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

Details

• Internal ID: aaf07b1b-016d-4f17-abfd-fb40c6feece7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5R,6S)-5-acetyloxy-2-[5,7-dihydroxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-4-hydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)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)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)OC(=O)C
• InChI: InChI=1S/C30H26O17/c1-9-25(44-10(2)31)24(41)28(46-29(42)12-5-17(36)22(39)18(37)6-12)30(43-9)47-27-23(40)20-14(33)7-13(32)8-19(20)45-26(27)11-3-15(34)21(38)16(35)4-11/h3-9,24-25,28,30,32-39,41H,1-2H3/t9-,24+,25-,28-,30-/m0/s1
• InChI Key: PYGGSPJDJQBCNV-XREZNTHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₆O₁₇
• Molecular Weight: 658.50 g/mol
• Exact Mass: 658.11699936 g/mol
• Topological Polar Surface Area (TPSA): 279.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7155	71.55%
Caco-2	-	0.8770	87.70%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7198	71.98%
OATP2B1 inhibitior	+	0.5716	57.16%
OATP1B1 inhibitior	+	0.7179	71.79%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8286	82.86%
P-glycoprotein inhibitior	+	0.7682	76.82%
P-glycoprotein substrate	+	0.5740	57.40%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	+	0.5491	54.91%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.8092	80.92%
CYP2C9 inhibition	-	0.8456	84.56%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.8248	82.48%
CYP2C8 inhibition	+	0.8398	83.98%
CYP inhibitory promiscuity	-	0.7646	76.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6520	65.20%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8833	88.33%
Skin irritation	-	0.7203	72.03%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	+	0.5663	56.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6974	69.74%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.9162	91.62%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8438	84.38%
Acute Oral Toxicity (c)	III	0.5136	51.36%
Estrogen receptor binding	+	0.7995	79.95%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.5408	54.08%
Glucocorticoid receptor binding	+	0.7004	70.04%
Aromatase binding	-	0.5387	53.87%
PPAR gamma	+	0.6936	69.36%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9691	96.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.41%	95.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.53%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.94%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.01%	86.33%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	94.69%	81.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	94.64%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.55%	94.00%
CHEMBL3194	P02766	Transthyretin	93.53%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.26%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.60%	94.73%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.85%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.46%	99.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.87%	87.67%
CHEMBL4208	P20618	Proteasome component C5	86.35%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.82%	95.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.69%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.73%	96.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	81.61%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.60%	95.56%

Plants that contains it

• Syzygium cumini

Cross-Links

• PubChem: 163087151
• LOTUS: LTS0023556
• wikiData: Q105216570