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

Details

• Internal ID: 080bcc8c-5ed1-4051-a197-d1f815d3c2f5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 3-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxo-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-3-yl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)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/C37H38O19/c1-50-21-10-16(5-8-19(21)40)34-35(29(45)26-20(41)11-18(12-22(26)53-34)52-36-32(48)30(46)27(43)23(13-38)54-36)56-37-33(49)31(47)28(44)24(55-37)14-51-25(42)9-4-15-2-6-17(39)7-3-15/h2-12,23-24,27-28,30-33,36-41,43-44,46-49H,13-14H2,1H3/b9-4+/t23-,24-,27-,28-,30+,31+,32-,33-,36-,37+/m1/s1
• InChI Key: PDCXCJUQXPDCGB-NXVNACQTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₈O₁₉
• Molecular Weight: 786.70 g/mol
• Exact Mass: 786.20072898 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.79
• 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	-	0.5206	52.06%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6638	66.38%
P-glycoprotein inhibitior	+	0.6897	68.97%
P-glycoprotein substrate	+	0.5069	50.69%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	0.8144	81.44%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.9297	92.97%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.8853	88.53%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6400	64.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.8356	83.56%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6328	63.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7584	75.84%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9001	90.01%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.6718	67.18%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	+	0.6458	64.58%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	+	0.6865	68.65%
Honey bee toxicity	-	0.7164	71.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8772	87.72%

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	99.35%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.10%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.42%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.85%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.33%	85.14%
CHEMBL3194	P02766	Transthyretin	93.65%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.45%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.20%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.63%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.77%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.25%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.38%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.40%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.93%	95.78%
CHEMBL3438	Q05513	Protein kinase C zeta	84.84%	88.48%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.37%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.62%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.51%	90.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.32%	94.33%

Plants that contains it

• Lotus polyphyllos

Cross-Links

• PubChem: 11968642
• LOTUS: LTS0103638
• wikiData: Q105206318