(2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-3,5-dihydroxy-2-[3-hydroxy-5-[2-(4-hydroxyphenyl)ethyl]phenoxy]oxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 2b23b557-0651-46b5-912d-b42387d79c26
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R)-3,5-dihydroxy-2-[3-hydroxy-5-[2-(4-hydroxyphenyl)ethyl]phenoxy]oxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3=CC(=CC(=C3)O)CCC4=CC=C(C=C4)O)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](CO[C@H]([C@@H]2O)OC3=CC(=CC(=C3)O)CCC4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C25H32O11/c1-12-19(29)20(30)21(31)25(34-12)36-23-18(28)11-33-24(22(23)32)35-17-9-14(8-16(27)10-17)3-2-13-4-6-15(26)7-5-13/h4-10,12,18-32H,2-3,11H2,1H3/t12-,18+,19-,20+,21+,22+,23-,24-,25-/m0/s1
• InChI Key: MLDCSKHMNBONRR-HPKCNKPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₁
• Molecular Weight: 508.50 g/mol
• Exact Mass: 508.19446183 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8332	83.32%
Caco-2	-	0.8967	89.67%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7938	79.38%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7227	72.27%
P-glycoprotein inhibitior	-	0.7096	70.96%
P-glycoprotein substrate	+	0.5681	56.81%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7903	79.03%
CYP3A4 inhibition	-	0.8837	88.37%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.6076	60.76%
CYP inhibitory promiscuity	-	0.7921	79.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6893	68.93%
Micronuclear	-	0.6482	64.82%
Hepatotoxicity	-	0.8572	85.72%
skin sensitisation	-	0.8768	87.68%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9576	95.76%
Acute Oral Toxicity (c)	III	0.8161	81.61%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	-	0.5434	54.34%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	-	0.5704	57.04%
Aromatase binding	+	0.5470	54.70%
PPAR gamma	+	0.6934	69.34%
Honey bee toxicity	-	0.6135	61.35%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.4745	47.45%

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	99.01%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.07%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.28%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.00%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.79%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.75%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.82%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.72%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	89.67%	95.93%
CHEMBL4208	P20618	Proteasome component C5	89.61%	90.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.28%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.44%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.41%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.89%	85.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.25%	92.94%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.66%	97.36%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	83.31%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.29%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.19%	86.92%

Plants that contains it

• Tragopogon porrifolius

Cross-Links

• PubChem: 11533550
• LOTUS: LTS0117737
• wikiData: Q105166518