[(2S,3R,4S,5S)-2-[[(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]-4,5-dihydroxyoxan-3-yl] acetate

Details

• Internal ID: 4306c07d-4fc6-4283-aa43-b4e362f924ea
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [(2S,3R,4S,5S)-2-[[(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]-4,5-dihydroxyoxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@H](CO[C@H]1OC[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)O
• InChI: InChI=1S/C28H30O17/c1-9(29)42-26-19(35)15(34)7-40-28(26)41-8-17-20(36)22(38)23(39)27(44-17)45-25-21(37)18-14(33)5-11(30)6-16(18)43-24(25)10-2-3-12(31)13(32)4-10/h2-6,15,17,19-20,22-23,26-28,30-36,38-39H,7-8H2,1H3/t15-,17+,19-,20+,22-,23+,26+,27-,28-/m0/s1
• InChI Key: BDYVQXUDPPIFCU-GRXVFXDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₁₇
• Molecular Weight: 638.50 g/mol
• Exact Mass: 638.14829948 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.50
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5282	52.82%
Caco-2	-	0.9103	91.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6736	67.36%
OATP2B1 inhibitior	-	0.5743	57.43%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6826	68.26%
P-glycoprotein inhibitior	-	0.4805	48.05%
P-glycoprotein substrate	+	0.5546	55.46%
CYP3A4 substrate	+	0.6932	69.32%
CYP2C9 substrate	+	0.5334	53.34%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9536	95.36%
CYP2C9 inhibition	-	0.9375	93.75%
CYP2C19 inhibition	-	0.9214	92.14%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.8992	89.92%
CYP2C8 inhibition	+	0.8203	82.03%
CYP inhibitory promiscuity	-	0.9323	93.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.8525	85.25%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6455	64.55%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.9200	92.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9475	94.75%
Acute Oral Toxicity (c)	III	0.5835	58.35%
Estrogen receptor binding	+	0.7755	77.55%
Androgen receptor binding	+	0.6958	69.58%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5699	56.99%
Aromatase binding	+	0.5832	58.32%
PPAR gamma	+	0.7273	72.73%
Honey bee toxicity	-	0.7465	74.65%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9289	92.89%

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	99.76%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.74%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.64%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.52%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.97%	95.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.27%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.53%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.54%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.61%	99.15%
CHEMBL4208	P20618	Proteasome component C5	87.87%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.60%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.56%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.56%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.36%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	83.18%	80.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.26%	94.42%

Plants that contains it

• Meconopsis quintuplinervia

Cross-Links

• PubChem: 11498284
• LOTUS: LTS0253475
• wikiData: Q104932501