[2-[[6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 2567072a-5c02-439f-a7f4-5b507758978d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[[6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)CO)O)O
• InChI: InChI=1S/C29H32O18/c1-9(31)43-27-23(40)19(36)16(7-30)45-29(27)42-8-17-20(37)22(39)24(41)28(46-17)47-26-21(38)18-14(35)5-11(32)6-15(18)44-25(26)10-2-3-12(33)13(34)4-10/h2-6,16-17,19-20,22-24,27-30,32-37,39-41H,7-8H2,1H3
• InChI Key: VNVDVLIGXKINBU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₈
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.15886417 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6425	64.25%
Caco-2	-	0.9111	91.11%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6277	62.77%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.8822	88.22%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4499	44.99%
P-glycoprotein inhibitior	-	0.4861	48.61%
P-glycoprotein substrate	-	0.5653	56.53%
CYP3A4 substrate	+	0.6733	67.33%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9561	95.61%
CYP2C9 inhibition	-	0.9059	90.59%
CYP2C19 inhibition	-	0.9128	91.28%
CYP2D6 inhibition	-	0.9703	97.03%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.8426	84.26%
CYP inhibitory promiscuity	-	0.8267	82.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7299	72.99%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	+	0.5179	51.79%
skin sensitisation	-	0.9305	93.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8114	81.14%
Acute Oral Toxicity (c)	III	0.5066	50.66%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.6631	66.31%
Thyroid receptor binding	-	0.5115	51.15%
Glucocorticoid receptor binding	+	0.5491	54.91%
Aromatase binding	+	0.6008	60.08%
PPAR gamma	+	0.7195	71.95%
Honey bee toxicity	-	0.7487	74.87%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6650	66.50%
Fish aquatic toxicity	+	0.8551	85.51%

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	99.59%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.69%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.61%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.21%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.86%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	93.53%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.38%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.69%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.70%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.29%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.22%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.83%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.01%	95.78%
CHEMBL3194	P02766	Transthyretin	82.85%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.75%	94.80%
CHEMBL4208	P20618	Proteasome component C5	81.50%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.72%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.46%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.34%	85.14%

Plants that contains it

• Meconopsis quintuplinervia
• Paronychia argentea

Cross-Links

• PubChem: 73022638
• LOTUS: LTS0268303
• wikiData: Q105289958