[(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate

Details

• Internal ID: cf4d2dd3-8f78-417f-9662-cf0930fd550c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-5-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (2S)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(OC1OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)C)O)OC6C(C(C(C(O6)CO)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[C@@H]([C@H]([C@@H](O[C@H]1OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=CC(=C(C=C5)O)O)O)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C38H48O22/c1-4-12(2)35(52)58-34-32(59-36-29(50)27(48)24(45)20(10-39)56-36)23(44)13(3)53-38(34)54-15-8-18(43)22-19(9-15)55-31(14-5-6-16(41)17(42)7-14)33(26(22)47)60-37-30(51)28(49)25(46)21(11-40)57-37/h5-9,12-13,20-21,23-25,27-30,32,34,36-46,48-51H,4,10-11H2,1-3H3/t12-,13-,20+,21+,23-,24+,25+,27-,28-,29+,30+,32+,34+,36-,37-,38-/m0/s1
• InChI Key: LCTVQCQZINEREW-NQGXCQOZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₂
• Molecular Weight: 856.80 g/mol
• Exact Mass: 856.26372315 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.62
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4779	47.79%
Caco-2	-	0.8922	89.22%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6319	63.19%
OATP2B1 inhibitior	-	0.5778	57.78%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8484	84.84%
P-glycoprotein inhibitior	+	0.6500	65.00%
P-glycoprotein substrate	+	0.5828	58.28%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	+	0.5767	57.67%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9527	95.27%
CYP2C9 inhibition	-	0.8714	87.14%
CYP2C19 inhibition	-	0.8884	88.84%
CYP2D6 inhibition	-	0.9703	97.03%
CYP1A2 inhibition	-	0.8222	82.22%
CYP2C8 inhibition	+	0.8077	80.77%
CYP inhibitory promiscuity	-	0.8455	84.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.8593	85.93%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7976	79.76%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9435	94.35%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.8284	82.84%
Androgen receptor binding	+	0.6541	65.41%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.5413	54.13%
Aromatase binding	+	0.5332	53.32%
PPAR gamma	+	0.7227	72.27%
Honey bee toxicity	-	0.6917	69.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9533	95.33%

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	99.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.80%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.00%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.98%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.93%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.45%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.90%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.19%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.62%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.92%	95.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.58%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.82%	93.65%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.75%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.60%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.00%	94.80%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.73%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.96%	95.71%
CHEMBL4208	P20618	Proteasome component C5	81.90%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.31%	96.21%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 25112256
• LOTUS: LTS0262991
• wikiData: Q105149987