(2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ba62dcce-6839-4775-b8b6-d3ea60c05dbc
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2S,3R,4S,5R)-4,5-dihydroxy-2-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1C(C(C(C(O1)OC2=CC(=CC(=C2)O)C=CC3=CC=C(C=C3)O)OC4C(C(C(C(O4)CO)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=CC(=C2)O)/C=C/C3=CC=C(C=C3)O)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)O
• InChI: InChI=1S/C25H30O12/c26-10-18-20(31)21(32)22(33)24(36-18)37-23-19(30)17(29)11-34-25(23)35-16-8-13(7-15(28)9-16)2-1-12-3-5-14(27)6-4-12/h1-9,17-33H,10-11H2/b2-1+/t17-,18-,19+,20+,21+,22-,23-,24+,25+/m1/s1
• InChI Key: KTSPZJPSJGQOIQ-CMCSDHCMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀O₁₂
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.17372639 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8536	85.36%
Caco-2	-	0.9224	92.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5506	55.06%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7131	71.31%
P-glycoprotein substrate	-	0.8094	80.94%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.9411	94.11%
CYP2C9 inhibition	-	0.9562	95.62%
CYP2C19 inhibition	-	0.9181	91.81%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.9496	94.96%
CYP2C8 inhibition	+	0.5408	54.08%
CYP inhibitory promiscuity	-	0.8406	84.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.8398	83.98%
Skin corrosion	-	0.9656	96.56%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6622	66.22%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.9425	94.25%
skin sensitisation	-	0.8383	83.83%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8799	87.99%
Acute Oral Toxicity (c)	III	0.6447	64.47%
Estrogen receptor binding	+	0.6508	65.08%
Androgen receptor binding	-	0.5193	51.93%
Thyroid receptor binding	+	0.6171	61.71%
Glucocorticoid receptor binding	-	0.6718	67.18%
Aromatase binding	+	0.6622	66.22%
PPAR gamma	+	0.7942	79.42%
Honey bee toxicity	-	0.6595	65.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6911	69.11%

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	99.59%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.34%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.53%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.14%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.18%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.86%	94.73%
CHEMBL242	Q92731	Estrogen receptor beta	88.57%	98.35%
CHEMBL3194	P02766	Transthyretin	87.82%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.77%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.33%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.90%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.20%	95.83%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.60%	94.45%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.05%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.24%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.11%	91.71%
CHEMBL4208	P20618	Proteasome component C5	81.44%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.35%	92.68%
CHEMBL1951	P21397	Monoamine oxidase A	80.83%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.62%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.30%	89.62%

Plants that contains it

• Lysidice brevicalyx

Cross-Links

• PubChem: 162911716
• LOTUS: LTS0067503
• wikiData: Q105145950