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

Details

• Internal ID: 954db874-5e9f-4fa8-81d3-57de82b25c9d
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[4-[(Z)-2-[3-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethenyl]phenoxy]oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C\C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C26H32O13/c27-10-17-19(30)21(32)23(34)25(38-17)36-15-5-3-12(4-6-15)1-2-13-7-14(29)9-16(8-13)37-26-24(35)22(33)20(31)18(11-28)39-26/h1-9,17-35H,10-11H2/b2-1-/t17-,18-,19-,20-,21+,22+,23-,24-,25-,26-/m1/s1
• InChI Key: YGQPMDDXSJHKJT-GSNCJTLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₃
• Molecular Weight: 552.50 g/mol
• Exact Mass: 552.18429107 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.08
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8752	87.52%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6074	60.74%
OATP2B1 inhibitior	-	0.5669	56.69%
OATP1B1 inhibitior	+	0.9489	94.89%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5403	54.03%
P-glycoprotein inhibitior	-	0.5527	55.27%
P-glycoprotein substrate	-	0.9639	96.39%
CYP3A4 substrate	-	0.5107	51.07%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8191	81.91%
CYP3A4 inhibition	-	0.9327	93.27%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.8678	86.78%
CYP2D6 inhibition	-	0.9046	90.46%
CYP1A2 inhibition	-	0.9434	94.34%
CYP2C8 inhibition	+	0.4761	47.61%
CYP inhibitory promiscuity	-	0.6893	68.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8513	85.13%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7675	76.75%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.9123	91.23%
skin sensitisation	-	0.8415	84.15%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6933	69.33%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.6651	66.51%
Androgen receptor binding	-	0.5216	52.16%
Thyroid receptor binding	+	0.5247	52.47%
Glucocorticoid receptor binding	-	0.6624	66.24%
Aromatase binding	+	0.6221	62.21%
PPAR gamma	+	0.7938	79.38%
Honey bee toxicity	-	0.7346	73.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7694	76.94%

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	99.22%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.08%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	93.38%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	91.42%	94.73%
CHEMBL3194	P02766	Transthyretin	90.38%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.92%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.47%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	84.98%	83.57%
CHEMBL2581	P07339	Cathepsin D	83.97%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.32%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.87%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.34%	91.71%

Plants that contains it

• Acacia adunca
• Adiantum philippense
• Aldama incana
• Annona cornifolia
• Artemisia pedemontana subsp. assoana
• Astragalus sempervirens
• Calostephane divaricata
• Caragana aurantiaca
• Chaenomeles sinensis
• Dumortiera hirsuta
• Echeveria secunda
• Eucalyptus melliodora
• Gnetum latifolium
• Goniothalamus malayanus
• Hedysarum inundatum
• Hypericum laricifolium
• Ipomoea digitata
• Lepisorus ussuriensis
• Lysimachia mauritiana
• Marrubium anisodon
• Naucleopsis ternstroemiiflora
• Ocotea pittieri
• Pastinaca sativa
• Peltostigma guatemalense
• Premna odorata
• Rauvolfia vomitoria
• Rhodanthe chlorocephala subsp. rosea
• Rumex maritimus
• Salvia syriaca
• Scutellaria amoena
• Solanum laxum
• Swertia franchetiana
• Vaccinium oxycoccos
• Vitis vinifera
• Wikstroemia retusa
• Zanthoxylum tetraspermum

Cross-Links

• PubChem: 16040018
• NPASS: NPC234489
• LOTUS: LTS0174555
• wikiData: Q105348231