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

Details

• Internal ID: de987115-a523-4e34-8774-2eb0c6c4c937
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-5-hydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl] (2R)-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)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)C)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C38H48O21/c1-4-13(2)35(51)57-34-32(58-36-29(49)27(47)24(44)20(11-39)55-36)23(43)14(3)52-38(34)53-17-9-18(42)22-19(10-17)54-31(15-5-7-16(41)8-6-15)33(26(22)46)59-37-30(50)28(48)25(45)21(12-40)56-37/h5-10,13-14,20-21,23-25,27-30,32,34,36-45,47-50H,4,11-12H2,1-3H3/t13-,14+,20-,21-,23+,24-,25-,27+,28+,29-,30-,32-,34-,36+,37+,38+/m1/s1
• InChI Key: WICSILRDRNTASO-NLTZDZLCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₈O₂₁
• Molecular Weight: 840.80 g/mol
• Exact Mass: 840.26880854 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• 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	-	0.8942	89.42%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6319	63.19%
OATP2B1 inhibitior	-	0.5760	57.60%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8991	89.91%
P-glycoprotein inhibitior	+	0.6475	64.75%
P-glycoprotein substrate	+	0.5989	59.89%
CYP3A4 substrate	+	0.6738	67.38%
CYP2C9 substrate	+	0.5773	57.73%
CYP2D6 substrate	-	0.8722	87.22%
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	+	0.7886	78.86%
CYP inhibitory promiscuity	-	0.8455	84.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6743	67.43%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9096	90.96%
Skin irritation	-	0.8593	85.93%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8016	80.16%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.6447	64.47%
skin sensitisation	-	0.9240	92.40%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9239	92.39%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.8217	82.17%
Androgen receptor binding	+	0.6704	67.04%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.5401	54.01%
Aromatase binding	+	0.5361	53.61%
PPAR gamma	+	0.7183	71.83%
Honey bee toxicity	-	0.7086	70.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
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	99.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.98%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.86%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.69%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.25%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.13%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.52%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.14%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.12%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.31%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.51%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.96%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.77%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.55%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.55%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.28%	86.92%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.68%	94.80%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.29%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.90%	93.65%
CHEMBL242	Q92731	Estrogen receptor beta	81.04%	98.35%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.95%	96.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.57%	95.71%
CHEMBL4208	P20618	Proteasome component C5	80.03%	90.00%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 162848195
• LOTUS: LTS0026951
• wikiData: Q105306143