[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: fa78e652-4a01-421f-ad52-6a3fc54512a4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-7-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)C6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
• InChI: InChI=1S/C38H40O19/c1-51-22-9-15(10-23(52-2)29(22)43)3-8-26(42)53-14-25-31(45)34(48)36(50)38(57-25)56-21-12-20-27(18(41)11-19(54-20)16-4-6-17(40)7-5-16)32(46)28(21)37-35(49)33(47)30(44)24(13-39)55-37/h3-12,24-25,30-31,33-40,43-50H,13-14H2,1-2H3/b8-3+/t24-,25-,30-,31-,33+,34+,35-,36-,37+,38-/m1/s1
• InChI Key: AGLOWEFNIHNCIZ-VFHIEQPNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₁₉
• Molecular Weight: 800.70 g/mol
• Exact Mass: 800.21637904 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.45
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5340	53.40%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.7847	78.47%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6571	65.71%
P-glycoprotein inhibitior	+	0.6941	69.41%
P-glycoprotein substrate	+	0.5774	57.74%
CYP3A4 substrate	+	0.6794	67.94%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	+	0.8657	86.57%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9029	90.29%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5701	57.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6802	68.02%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.7466	74.66%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9315	93.15%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.7591	75.91%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.6291	62.91%
Aromatase binding	+	0.5950	59.50%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.54%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.84%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.61%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.32%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.15%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.02%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.88%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.40%	96.21%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL3194	P02766	Transthyretin	89.48%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.98%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.56%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.44%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.52%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.42%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	80.36%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.01%	97.14%

Plants that contains it

• Hordeum vulgare

Cross-Links

• PubChem: 10676812
• LOTUS: LTS0139170
• wikiData: Q104911878