[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate

Details

• Internal ID: 127d3afa-be02-493e-b481-ad66e0124f92
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl (E)-3-phenylprop-2-enoate
• SMILES (Canonical): C1=CC=C(C=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C30H26O11/c31-18-9-7-17(8-10-18)22-14-21(33)26-20(32)12-19(13-23(26)40-22)39-30-29(37)28(36)27(35)24(41-30)15-38-25(34)11-6-16-4-2-1-3-5-16/h1-14,24,27-32,35-37H,15H2/b11-6+/t24-,27-,28+,29-,30-/m1/s1
• InChI Key: XOLPIGVCJFIOOY-KJECZUSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₁
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.14751164 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.31
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4948	49.48%
Caco-2	-	0.8952	89.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.5496	54.96%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7443	74.43%
P-glycoprotein inhibitior	+	0.6005	60.05%
P-glycoprotein substrate	-	0.7249	72.49%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.9058	90.58%
CYP2C9 inhibition	-	0.9011	90.11%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9451	94.51%
CYP2C8 inhibition	+	0.8797	87.97%
CYP inhibitory promiscuity	-	0.7904	79.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6179	61.79%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8934	89.34%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5718	57.18%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8954	89.54%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9410	94.10%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.8293	82.93%
Thyroid receptor binding	-	0.4905	49.05%
Glucocorticoid receptor binding	+	0.6641	66.41%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.7958	79.58%
Honey bee toxicity	-	0.7053	70.53%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	99.60%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.73%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.88%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.13%	91.49%
CHEMBL3194	P02766	Transthyretin	94.68%	90.71%
CHEMBL2581	P07339	Cathepsin D	94.67%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.20%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.68%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.33%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.39%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.66%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.89%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.80%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.44%	97.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.77%	95.64%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.40%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.72%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.40%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.50%	85.14%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.32%	94.23%

Plants that contains it

• Cynara cardunculus
• Salvia miltiorrhiza

Cross-Links

• PubChem: 162819283
• LOTUS: LTS0276431
• wikiData: Q104962128