[(2S,3S,4R,5R,6R)-4,5-diacetyloxy-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-methyloxan-3-yl] acetate

Details

• Internal ID: ea36fb70-7c47-4d5f-95f9-5bab8d1ffe98
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5R,6R)-4,5-diacetyloxy-6-[[(2R,3R,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C33H36O19/c1-11-27(47-12(2)34)30(48-13(3)35)31(49-14(4)36)33(46-11)45-10-21-23(41)25(43)26(44)32(51-21)52-29-24(42)22-19(40)8-16(37)9-20(22)50-28(29)15-5-6-17(38)18(39)7-15/h5-9,11,21,23,25-27,30-33,37-41,43-44H,10H2,1-4H3/t11-,21+,23-,25-,26+,27-,30+,31+,32-,33+/m0/s1
• InChI Key: YAKTXSHIHZXYIW-ISKPUZJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₆O₁₉
• Molecular Weight: 736.60 g/mol
• Exact Mass: 736.18507891 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.03
• H-Bond Acceptor: 19
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5722	57.22%
Caco-2	-	0.8788	87.88%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.5662	56.62%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5756	57.56%
P-glycoprotein inhibitior	+	0.6716	67.16%
P-glycoprotein substrate	+	0.5149	51.49%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9477	94.77%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9484	94.84%
CYP2D6 inhibition	-	0.9669	96.69%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.8571	85.71%
CYP inhibitory promiscuity	-	0.8269	82.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4636	46.36%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8586	85.86%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.8024	80.24%
Androgen receptor binding	+	0.6864	68.64%
Thyroid receptor binding	-	0.5121	51.21%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.7017	70.17%
Honey bee toxicity	-	0.7431	74.31%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9438	94.38%

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	99.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.16%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.19%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.16%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.94%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.66%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.60%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.28%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.28%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.73%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.38%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.94%	94.80%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.88%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.21%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.68%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.52%	95.78%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.95%	94.42%
CHEMBL3194	P02766	Transthyretin	80.22%	90.71%

Plants that contains it

• Schenkia spicata

Cross-Links

• PubChem: 162966686
• LOTUS: LTS0245338
• wikiData: Q105345438