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

Details

• Internal ID: 7665cbca-3604-4b71-acca-977efc66834a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-(6-hydroxyhexyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C18H28O8/c19-6-4-2-1-3-5-11-7-12(21)9-13(8-11)25-18-17(24)16(23)15(22)14(10-20)26-18/h7-9,14-24H,1-6,10H2/t14-,15-,16+,17-,18-/m1/s1
• InChI Key: XVEDLYFQMOHZLU-UYTYNIKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₈O₈
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.17841785 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8078	80.78%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9226	92.26%
P-glycoprotein inhibitior	-	0.8546	85.46%
P-glycoprotein substrate	-	0.8877	88.77%
CYP3A4 substrate	+	0.5721	57.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7901	79.01%
CYP3A4 inhibition	-	0.8809	88.09%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8266	82.66%
CYP2D6 inhibition	-	0.8979	89.79%
CYP1A2 inhibition	-	0.8952	89.52%
CYP2C8 inhibition	+	0.5458	54.58%
CYP inhibitory promiscuity	-	0.9086	90.86%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6652	66.52%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.8115	81.15%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7857	78.57%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.8531	85.31%
skin sensitisation	-	0.8683	86.83%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6281	62.81%
Acute Oral Toxicity (c)	III	0.6499	64.99%
Estrogen receptor binding	-	0.5445	54.45%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	-	0.5377	53.77%
Glucocorticoid receptor binding	-	0.5378	53.78%
Aromatase binding	-	0.5552	55.52%
PPAR gamma	+	0.6356	63.56%
Honey bee toxicity	-	0.7540	75.40%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6956	69.56%
Fish aquatic toxicity	-	0.4362	43.62%

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	98.84%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.89%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.63%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.71%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.45%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	89.11%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.84%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.70%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.64%	97.36%

Plants that contains it

• Grevillea robusta

Cross-Links

• PubChem: 102295956
• LOTUS: LTS0096456
• wikiData: Q105342805