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

Details

• Internal ID: 9cca13c5-f093-4b30-8c1c-75c4ed419cb9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(CO3)(CO)O)O)OCCC4=CC(=C(C=C4)O)O)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@](CO3)(CO)O)O)OCCC4=CC(=C(C=C4)O)O)CO)O)O)O)O
• InChI: InChI=1S/C25H38O16/c1-10-15(30)17(32)18(33)22(38-10)40-19-16(31)14(7-26)39-23(36-5-4-11-2-3-12(28)13(29)6-11)20(19)41-24-21(34)25(35,8-27)9-37-24/h2-3,6,10,14-24,26-35H,4-5,7-9H2,1H3/t10-,14+,15-,16+,17+,18+,19-,20+,21-,22-,23+,24-,25+/m0/s1
• InChI Key: OIZGHARLBDZXFQ-YHQCYFESSA-N
• Popularity: 0 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: -3.10
• Atomic LogP (AlogP): -4.23
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7179	71.79%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7800	78.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4516	45.16%
P-glycoprotein inhibitior	-	0.6386	63.86%
P-glycoprotein substrate	-	0.5730	57.30%
CYP3A4 substrate	+	0.6587	65.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8235	82.35%
CYP3A4 inhibition	-	0.9159	91.59%
CYP2C9 inhibition	-	0.7900	79.00%
CYP2C19 inhibition	-	0.8510	85.10%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.8613	86.13%
CYP2C8 inhibition	+	0.6049	60.49%
CYP inhibitory promiscuity	-	0.7555	75.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5285	52.85%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9356	93.56%
Skin irritation	-	0.8016	80.16%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6960	69.60%
Micronuclear	-	0.7041	70.41%
Hepatotoxicity	-	0.7677	76.77%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8096	80.96%
Acute Oral Toxicity (c)	III	0.7116	71.16%
Estrogen receptor binding	+	0.7575	75.75%
Androgen receptor binding	-	0.5104	51.04%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	-	0.5069	50.69%
Aromatase binding	+	0.6891	68.91%
PPAR gamma	+	0.7080	70.80%
Honey bee toxicity	-	0.6927	69.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	-	0.6704	67.04%

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	99.67%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.04%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	94.60%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.60%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.32%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.27%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.13%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.07%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.96%	92.94%
CHEMBL4208	P20618	Proteasome component C5	85.83%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.87%	95.56%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.91%	92.68%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.55%	95.83%

Plants that contains it

• Dolichandrone serrulata
• Markhamia stipulata

Cross-Links

• PubChem: 101182652
• LOTUS: LTS0123449
• wikiData: Q104399183