[(2R,3S,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 057ee6ff-4b74-4549-a93a-7ca97937254a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-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)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)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)C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O12/c31-16-6-1-14(2-7-16)3-10-23(35)40-13-22-26(36)28(38)29(39)30(42-22)25-19(34)12-21-24(27(25)37)18(33)11-20(41-21)15-4-8-17(32)9-5-15/h1-12,22,26,28-32,34,36-39H,13H2/b10-3+/t22-,26-,28+,29-,30+/m1/s1
• InChI Key: ZTDLEPCPWDWZOM-IOQDTQQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₂
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.14242626 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4689	46.89%
Caco-2	-	0.9125	91.25%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5846	58.46%
OATP2B1 inhibitior	-	0.5459	54.59%
OATP1B1 inhibitior	+	0.8479	84.79%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.5767	57.67%
P-glycoprotein inhibitior	+	0.6089	60.89%
P-glycoprotein substrate	-	0.7241	72.41%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8659	86.59%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	+	0.8653	86.53%
CYP inhibitory promiscuity	-	0.7755	77.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8838	88.38%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6055	60.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.4226	42.26%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8777	87.77%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9552	95.52%
Acute Oral Toxicity (c)	III	0.4048	40.48%
Estrogen receptor binding	+	0.7202	72.02%
Androgen receptor binding	+	0.8124	81.24%
Thyroid receptor binding	+	0.5624	56.24%
Glucocorticoid receptor binding	+	0.6974	69.74%
Aromatase binding	-	0.4850	48.50%
PPAR gamma	+	0.7281	72.81%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9677	96.77%

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	99.63%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.02%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.69%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.81%	98.95%
CHEMBL3194	P02766	Transthyretin	95.62%	90.71%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.80%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	90.45%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.65%	95.64%
CHEMBL4040	P28482	MAP kinase ERK2	88.33%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.25%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.53%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.32%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.54%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.06%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.03%	94.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.94%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.22%	86.92%

Plants that contains it

• Clematis rehderiana

Cross-Links

• PubChem: 163190779
• LOTUS: LTS0225492
• wikiData: Q105382875