[(2S,3R,4S,5R,6S)-2-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 6ca1c136-78fd-411d-b22c-d0872b7cae0a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5R,6S)-2-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2=CC(=C(C(=C2)O)C(=O)CCC3=CC=C(C=C3)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@H]([C@@H](O[C@H]1OC2=CC(=C(C(=C2)O)C(=O)CCC3=CC=C(C=C3)O)O)CO)O)O
• InChI: InChI=1S/C23H26O11/c1-11(25)32-22-21(31)20(30)18(10-24)34-23(22)33-14-8-16(28)19(17(29)9-14)15(27)7-4-12-2-5-13(26)6-3-12/h2-3,5-6,8-9,18,20-24,26,28-31H,4,7,10H2,1H3/t18-,20-,21-,22+,23+/m0/s1
• InChI Key: QIEAJYJXGQAYRU-YRFMLNNJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₁
• Molecular Weight: 478.40 g/mol
• Exact Mass: 478.14751164 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.37
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8135	81.35%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7928	79.28%
OATP2B1 inhibitior	-	0.5629	56.29%
OATP1B1 inhibitior	+	0.8539	85.39%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5688	56.88%
P-glycoprotein inhibitior	-	0.4940	49.40%
P-glycoprotein substrate	-	0.7474	74.74%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8745	87.45%
CYP2C9 inhibition	-	0.5469	54.69%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.8568	85.68%
CYP2C8 inhibition	+	0.5523	55.23%
CYP inhibitory promiscuity	-	0.8591	85.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7671	76.71%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8894	88.94%
Skin irritation	-	0.8448	84.48%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4342	43.42%
Micronuclear	-	0.6167	61.67%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8559	85.59%
Acute Oral Toxicity (c)	III	0.7907	79.07%
Estrogen receptor binding	+	0.8469	84.69%
Androgen receptor binding	+	0.5470	54.70%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.6091	60.91%
Aromatase binding	+	0.5574	55.74%
PPAR gamma	+	0.6657	66.57%
Honey bee toxicity	-	0.7304	73.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7840	78.40%

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	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.44%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.76%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.53%	86.92%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.35%	94.62%
CHEMBL4208	P20618	Proteasome component C5	88.18%	90.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	87.91%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.41%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.47%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.42%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.24%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.21%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.93%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.82%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.25%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.52%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.27%	94.80%

Plants that contains it

• Lithocarpus pachyphyllus

Cross-Links

• PubChem: 163105658
• LOTUS: LTS0176963
• wikiData: Q105221324