[(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 76fe4bbd-9189-4341-b4c0-52b613a6fdb7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(2R,3S,4S,5R,6S)-3,4-dihydroxy-5,6-bis[[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]oxy]oxan-2-yl]methoxy]-3,4,5-trihydroxyoxan-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)OCC3C(C(C(C(O3)OC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)OC(=O)C=CC5=CC(=C(C(=C5)OC)O)OC)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)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)OC(=O)/C=C/C5=CC(=C(C(=C5)OC)O)OC)O)O)O)O)O
• InChI: InChI=1S/C45H52O23/c1-57-24-13-21(14-25(58-2)35(24)49)7-10-32(46)63-19-30-38(52)40(54)42(56)44(65-30)64-20-31-39(53)41(55)43(67-33(47)11-8-22-15-26(59-3)36(50)27(16-22)60-4)45(66-31)68-34(48)12-9-23-17-28(61-5)37(51)29(18-23)62-6/h7-18,30-31,38-45,49-56H,19-20H2,1-6H3/b10-7+,11-8+,12-9+/t30-,31-,38-,39-,40+,41+,42-,43-,44-,45+/m1/s1
• InChI Key: MUQGQMDIXLYGAC-PKCRMPFFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₂O₂₃
• Molecular Weight: 960.90 g/mol
• Exact Mass: 960.28993790 g/mol
• Topological Polar Surface Area (TPSA): 324.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.56
• H-Bond Acceptor: 23
• H-Bond Donor: 8
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7761	77.61%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	0.5762	57.62%
OATP1B1 inhibitior	+	0.7970	79.70%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8925	89.25%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	-	0.7523	75.23%
CYP3A4 substrate	+	0.6021	60.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.8824	88.24%
CYP2C9 inhibition	-	0.8489	84.89%
CYP2C19 inhibition	-	0.8897	88.97%
CYP2D6 inhibition	-	0.9092	90.92%
CYP1A2 inhibition	-	0.9250	92.50%
CYP2C8 inhibition	+	0.6086	60.86%
CYP inhibitory promiscuity	-	0.8140	81.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.8719	87.19%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	+	0.5607	56.07%
Hepatotoxicity	-	0.7909	79.09%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.9402	94.02%
Acute Oral Toxicity (c)	III	0.7391	73.91%
Estrogen receptor binding	+	0.7884	78.84%
Androgen receptor binding	+	0.5347	53.47%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.6917	69.17%
Aromatase binding	+	0.6015	60.15%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.7984	79.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9200	92.00%

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	98.80%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.13%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.50%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.99%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.72%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	87.22%	92.50%
CHEMBL3194	P02766	Transthyretin	86.93%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.64%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.09%	97.36%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.31%	89.62%
CHEMBL4208	P20618	Proteasome component C5	80.56%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.50%	96.95%

Plants that contains it

• Brassica napus

Cross-Links

• PubChem: 101743469
• LOTUS: LTS0187814
• wikiData: Q105172652