(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-6-(hydroxymethyl)phenoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: c989eba4-75f2-4fea-bf19-0440a6fcbde2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[2-hydroxy-6-(hydroxymethyl)phenoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• InChI: InChI=1S/C19H28O13/c20-4-7-2-1-3-8(22)17(7)32-19-16(28)14(26)12(24)10(31-19)6-29-18-15(27)13(25)11(23)9(5-21)30-18/h1-3,9-16,18-28H,4-6H2/t9-,10-,11-,12-,13+,14+,15-,16-,18-,19+/m1/s1
• InChI Key: ZPQOXWLHAKLROW-XXQLXNJGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₁₃
• Molecular Weight: 464.40 g/mol
• Exact Mass: 464.15299094 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.11
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8919	89.19%
Caco-2	-	0.9107	91.07%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5990	59.90%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9507	95.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6846	68.46%
P-glycoprotein inhibitior	-	0.8254	82.54%
P-glycoprotein substrate	-	0.9075	90.75%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.9372	93.72%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.8867	88.67%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.9413	94.13%
CYP2C8 inhibition	-	0.6549	65.49%
CYP inhibitory promiscuity	-	0.7608	76.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.8419	84.19%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6664	66.64%
Micronuclear	-	0.6182	61.82%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7170	71.70%
Acute Oral Toxicity (c)	III	0.5539	55.39%
Estrogen receptor binding	+	0.6464	64.64%
Androgen receptor binding	-	0.6586	65.86%
Thyroid receptor binding	+	0.5977	59.77%
Glucocorticoid receptor binding	-	0.6139	61.39%
Aromatase binding	+	0.7089	70.89%
PPAR gamma	+	0.6985	69.85%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5547	55.47%

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	99.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.74%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	91.60%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.68%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.12%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.81%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.64%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%

Plants that contains it

• Idesia polycarpa

Cross-Links

• PubChem: 71624490
• LOTUS: LTS0171368
• wikiData: Q105381123