(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: abb11dbe-e844-4c35-8943-36953267b907
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes > Stilbene glycosides
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=CC(=C3)O)C=CC4=CC=C(C=C4)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=CC(=C3)O)/C=C/C4=CC=C(C=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H32O12/c1-12-19(29)21(31)23(33)25(36-12)35-11-18-20(30)22(32)24(34)26(38-18)37-17-9-14(8-16(28)10-17)3-2-13-4-6-15(27)7-5-13/h2-10,12,18-34H,11H2,1H3/b3-2+/t12-,18+,19-,20+,21+,22-,23+,24+,25+,26+/m0/s1
• InChI Key: BBTZSNZPLSTSDA-BZQHUYPRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂O₁₂
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.18937645 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.70
• 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	-	0.7773	77.73%
Caco-2	-	0.8973	89.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7096	70.96%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4615	46.15%
P-glycoprotein inhibitior	-	0.7672	76.72%
P-glycoprotein substrate	-	0.7940	79.40%
CYP3A4 substrate	+	0.5519	55.19%
CYP2C9 substrate	-	0.6226	62.26%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9054	90.54%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.9076	90.76%
CYP2C8 inhibition	+	0.6172	61.72%
CYP inhibitory promiscuity	-	0.5627	56.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5531	55.31%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3612	36.12%
Micronuclear	+	0.5692	56.92%
Hepatotoxicity	-	0.8498	84.98%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	-	0.7889	78.89%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.8101	81.01%
Acute Oral Toxicity (c)	III	0.7658	76.58%
Estrogen receptor binding	+	0.6374	63.74%
Androgen receptor binding	-	0.6439	64.39%
Thyroid receptor binding	+	0.6083	60.83%
Glucocorticoid receptor binding	-	0.5242	52.42%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.7829	78.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8859	88.59%

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	99.08%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.43%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	95.35%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.08%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.15%	96.00%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.06%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.15%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.69%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	90.51%	98.35%
CHEMBL3194	P02766	Transthyretin	89.67%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.63%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.25%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.95%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.90%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.75%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.33%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.11%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%

Plants that contains it

• Elephantorrhiza goetzei
• Lysidice brevicalyx

Cross-Links

• PubChem: 45481958
• LOTUS: LTS0081210
• wikiData: Q104923059