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

Details

• Internal ID: 0a140706-5702-4ed4-ac3a-66d9846e3da0
• 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)-3,5,6-trihydroxy-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(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)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(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)O)O)O
• InChI: InChI=1S/C26H28O14/c1-3-9(2)25(36)37-8-15-18(30)21(33)23(35)26(40-15)39-14-7-13-16(19(31)17(14)29)20(32)22(34)24(38-13)10-4-5-11(27)12(28)6-10/h4-7,9,15,18,21,23,26-31,33-35H,3,8H2,1-2H3/t9-,15-,18-,21+,23-,26-/m1/s1
• InChI Key: GVNUPGMSEOVBKE-XZXYBYPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₄
• Molecular Weight: 564.50 g/mol
• Exact Mass: 564.14790556 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.76
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5830	58.30%
Caco-2	-	0.9010	90.10%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6484	64.84%
P-glycoprotein inhibitior	-	0.5294	52.94%
P-glycoprotein substrate	-	0.5441	54.41%
CYP3A4 substrate	+	0.6384	63.84%
CYP2C9 substrate	+	0.5740	57.40%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8872	88.72%
CYP2C9 inhibition	-	0.8071	80.71%
CYP2C19 inhibition	-	0.8241	82.41%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.7480	74.80%
CYP2C8 inhibition	+	0.8244	82.44%
CYP inhibitory promiscuity	-	0.7959	79.59%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7134	71.34%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9081	90.81%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3737	37.37%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.9057	90.57%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9808	98.08%
Acute Oral Toxicity (c)	III	0.5118	51.18%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7101	71.01%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.6390	63.90%
Aromatase binding	+	0.5725	57.25%
PPAR gamma	+	0.6626	66.26%
Honey bee toxicity	-	0.7590	75.90%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.10%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.85%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.79%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.91%	95.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.92%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.94%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.89%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.43%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	91.16%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.66%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.96%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.20%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.16%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.22%	85.14%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.63%	96.90%
CHEMBL220	P22303	Acetylcholinesterase	81.36%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.29%	95.50%

Plants that contains it

• Buphthalmum salicifolium

Cross-Links

• PubChem: 162982184
• LOTUS: LTS0190422
• wikiData: Q105021463