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

Details

• Internal ID: f0c3323d-a595-4381-87df-425527b9593b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3S,4R,5S,6R)-4-acetyloxy-6-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-5-hydroxy-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)O)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)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C31H34O18/c1-10-26(45-11(2)32)29(46-12(3)33)25(42)30(44-10)43-9-19-21(38)23(40)24(41)31(48-19)49-28-22(39)20-17(37)7-14(34)8-18(20)47-27(28)13-4-5-15(35)16(36)6-13/h4-8,10,19,21,23-26,29-31,34-38,40-42H,9H2,1-3H3/t10-,19+,21+,23-,24+,25-,26-,29+,30+,31-/m0/s1
• InChI Key: OILJXSBGQQNYAQ-IVNGGYPISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄O₁₈
• Molecular Weight: 694.60 g/mol
• Exact Mass: 694.17451423 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.55
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5722	57.22%
Caco-2	-	0.8925	89.25%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7010	70.10%
OATP2B1 inhibitior	-	0.5670	56.70%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5245	52.45%
P-glycoprotein inhibitior	+	0.6009	60.09%
P-glycoprotein substrate	+	0.5590	55.90%
CYP3A4 substrate	+	0.6784	67.84%
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	+	0.8455	84.55%
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	-	0.9076	90.76%
Skin irritation	-	0.8540	85.40%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5305	53.05%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.9393	93.93%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8780	87.80%
Acute Oral Toxicity (c)	III	0.6145	61.45%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	+	0.6731	67.31%
Thyroid receptor binding	-	0.4884	48.84%
Glucocorticoid receptor binding	+	0.6608	66.08%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	+	0.7142	71.42%
Honey bee toxicity	-	0.7282	72.82%
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	98.19%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.85%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.41%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.11%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.51%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.76%	85.14%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.69%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.61%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.73%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.52%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.33%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.19%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.51%	95.78%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.46%	94.42%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.46%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.21%	81.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.93%	94.80%
CHEMBL3194	P02766	Transthyretin	81.93%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%

Plants that contains it

• Tordylium apulum

Cross-Links

• PubChem: 162871306
• LOTUS: LTS0204173
• wikiData: Q105192563