[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-methylbutanoate

Details

• Internal ID: 41372ad8-eb18-44e4-bfa4-cf9f10eb7daf
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OCC1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)OC)O)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)OC)O)O)O
• InChI: InChI=1S/C27H30O13/c1-4-11(2)26(35)37-10-19-21(31)23(33)24(34)27(40-19)39-18-9-17-20(22(32)25(18)36-3)15(30)8-16(38-17)12-5-6-13(28)14(29)7-12/h5-9,11,19,21,23-24,27-29,31-34H,4,10H2,1-3H3/t11-,19-,21-,23+,24-,27-/m1/s1
• InChI Key: SLCJQMHYGNUWLY-YOGRAHPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₃
• Molecular Weight: 562.50 g/mol
• Exact Mass: 562.16864101 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5921	59.21%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7147	71.47%
OATP2B1 inhibitior	-	0.7051	70.51%
OATP1B1 inhibitior	+	0.7764	77.64%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7437	74.37%
P-glycoprotein inhibitior	+	0.5774	57.74%
P-glycoprotein substrate	+	0.5295	52.95%
CYP3A4 substrate	+	0.6217	62.17%
CYP2C9 substrate	-	0.6194	61.94%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.9172	91.72%
CYP2C9 inhibition	-	0.8448	84.48%
CYP2C19 inhibition	-	0.8702	87.02%
CYP2D6 inhibition	-	0.9566	95.66%
CYP1A2 inhibition	-	0.7901	79.01%
CYP2C8 inhibition	+	0.7537	75.37%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6992	69.92%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.8511	85.11%
Skin corrosion	-	0.9550	95.50%
Ames mutagenesis	-	0.6264	62.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.3764	37.64%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9146	91.46%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9828	98.28%
Acute Oral Toxicity (c)	III	0.5208	52.08%
Estrogen receptor binding	+	0.8371	83.71%
Androgen receptor binding	+	0.7024	70.24%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.6950	69.50%
Aromatase binding	+	0.5442	54.42%
PPAR gamma	+	0.6620	66.20%
Honey bee toxicity	-	0.7597	75.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7049	70.49%
Fish aquatic toxicity	+	0.9784	97.84%

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	99.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.24%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.26%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.01%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.75%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.34%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.95%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.21%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.94%	90.71%
CHEMBL220	P22303	Acetylcholinesterase	89.04%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.36%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.28%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.99%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	85.40%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.89%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL3194	P02766	Transthyretin	81.07%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.17%	96.77%

Plants that contains it

• Arnica chamissonis

Cross-Links

• PubChem: 163105978
• LOTUS: LTS0094401
• wikiData: Q105255198