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

Details

• Internal ID: 07270915-abff-4c12-bd61-2a1290d7abe7
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
• IUPAC Name: [(2R,3S,4S,5S)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-5-[[(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-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)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)OC)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)OC)O
• InChI: InChI=1S/C42H46O20/c1-54-28-16-22(4-10-25(28)44)7-13-33(47)57-20-32-39(60-35(49)15-9-24-6-12-27(46)30(18-24)56-3)40(53)42(61-32,62-41-38(52)37(51)36(50)31(19-43)59-41)21-58-34(48)14-8-23-5-11-26(45)29(17-23)55-2/h4-18,31-32,36-41,43-46,50-53H,19-21H2,1-3H3/b13-7+,14-8+,15-9+/t31-,32-,36+,37+,38-,39-,40+,41-,42+/m1/s1
• InChI Key: SQCTZOGLCPPVLI-UJNXWIMZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₆O₂₀
• Molecular Weight: 870.80 g/mol
• Exact Mass: 870.25824385 g/mol
• Topological Polar Surface Area (TPSA): 296.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 20
• H-Bond Donor: 8
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7827	78.27%
Caco-2	-	0.8773	87.73%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7023	70.23%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8546	85.46%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	-	0.6977	69.77%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7802	78.02%
CYP2C9 inhibition	-	0.8269	82.69%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8796	87.96%
CYP2C8 inhibition	+	0.7359	73.59%
CYP inhibitory promiscuity	-	0.7421	74.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6433	64.33%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9089	90.89%
Skin irritation	-	0.8527	85.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7977	79.77%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9284	92.84%
Acute Oral Toxicity (c)	III	0.6316	63.16%
Estrogen receptor binding	+	0.8053	80.53%
Androgen receptor binding	+	0.6721	67.21%
Thyroid receptor binding	+	0.5908	59.08%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.5364	53.64%
PPAR gamma	+	0.7305	73.05%
Honey bee toxicity	-	0.7133	71.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9374	93.74%

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	99.65%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.40%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.39%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.57%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.46%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.34%	94.73%
CHEMBL3194	P02766	Transthyretin	88.01%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.00%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.95%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.39%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.04%	89.62%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.40%	97.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.16%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.41%	80.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.25%	86.92%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.11%	95.50%

Plants that contains it

• Smilax bracteata

Cross-Links

• PubChem: 162821219
• LOTUS: LTS0107080
• wikiData: Q105257764