mass: 330.13146766 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8854	88.54%
Caco-2	-	0.8168	81.68%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6608	66.08%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9503	95.03%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.9056	90.56%
CYP3A4 substrate	-	0.5471	54.71%
CYP2C9 substrate	-	0.7913	79.13%
CYP2D6 substrate	-	0.8145	81.45%
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	-	0.7664	76.64%
CYP inhibitory promiscuity	-	0.7107	71.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8853	88.53%
Skin irritation	-	0.8432	84.32%
Skin corrosion	-	0.9721	97.21%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5291	52.91%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8706	87.06%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.6412	64.12%
Acute Oral Toxicity (c)	III	0.6096	60.96%
Estrogen receptor binding	-	0.7605	76.05%
Androgen receptor binding	+	0.5232	52.32%
Thyroid receptor binding	+	0.5616	56.16%
Glucocorticoid receptor binding	-	0.6766	67.66%
Aromatase binding	-	0.6723	67.23%
PPAR gamma	-	0.4880	48.80%
Honey bee toxicity	-	0.7375	73.75%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6550	65.50%
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	97.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.19%	94.73%
CHEMBL2581	P07339	Cathepsin D	86.93%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	86.80%	98.35%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.58%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.21%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.71%	99.17%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.64%	89.67%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.56%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.04%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.93%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	80.38%	83.82%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.09%	89.62%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 162911661
• LOTUS: LTS0176476
• wikiData: Q105192253