[(2S,3S,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (2R)-2-methylbutanoate

Details

• Internal ID: b54656bc-3162-4d63-85a2-ee04605986df
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: [(2S,3S,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-8-yl]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (2R)-2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C(C(OC1C2=C(C=C(C3=C2OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)CO)O)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@H]1[C@H]([C@H]([C@H](O[C@H]1C2=C(C=C(C3=C2OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)CO)O)O
• InChI: InChI=1S/C26H28O12/c1-3-10(2)26(35)38-25-22(34)21(33)18(9-27)37-24(25)20-15(31)7-14(30)19-16(32)8-17(36-23(19)20)11-4-5-12(28)13(29)6-11/h4-8,10,18,21-22,24-25,27-31,33-34H,3,9H2,1-2H3/t10-,18-,21+,22+,24+,25+/m1/s1
• InChI Key: IXJHFORJGDOBHK-AHYKEKLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₂
• Molecular Weight: 532.50 g/mol
• Exact Mass: 532.15807632 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5484	54.84%
Caco-2	-	0.8941	89.41%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6724	67.24%
OATP2B1 inhibitior	-	0.5706	57.06%
OATP1B1 inhibitior	+	0.8259	82.59%
OATP1B3 inhibitior	+	0.9566	95.66%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8442	84.42%
P-glycoprotein inhibitior	+	0.6093	60.93%
P-glycoprotein substrate	-	0.6167	61.67%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	+	0.6217	62.17%
CYP2D6 substrate	-	0.8609	86.09%
CYP3A4 inhibition	-	0.9045	90.45%
CYP2C9 inhibition	-	0.8592	85.92%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9661	96.61%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	+	0.5813	58.13%
CYP inhibitory promiscuity	-	0.8337	83.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7112	71.12%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9144	91.44%
Skin irritation	-	0.8443	84.43%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5369	53.69%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.6413	64.13%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9078	90.78%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.8137	81.37%
Androgen receptor binding	+	0.7811	78.11%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.6833	68.33%
Aromatase binding	-	0.5267	52.67%
PPAR gamma	+	0.6046	60.46%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9610	96.10%

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	99.09%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.62%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.18%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.22%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.01%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.00%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.24%	86.33%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.34%	89.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.51%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	86.51%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.64%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.71%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.01%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.58%	91.24%
CHEMBL308	P06493	Cyclin-dependent kinase 1	80.49%	91.73%

Plants that contains it

• Trollius ledebourii

Cross-Links

• PubChem: 163194205
• LOTUS: LTS0228407
• wikiData: Q105122209