(2S,3R,4S,5S)-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 33f7c350-d282-4d99-b33f-a86e1bc84b8c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3R,4S,5S)-2-[(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl]oxyoxane-3,4,5-triol
• InChI: InChI=1S/C25H38O16/c1-9-15(30)18(33)22(41-23-19(34)16(31)13(29)8-37-23)25(38-9)40-21-17(32)14(7-26)39-24(20(21)35)36-5-4-10-2-3-11(27)12(28)6-10/h2-3,6,9,13-35H,4-5,7-8H2,1H3/t9-,13-,14+,15-,16-,17+,18+,19+,20+,21-,22+,23-,24+,25-/m0/s1
• InChI Key: NRAHCARXGIIWGH-IYDDFRIGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₁₆
• Molecular Weight: 594.60 g/mol
• Exact Mass: 594.21598512 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -4.23
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8369	83.69%
Caco-2	-	0.8942	89.42%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7192	71.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7471	74.71%
P-glycoprotein inhibitior	-	0.7490	74.90%
P-glycoprotein substrate	-	0.5903	59.03%
CYP3A4 substrate	+	0.6415	64.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8110	81.10%
CYP3A4 inhibition	-	0.9547	95.47%
CYP2C9 inhibition	-	0.8517	85.17%
CYP2C19 inhibition	-	0.9297	92.97%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8970	89.70%
CYP2C8 inhibition	+	0.5176	51.76%
CYP inhibitory promiscuity	-	0.8807	88.07%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9308	93.08%
Skin irritation	-	0.8076	80.76%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7796	77.96%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.9177	91.77%
skin sensitisation	-	0.8552	85.52%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9535	95.35%
Acute Oral Toxicity (c)	III	0.7691	76.91%
Estrogen receptor binding	+	0.7299	72.99%
Androgen receptor binding	-	0.6549	65.49%
Thyroid receptor binding	+	0.5826	58.26%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.6929	69.29%
Honey bee toxicity	-	0.7033	70.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	-	0.7440	74.40%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.66%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.64%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.39%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	91.48%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.44%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	89.33%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL4208	P20618	Proteasome component C5	85.69%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.26%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.72%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.93%	97.25%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.72%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.60%	92.94%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.42%	96.37%

Plants that contains it

• Leonurus japonicus

Cross-Links

• PubChem: 100929502
• LOTUS: LTS0106028
• wikiData: Q105184226