(2R,3R)-2-[(1S)-1-hydroxy-2-oxo-2-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]ethyl]-3-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoic acid

Details

• Internal ID: a2490efb-d198-45c0-a678-fc67f4d22f0e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2R,3R)-2-[(1S)-1-hydroxy-2-oxo-2-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methoxy]ethyl]-3-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentanoic acid
• InChI: InChI=1S/C27H40O17/c1-3-11(2)27(26(38)39,44-25-21(35)19(33)17(31)15(9-29)43-25)22(36)23(37)40-10-12-4-6-13(7-5-12)41-24-20(34)18(32)16(30)14(8-28)42-24/h4-7,11,14-22,24-25,28-36H,3,8-10H2,1-2H3,(H,38,39)/t11-,14-,15-,16-,17-,18+,19+,20-,21-,22-,24-,25+,27-/m1/s1
• InChI Key: WDUSVQPERDZPMH-GAIRLUJDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₀O₁₇
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.22654980 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.04
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7492	74.92%
Caco-2	-	0.8931	89.31%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7605	76.05%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6412	64.12%
P-glycoprotein inhibitior	-	0.4650	46.50%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.6056	60.56%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.8655	86.55%
CYP2C9 inhibition	-	0.8387	83.87%
CYP2C19 inhibition	-	0.8853	88.53%
CYP2D6 inhibition	-	0.9535	95.35%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	-	0.5983	59.83%
CYP inhibitory promiscuity	-	0.8686	86.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.8562	85.62%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6931	69.31%
Micronuclear	-	0.6426	64.26%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8836	88.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8934	89.34%
Acute Oral Toxicity (c)	III	0.7039	70.39%
Estrogen receptor binding	+	0.7365	73.65%
Androgen receptor binding	+	0.6512	65.12%
Thyroid receptor binding	-	0.5376	53.76%
Glucocorticoid receptor binding	-	0.5186	51.86%
Aromatase binding	+	0.5422	54.22%
PPAR gamma	+	0.6024	60.24%
Honey bee toxicity	-	0.8044	80.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8150	81.50%
Fish aquatic toxicity	+	0.8276	82.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	96.93%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.06%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.55%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	87.53%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.24%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.74%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.52%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.15%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.14%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.70%	97.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.46%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.40%	90.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.86%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.31%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.19%	93.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.05%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.67%	86.33%

Plants that contains it

• Gymnadenia conopsea

Cross-Links

• PubChem: 154496363
• LOTUS: LTS0205789
• wikiData: Q105302704