[(2S,3S,4S,5S,6S)-4-acetyloxy-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 234be027-4c38-4d34-b256-06501e8cc946
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4S,5S,6S)-4-acetyloxy-6-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-5-hydroxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C25H24O14/c1-8-21(36-9(2)26)24(37-10(3)27)20(34)25(35-8)39-23-19(33)17-13(29)6-12(28)7-16(17)38-22(23)11-4-14(30)18(32)15(31)5-11/h4-8,20-21,24-25,28-32,34H,1-3H3/t8-,20-,21-,24-,25-/m0/s1
• InChI Key: HIVURPVQOPPNFN-YIRQSFNASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₄O₁₄
• Molecular Weight: 548.40 g/mol
• Exact Mass: 548.11660544 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7169	71.69%
Caco-2	-	0.8438	84.38%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.5614	56.14%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.8716	87.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6583	65.83%
P-glycoprotein inhibitior	+	0.7651	76.51%
P-glycoprotein substrate	-	0.5158	51.58%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	+	0.5491	54.91%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9499	94.99%
CYP2C19 inhibition	-	0.9605	96.05%
CYP2D6 inhibition	-	0.9691	96.91%
CYP1A2 inhibition	-	0.8239	82.39%
CYP2C8 inhibition	+	0.7504	75.04%
CYP inhibitory promiscuity	-	0.7994	79.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5832	58.32%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8778	87.78%
Skin irritation	-	0.7537	75.37%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	+	0.5763	57.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4341	43.41%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5322	53.22%
skin sensitisation	-	0.9249	92.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7993	79.93%
Acute Oral Toxicity (c)	III	0.5065	50.65%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.7487	74.87%
Thyroid receptor binding	-	0.4924	49.24%
Glucocorticoid receptor binding	+	0.7265	72.65%
Aromatase binding	-	0.6172	61.72%
PPAR gamma	+	0.6558	65.58%
Honey bee toxicity	-	0.7981	79.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9712	97.12%

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	99.64%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.47%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.49%	95.64%
CHEMBL2581	P07339	Cathepsin D	96.62%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.58%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.23%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	92.46%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.19%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.59%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.54%	85.14%
CHEMBL3194	P02766	Transthyretin	88.58%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.39%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	86.54%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.21%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.37%	99.15%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.30%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.98%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.21%	95.78%

Plants that contains it

• Myrsine africana

Cross-Links

• PubChem: 163024151
• LOTUS: LTS0141374
• wikiData: Q105029060