[(2S,3R,4S,5S,6S)-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: b60f17d9-b341-4028-88e1-e26feb2df4a1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2S,3R,4S,5S,6S)-6-[4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-2,3-dihydroxyphenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C(=C(C=C3)C(=O)C=CC4=CC(=C(C=C4)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@H]2[C@@H]([C@@H]([C@@H]([C@@H](O2)OC3=C(C(=C(C=C3)C(=O)/C=C/C4=CC(=C(C=C4)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C30H28O13/c31-17-6-1-15(2-7-17)5-12-24(35)41-14-23-27(38)28(39)29(40)30(43-23)42-22-11-8-18(25(36)26(22)37)19(32)9-3-16-4-10-20(33)21(34)13-16/h1-13,23,27-31,33-34,36-40H,14H2/b9-3+,12-5+/t23-,27-,28-,29-,30+/m0/s1
• InChI Key: SJGXLSYEYLGFRT-DVZKGYIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₈O₁₃
• Molecular Weight: 596.50 g/mol
• Exact Mass: 596.15299094 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6966	69.66%
Caco-2	-	0.9096	90.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6141	61.41%
OATP2B1 inhibitior	-	0.6944	69.44%
OATP1B1 inhibitior	+	0.9056	90.56%
OATP1B3 inhibitior	+	0.8952	89.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	+	0.6083	60.83%
P-glycoprotein substrate	-	0.7763	77.63%
CYP3A4 substrate	+	0.6117	61.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8743	87.43%
CYP3A4 inhibition	-	0.8048	80.48%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.8586	85.86%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	+	0.8532	85.32%
CYP inhibitory promiscuity	-	0.7652	76.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7217	72.17%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.8902	89.02%
Skin irritation	-	0.8328	83.28%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3755	37.55%
Micronuclear	+	0.6566	65.66%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.7988	79.88%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8991	89.91%
Acute Oral Toxicity (c)	III	0.7167	71.67%
Estrogen receptor binding	+	0.7832	78.32%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	+	0.5941	59.41%
Glucocorticoid receptor binding	+	0.6064	60.64%
Aromatase binding	-	0.5183	51.83%
PPAR gamma	+	0.7089	70.89%
Honey bee toxicity	-	0.7637	76.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9633	96.33%

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	99.27%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.69%	91.49%
CHEMBL3194	P02766	Transthyretin	98.39%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.09%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.16%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.93%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.28%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.88%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.69%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.42%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.41%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.93%	80.78%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.86%	89.67%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.18%	95.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.09%	91.71%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.75%	82.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.02%	90.71%

Plants that contains it

• Bidens pilosa

Cross-Links

• PubChem: 162970579
• LOTUS: LTS0106013
• wikiData: Q105254288