coumaroyl(3-OMe)(-1)[coumaroyl(-4)][coumaroyl(3-OMe)(-6)]Fruf(b2-1a)Gal

Details

• Internal ID: 2fe56993-f49b-4a02-886d-73eeda642db9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(2R,3S,4S,5S)-4-hydroxy-2,5-bis[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(O2)(COC(=O)C=CC3=CC(=C(C=C3)O)OC)OC4C(C(C(C(O4)CO)O)O)O)O)OC(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@](O2)(COC(=O)/C=C/C3=CC(=C(C=C3)O)OC)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O)O)OC(=O)/C=C/C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C41H44O19/c1-53-28-17-23(5-12-26(28)44)8-14-32(46)55-20-31-38(58-34(48)16-7-22-3-10-25(43)11-4-22)39(52)41(59-31,60-40-37(51)36(50)35(49)30(19-42)57-40)21-56-33(47)15-9-24-6-13-27(45)29(18-24)54-2/h3-18,30-31,35-40,42-45,49-52H,19-21H2,1-2H3/b14-8+,15-9+,16-7+/t30-,31-,35+,36+,37-,38-,39+,40-,41+/m1/s1
• InChI Key: CLQPFAIQQXAUST-PQCGYLHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₄₄O₁₉
• Molecular Weight: 840.80 g/mol
• Exact Mass: 840.24767917 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.53
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7932	79.32%
Caco-2	-	0.8834	88.34%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8626	86.26%
P-glycoprotein inhibitior	+	0.7363	73.63%
P-glycoprotein substrate	-	0.6206	62.06%
CYP3A4 substrate	+	0.6791	67.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7733	77.33%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.7818	78.18%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.8862	88.62%
CYP2C8 inhibition	+	0.8096	80.96%
CYP inhibitory promiscuity	-	0.7325	73.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6680	66.80%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8009	80.09%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.8034	80.34%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8995	89.95%
Acute Oral Toxicity (c)	III	0.6640	66.40%
Estrogen receptor binding	+	0.8181	81.81%
Androgen receptor binding	+	0.6844	68.44%
Thyroid receptor binding	+	0.5723	57.23%
Glucocorticoid receptor binding	+	0.6642	66.42%
Aromatase binding	+	0.5229	52.29%
PPAR gamma	+	0.7213	72.13%
Honey bee toxicity	-	0.6854	68.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9363	93.63%

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	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.62%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.76%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.81%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.14%	95.56%
CHEMBL3194	P02766	Transthyretin	91.65%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.95%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	88.66%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.16%	89.62%
CHEMBL4208	P20618	Proteasome component C5	88.03%	90.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.78%	89.67%
CHEMBL1951	P21397	Monoamine oxidase A	86.32%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.79%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	80.65%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.50%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.43%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.11%	95.50%

Plants that contains it

• Smilax bracteata

Cross-Links

• PubChem: 162932932
• LOTUS: LTS0157786
• wikiData: Q104963819