[(2R,3R,4S,5R,6S)-4-acetyloxy-3,5-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 1958f3f6-b7da-47d2-ba59-ecb198843024
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-4-acetyloxy-3,5-dihydroxy-6-[[(2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]oxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(=O)OC1C(C(OC(C1O)OC2=CC(=C3C(=O)CC(OC3=C2)C4=CC=C(C=C4)O)O)COC(=O)C=CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]([C@H](O[C@H]([C@@H]1O)OC2=CC(=C3C(=O)C[C@H](OC3=C2)C4=CC=C(C=C4)O)O)COC(=O)/C=C/C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C32H30O13/c1-16(33)42-31-29(39)26(15-41-27(38)11-4-17-2-7-19(34)8-3-17)45-32(30(31)40)43-21-12-22(36)28-23(37)14-24(44-25(28)13-21)18-5-9-20(35)10-6-18/h2-13,24,26,29-32,34-36,39-40H,14-15H2,1H3/b11-4+/t24-,26+,29+,30+,31-,32+/m0/s1
• InChI Key: PBWUEUVZONMXCY-OEFXTTAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₁₃
• Molecular Weight: 622.60 g/mol
• Exact Mass: 622.16864101 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7458	74.58%
Caco-2	-	0.9005	90.05%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	0.7098	70.98%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.9260	92.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8711	87.11%
P-glycoprotein inhibitior	+	0.7162	71.62%
P-glycoprotein substrate	-	0.6213	62.13%
CYP3A4 substrate	+	0.6831	68.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9022	90.22%
CYP2C9 inhibition	-	0.5554	55.54%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.9118	91.18%
CYP2C8 inhibition	+	0.6642	66.42%
CYP inhibitory promiscuity	-	0.5089	50.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9056	90.56%
Skin irritation	-	0.8147	81.47%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4585	45.85%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6591	65.91%
Acute Oral Toxicity (c)	III	0.4798	47.98%
Estrogen receptor binding	+	0.7948	79.48%
Androgen receptor binding	+	0.6505	65.05%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	-	0.5120	51.20%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.6974	69.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9642	96.42%

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	99.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.72%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.16%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.72%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.72%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.43%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.23%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	89.89%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.74%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.25%	96.00%
CHEMBL5255	O00206	Toll-like receptor 4	87.74%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.96%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	86.24%	95.93%
CHEMBL3194	P02766	Transthyretin	85.99%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.93%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.06%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.09%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.72%	95.78%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.49%	85.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.11%	95.64%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.81%	89.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.54%	100.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.25%	80.00%

Plants that contains it

• Blepharis ciliaris

Cross-Links

• PubChem: 162941879
• LOTUS: LTS0168941
• wikiData: Q105205508