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

Details

• Internal ID: 41369f15-b876-4021-ba2a-fd7be18949af
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[4-[(2S,3S)-3,5-dihydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)O[C@H]([C@@H](C2=O)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)O
• InChI: InChI=1S/C31H30O13/c1-40-19-12-20(33)24-21(13-19)43-30(28(38)26(24)36)16-5-9-18(10-6-16)42-31-29(39)27(37)25(35)22(44-31)14-41-23(34)11-4-15-2-7-17(32)8-3-15/h2-13,22,25,27-33,35,37-39H,14H2,1H3/b11-4+/t22-,25-,27+,28-,29-,30+,31-/m1/s1
• InChI Key: YYBSRAZZCBNBBC-JQQBFARSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₀O₁₃
• Molecular Weight: 610.60 g/mol
• Exact Mass: 610.16864101 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5720	57.20%
Caco-2	-	0.8954	89.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5995	59.95%
OATP2B1 inhibitior	-	0.7093	70.93%
OATP1B1 inhibitior	+	0.8530	85.30%
OATP1B3 inhibitior	+	0.9809	98.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7593	75.93%
P-glycoprotein inhibitior	+	0.6960	69.60%
P-glycoprotein substrate	-	0.7368	73.68%
CYP3A4 substrate	+	0.6617	66.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8685	86.85%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.8007	80.07%
CYP2C19 inhibition	-	0.8490	84.90%
CYP2D6 inhibition	-	0.9305	93.05%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.7306	73.06%
CYP inhibitory promiscuity	-	0.7321	73.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6430	64.30%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9075	90.75%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7608	76.08%
Acute Oral Toxicity (c)	III	0.5749	57.49%
Estrogen receptor binding	+	0.7470	74.70%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5312	53.12%
Glucocorticoid receptor binding	+	0.6075	60.75%
Aromatase binding	-	0.5552	55.52%
PPAR gamma	+	0.7185	71.85%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9399	93.99%

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	99.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.62%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.57%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.62%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	91.95%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.95%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.85%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	91.77%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.10%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.26%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.10%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.16%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.00%	95.50%
CHEMBL3194	P02766	Transthyretin	82.89%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.82%	95.89%
CHEMBL2535	P11166	Glucose transporter	81.20%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.54%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	80.08%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.01%	86.92%

Plants that contains it

• Corymbia maculata

Cross-Links

• PubChem: 163191418
• LOTUS: LTS0018615
• wikiData: Q105368375