[(2R,3S,4S,5R,6S)-6-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-3,4-dihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 04400aac-1c57-4502-8348-addb0d7ccf45
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid 5-O-p-coumaroyl glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-3,4-dihydro-2H-chromen-5-yl]oxy]-3,4-dihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3=CC(=CC4=C3CC(C(O4)C5=CC(=C(C=C5)O)O)O)O)COC(=O)C=CC6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=CC4=C3C[C@@H]([C@H](O4)C5=CC(=C(C=C5)O)O)O)O)COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C40H38O16/c1-51-32-14-21(4-10-27(32)44)6-13-35(48)56-39-37(50)36(49)33(19-52-34(47)12-5-20-2-8-23(41)9-3-20)55-40(39)54-31-17-24(42)16-30-25(31)18-29(46)38(53-30)22-7-11-26(43)28(45)15-22/h2-17,29,33,36-46,49-50H,18-19H2,1H3/b12-5+,13-6+/t29-,33+,36+,37-,38+,39+,40+/m0/s1
• InChI Key: DFZHDDNFAQXALN-DFJAHCHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₃₈O₁₆
• Molecular Weight: 774.70 g/mol
• Exact Mass: 774.21598512 g/mol
• Topological Polar Surface Area (TPSA): 251.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8072	80.72%
Caco-2	-	0.8941	89.41%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9033	90.33%
P-glycoprotein inhibitior	+	0.7211	72.11%
P-glycoprotein substrate	-	0.5190	51.90%
CYP3A4 substrate	+	0.6950	69.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8456	84.56%
CYP3A4 inhibition	-	0.9266	92.66%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.8875	88.75%
CYP2C8 inhibition	+	0.8091	80.91%
CYP inhibitory promiscuity	-	0.8816	88.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5896	58.96%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.8170	81.70%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7013	70.13%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8996	89.96%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9576	95.76%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.7992	79.92%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5526	55.26%
Glucocorticoid receptor binding	+	0.6225	62.25%
Aromatase binding	-	0.4886	48.86%
PPAR gamma	+	0.7059	70.59%
Honey bee toxicity	-	0.7316	73.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9311	93.11%

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	99.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.43%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	99.30%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.91%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.86%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.65%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.44%	95.56%
CHEMBL3194	P02766	Transthyretin	93.58%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.45%	96.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	93.37%	97.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.86%	99.17%
CHEMBL4208	P20618	Proteasome component C5	89.12%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.51%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.12%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.67%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	84.88%	88.48%
CHEMBL2581	P07339	Cathepsin D	83.04%	98.95%
CHEMBL2535	P11166	Glucose transporter	82.31%	98.75%
CHEMBL5255	O00206	Toll-like receptor 4	82.24%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.77%	95.89%

Plants that contains it

• Cinnamomum bejolghota

Cross-Links

• PubChem: 21637581
• LOTUS: LTS0015303
• wikiData: Q104978466