(2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(1R,2S)-1-hydroxy-2-[4-hydroxy-2-[(E)-2-(4-hydroxyphenyl)ethenyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-(4-hydroxyphenyl)ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 8863ff72-519b-4daf-a6c6-836fb77d7bfa
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[3-hydroxy-5-[(1R,2S)-1-hydroxy-2-[4-hydroxy-2-[(E)-2-(4-hydroxyphenyl)ethenyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-2-(4-hydroxyphenyl)ethyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=C(C(=CC(=C2)O)OC3C(C(C(C(O3)CO)O)O)O)C(C4=CC=C(C=C4)O)C(C5=CC(=CC(=C5)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C2=C(C(=CC(=C2)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)[C@H](C4=CC=C(C=C4)O)[C@H](C5=CC(=CC(=C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
• InChI: InChI=1S/C40H44O17/c41-16-28-33(48)35(50)37(52)39(56-28)54-26-13-21(12-24(45)14-26)32(47)31(19-5-9-23(44)10-6-19)30-20(4-1-18-2-7-22(43)8-3-18)11-25(46)15-27(30)55-40-38(53)36(51)34(49)29(17-42)57-40/h1-15,28-29,31-53H,16-17H2/b4-1+/t28-,29-,31+,32+,33-,34-,35+,36+,37-,38-,39-,40-/m1/s1
• InChI Key: QRDUDVLKPHGKLK-JGQDWPFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄O₁₇
• Molecular Weight: 796.80 g/mol
• Exact Mass: 796.25784993 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 17
• H-Bond Donor: 13
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8398	83.98%
Caco-2	-	0.9029	90.29%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5500	55.00%
OATP2B1 inhibitior	-	0.8461	84.61%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9663	96.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8808	88.08%
P-glycoprotein inhibitior	+	0.6068	60.68%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.5950	59.50%
CYP2C9 substrate	+	0.5829	58.29%
CYP2D6 substrate	-	0.8239	82.39%
CYP3A4 inhibition	-	0.9180	91.80%
CYP2C9 inhibition	-	0.8946	89.46%
CYP2C19 inhibition	-	0.8435	84.35%
CYP2D6 inhibition	-	0.8871	88.71%
CYP1A2 inhibition	-	0.9318	93.18%
CYP2C8 inhibition	+	0.6985	69.85%
CYP inhibitory promiscuity	-	0.6530	65.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6312	63.12%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.8906	89.06%
Skin irritation	-	0.8468	84.68%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8712	87.12%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.8123	81.23%
skin sensitisation	-	0.8030	80.30%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	III	0.5907	59.07%
Estrogen receptor binding	+	0.7919	79.19%
Androgen receptor binding	+	0.6162	61.62%
Thyroid receptor binding	+	0.5851	58.51%
Glucocorticoid receptor binding	-	0.6695	66.95%
Aromatase binding	+	0.5180	51.80%
PPAR gamma	+	0.7432	74.32%
Honey bee toxicity	-	0.6572	65.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8165	81.65%

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	99.14%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.92%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.79%	96.09%
CHEMBL3194	P02766	Transthyretin	93.37%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.31%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.33%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.33%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.82%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.75%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.21%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.60%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	87.40%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.30%	97.09%
CHEMBL4208	P20618	Proteasome component C5	85.61%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.46%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.81%	89.67%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.73%	88.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.69%	91.49%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.46%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.56%	99.15%

Plants that contains it

• Aconitum seravschanicum
• Adansonia grandidieri
• Alkekengi officinarum
• Aphyllocladus denticulatus
• Bassia muricata
• Dendriopoterium menendezii
• Dianthera secunda
• Dodonaea viscosa
• Dysoxylum cumingianum
• Enceliopsis argophylla
• Flacourtia jangomas
• Galatella sedifolia subsp. sedifolia
• Lavandula angustifolia subsp. pyrenaica
• Miliusa velutina
• Neobalanocarpus heimii
• Onobrychis arenaria
• Psychotria stachyoides
• Reynoutria japonica
• Senecio subdentatus
• Teucrium yemense
• Trichotosia mollis

Cross-Links

• PubChem: 21586804
• NPASS: NPC108167
• LOTUS: LTS0109666
• wikiData: Q104665552