[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 13d1af34-1e3d-4a93-a267-69b70dca4f4a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4-oxochromen-6-yl]-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C\C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3C4=C(C=C5C(=C4O)C(=O)C=C(O5)C6=CC=C(C=C6)O)OC)CO)O)O)O)O)O)O
• InChI: InChI=1S/C38H40O18/c1-50-22-11-16(3-9-19(22)41)4-10-27(43)52-15-26-31(45)33(47)35(49)38(55-26)56-37-34(48)30(44)25(14-39)54-36(37)29-23(51-2)13-24-28(32(29)46)20(42)12-21(53-24)17-5-7-18(40)8-6-17/h3-13,25-26,30-31,33-41,44-49H,14-15H2,1-2H3/b10-4-/t25-,26-,30-,31-,33+,34+,35-,36+,37-,38+/m1/s1
• InChI Key: WZAXZHIVHPRTIU-DKULBZLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₀O₁₈
• Molecular Weight: 784.70 g/mol
• Exact Mass: 784.22146442 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.20
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• 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	-	0.8896	88.96%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.5749	57.49%
OATP1B1 inhibitior	+	0.8063	80.63%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6062	60.62%
P-glycoprotein inhibitior	+	0.6632	66.32%
P-glycoprotein substrate	+	0.5780	57.80%
CYP3A4 substrate	+	0.6997	69.97%
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	+	0.8547	85.47%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.6229	62.29%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.8466	84.66%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9686	96.86%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.7870	78.70%
Thyroid receptor binding	+	0.5485	54.85%
Glucocorticoid receptor binding	+	0.6955	69.55%
Aromatase binding	+	0.6075	60.75%
PPAR gamma	+	0.7161	71.61%
Honey bee toxicity	-	0.6695	66.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	99.86%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.40%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.40%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.02%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.83%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.66%	91.49%
CHEMBL3194	P02766	Transthyretin	95.29%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.62%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.57%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.71%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.76%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.70%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.63%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	85.03%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.98%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.28%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.83%	96.09%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	82.92%	97.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.40%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	81.62%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.40%	95.83%

Plants that contains it

• Helianthus annuus
• Ziziphus jujuba

Cross-Links

• PubChem: 11972349
• NPASS: NPC268129