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

Details

• Internal ID: 233384b3-fe27-4bb7-9802-a423bdf9ce9d
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[4-[(Z)-2-[3,5-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)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[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O
• InChI: InChI=1S/C32H42O18/c33-10-18-21(36)24(39)27(42)30(48-18)45-15-5-3-13(4-6-15)1-2-14-7-16(46-31-28(43)25(40)22(37)19(11-34)49-31)9-17(8-14)47-32-29(44)26(41)23(38)20(12-35)50-32/h1-9,18-44H,10-12H2/b2-1-/t18-,19-,20-,21-,22-,23-,24+,25+,26+,27-,28-,29-,30-,31-,32-/m1/s1
• InChI Key: KDOFKKLQXVZPRN-YTZOEHMTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₈
• Molecular Weight: 714.70 g/mol
• Exact Mass: 714.23711449 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -4.61
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 11

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	-	0.8881	88.81%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6074	60.74%
OATP2B1 inhibitior	-	0.7104	71.04%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8307	83.07%
P-glycoprotein inhibitior	+	0.5818	58.18%
P-glycoprotein substrate	-	0.9761	97.61%
CYP3A4 substrate	-	0.5524	55.24%
CYP2C9 substrate	+	0.5790	57.90%
CYP2D6 substrate	-	0.8176	81.76%
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	-	0.7108	71.08%
CYP inhibitory promiscuity	-	0.6893	68.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5665	56.65%
Eye corrosion	-	0.9939	99.39%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.8513	85.13%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8442	84.42%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.9197	91.97%
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	-	0.7672	76.72%
Acute Oral Toxicity (c)	III	0.5643	56.43%
Estrogen receptor binding	+	0.7073	70.73%
Androgen receptor binding	+	0.5360	53.60%
Thyroid receptor binding	+	0.5181	51.81%
Glucocorticoid receptor binding	-	0.7189	71.89%
Aromatase binding	+	0.5734	57.34%
PPAR gamma	+	0.7444	74.44%
Honey bee toxicity	-	0.7809	78.09%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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	98.40%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.01%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	94.03%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	89.30%	94.73%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.06%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.29%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.14%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.91%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.83%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.83%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.91%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.83%	95.89%

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: 16040017
• NPASS: NPC108212
• LOTUS: LTS0245116
• wikiData: Q105139269