[(2R,3S,4S,5R,6S)-6-[[(2S,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate

Details

• Internal ID: 7fce0783-aaea-41a4-9768-f6386232af7d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(2S,3S)-3,5-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-2-methylidenebutanoate
• SMILES (Canonical): C=C(CCO)C(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(C(C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
• SMILES (Isomeric): C=C(CCO)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)O[C@H]([C@@H](C3=O)O)C4=CC=C(C=C4)O)O)O)O)O
• InChI: InChI=1S/C26H28O13/c1-11(6-7-27)25(35)36-10-17-19(30)21(32)23(34)26(39-17)37-14-8-15(29)18-16(9-14)38-24(22(33)20(18)31)12-2-4-13(28)5-3-12/h2-5,8-9,17,19,21-24,26-30,32-34H,1,6-7,10H2/t17-,19-,21+,22-,23-,24+,26-/m1/s1
• InChI Key: VHLPHZHKMCRDIB-MMDZVIBYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₃
• Molecular Weight: 548.50 g/mol
• Exact Mass: 548.15299094 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4622	46.22%
Caco-2	-	0.9230	92.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6485	64.85%
OATP2B1 inhibitior	-	0.7065	70.65%
OATP1B1 inhibitior	+	0.8602	86.02%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.4853	48.53%
P-glycoprotein substrate	-	0.7701	77.01%
CYP3A4 substrate	+	0.6431	64.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.8305	83.05%
CYP2C9 inhibition	-	0.8177	81.77%
CYP2C19 inhibition	-	0.7763	77.63%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.7577	75.77%
CYP2C8 inhibition	+	0.6635	66.35%
CYP inhibitory promiscuity	-	0.9022	90.22%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7349	73.49%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8838	88.38%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5092	50.92%
Micronuclear	-	0.6026	60.26%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8187	81.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5747	57.47%
Acute Oral Toxicity (c)	III	0.4791	47.91%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.6017	60.17%
Thyroid receptor binding	-	0.5096	50.96%
Glucocorticoid receptor binding	+	0.5717	57.17%
Aromatase binding	+	0.6276	62.76%
PPAR gamma	+	0.6538	65.38%
Honey bee toxicity	-	0.7729	77.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7550	75.50%
Fish aquatic toxicity	+	0.9658	96.58%

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	99.18%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.33%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.11%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.47%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	91.14%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	90.20%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.55%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.78%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.39%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.39%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.51%	99.15%
CHEMBL5255	O00206	Toll-like receptor 4	82.29%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.13%	96.21%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.30%	80.00%

Plants that contains it

• Afzelia bella

Cross-Links

• PubChem: 162877013
• LOTUS: LTS0015570
• wikiData: Q105286475