[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 244a5563-9739-4d91-982c-e757057ae41d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6S)-6-[3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC(=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C36H36O18/c1-14-33(54-36-31(47)28(44)26(42)23(53-36)13-49-24(41)9-3-15-2-8-19(38)20(39)10-15)30(46)32(48)35(50-14)51-18-11-21(40)25-22(12-18)52-34(29(45)27(25)43)16-4-6-17(37)7-5-16/h2-12,14,23,26,28,30-33,35-40,42,44-48H,13H2,1H3/b9-3+/t14-,23+,26+,28-,30-,31+,32+,33-,35-,36-/m0/s1
• InChI Key: RYFIRWYAAYKJJZ-YFOZGACTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₆O₁₈
• Molecular Weight: 756.70 g/mol
• Exact Mass: 756.19016430 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5706	57.06%
Caco-2	-	0.8876	88.76%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6748	67.48%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.9717	97.17%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9071	90.71%
P-glycoprotein inhibitior	+	0.6267	62.67%
P-glycoprotein substrate	+	0.6064	60.64%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	-	0.8193	81.93%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.8185	81.85%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9499	94.99%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.8780	87.80%
CYP inhibitory promiscuity	-	0.7166	71.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9061	90.61%
Skin irritation	-	0.8178	81.78%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6820	68.20%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8976	89.76%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9770	97.70%
Acute Oral Toxicity (c)	III	0.5286	52.86%
Estrogen receptor binding	+	0.7744	77.44%
Androgen receptor binding	+	0.7056	70.56%
Thyroid receptor binding	+	0.5597	55.97%
Glucocorticoid receptor binding	+	0.6111	61.11%
Aromatase binding	+	0.6105	61.05%
PPAR gamma	+	0.7378	73.78%
Honey bee toxicity	-	0.6830	68.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9691	96.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.97%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.87%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	99.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.69%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.22%	95.64%
CHEMBL2581	P07339	Cathepsin D	95.75%	98.95%
CHEMBL3194	P02766	Transthyretin	95.01%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	93.28%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.65%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.27%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.09%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.03%	91.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.88%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.79%	90.71%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	86.62%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.62%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.31%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.63%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.15%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.70%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL4208	P20618	Proteasome component C5	81.95%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.82%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.25%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.05%	94.45%

Plants that contains it

• Rorippa indica

Cross-Links

• PubChem: 101685309
• LOTUS: LTS0192722
• wikiData: Q105247536