[(2R,3S,4S,5R,6S)-6-[4-(6,8-dihydroxy-4-oxochromen-2-yl)phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: df4c176b-3de9-4f5b-9c35-e4b6fe01b6d4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-(6,8-dihydroxy-4-oxochromen-2-yl)phenoxy]-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=CC=C(C=C3)C4=CC(=O)C5=C(O4)C(=CC(=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)OC3=CC=C(C=C3)C4=CC(=O)C5=C(O4)C(=CC(=C5)O)O)O)O)O)O
• InChI: InChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-26(36)27(37)28(38)30(42-24)40-19-8-4-16(5-9-19)23-13-21(33)20-11-18(32)12-22(34)29(20)41-23/h1-13,24,26-28,30-32,34,36-38H,14H2/b10-3+/t24-,26-,27+,28-,30-/m1/s1
• InChI Key: GBLAJVQSEVWRNT-OTDDKLKWSA-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): 192.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.02
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• 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	-	0.9001	90.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7005	70.05%
OATP1B1 inhibitior	+	0.8914	89.14%
OATP1B3 inhibitior	+	0.9683	96.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7250	72.50%
P-glycoprotein inhibitior	+	0.6600	66.00%
P-glycoprotein substrate	-	0.6965	69.65%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
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	+	0.8436	84.36%
CYP inhibitory promiscuity	-	0.7904	79.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6179	61.79%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7797	77.97%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.7949	79.49%
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	-	0.9398	93.98%
Acute Oral Toxicity (c)	III	0.4520	45.20%
Estrogen receptor binding	+	0.7971	79.71%
Androgen receptor binding	+	0.7601	76.01%
Thyroid receptor binding	+	0.5681	56.81%
Glucocorticoid receptor binding	+	0.6835	68.35%
Aromatase binding	-	0.5291	52.91%
PPAR gamma	+	0.7792	77.92%
Honey bee toxicity	-	0.6608	66.08%
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	99.52%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.74%	89.00%
CHEMBL3194	P02766	Transthyretin	95.17%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	94.69%	98.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.38%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.91%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.48%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	92.55%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.31%	83.57%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.93%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.17%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.42%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.61%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.99%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.14%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	83.54%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.06%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.84%	97.28%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.85%	85.31%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.22%	95.64%
CHEMBL5255	O00206	Toll-like receptor 4	80.15%	92.50%

Plants that contains it

• Leucas urticifolia

Cross-Links

• PubChem: 163190278
• LOTUS: LTS0153381
• wikiData: Q105005928