[(2S,3S,4R,5S,6R)-4,5-diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 4b6fb255-7be7-4c69-80da-ca4403c11cfb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5S,6R)-4,5-diacetyloxy-6-[5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-3-yl]oxy-2-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC)CO
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C=C4)O)OC)CO
• InChI: InChI=1S/C28H28O15/c1-11(30)38-24-20(10-29)42-28(27(40-13(3)32)26(24)39-12(2)31)43-25-22(36)21-17(35)8-15(33)9-19(21)41-23(25)14-5-6-16(34)18(7-14)37-4/h5-9,20,24,26-29,33-35H,10H2,1-4H3/t20-,24-,26+,27-,28+/m0/s1
• InChI Key: IEPFJUWLUIZSOQ-PBSTYMITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₈O₁₅
• Molecular Weight: 604.50 g/mol
• Exact Mass: 604.14282018 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.8542	85.42%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6236	62.36%
OATP2B1 inhibitior	-	0.7162	71.62%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	-	0.3388	33.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8751	87.51%
P-glycoprotein inhibitior	+	0.8095	80.95%
P-glycoprotein substrate	-	0.6174	61.74%
CYP3A4 substrate	+	0.6622	66.22%
CYP2C9 substrate	-	0.6262	62.62%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.8292	82.92%
CYP2C9 inhibition	-	0.7637	76.37%
CYP2C19 inhibition	-	0.9371	93.71%
CYP2D6 inhibition	-	0.9531	95.31%
CYP1A2 inhibition	-	0.9542	95.42%
CYP2C8 inhibition	+	0.8572	85.72%
CYP inhibitory promiscuity	-	0.6476	64.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6910	69.10%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.8932	89.32%
Skin irritation	-	0.8612	86.12%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7100	71.00%
Micronuclear	+	0.6833	68.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7794	77.94%
Acute Oral Toxicity (c)	III	0.6437	64.37%
Estrogen receptor binding	+	0.8248	82.48%
Androgen receptor binding	+	0.7779	77.79%
Thyroid receptor binding	-	0.5136	51.36%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	-	0.5312	53.12%
PPAR gamma	+	0.6620	66.20%
Honey bee toxicity	-	0.7691	76.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6349	63.49%
Fish aquatic toxicity	+	0.7654	76.54%

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	99.10%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.55%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.28%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.38%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.06%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.31%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.78%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.20%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.79%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.77%	95.64%
CHEMBL3194	P02766	Transthyretin	84.75%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.11%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.59%	95.78%
CHEMBL4208	P20618	Proteasome component C5	81.35%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.67%	92.62%

Plants that contains it

• Warburgia stuhlmannii

Cross-Links

• PubChem: 163086637
• LOTUS: LTS0101437
• wikiData: Q105111911