(2S)-7,4'-Dihydroxyflavanone 4'-[4-feruloylapiosyl-(1->2)-glucoside]

Details

• Internal ID: 01ca64f0-33ea-4717-9f41-236839e3f9f5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [(4S,5S)-5-[(2S,4S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[4-[(2S)-7-hydroxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]oxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2(COC(C2O)OC3C(C(C(OC3OC4=CC=C(C=C4)C5CC(=O)C6=C(O5)C=C(C=C6)O)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OCC2(CO[C@H]([C@H]2O)OC3[C@H]([C@@H](C(O[C@H]3OC4=CC=C(C=C4)[C@@H]5CC(=O)C6=C(O5)C=C(C=C6)O)CO)O)O)O)O
• InChI: InChI=1S/C36H38O16/c1-46-27-12-18(2-10-23(27)39)3-11-29(41)47-16-36(45)17-48-35(33(36)44)52-32-31(43)30(42)28(15-37)51-34(32)49-21-7-4-19(5-8-21)25-14-24(40)22-9-6-20(38)13-26(22)50-25/h2-13,25,28,30-35,37-39,42-45H,14-17H2,1H3/b11-3+/t25-,28?,30+,31-,32?,33+,34+,35-,36?/m0/s1
• InChI Key: GSIREHLZHMQJNR-YYYDHYCISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈O₁₆
• Molecular Weight: 726.70 g/mol
• Exact Mass: 726.21598512 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

• (2S)-7,4'-Dihydroxyflavanone 4'-[4-feruloylapiosyl-(1->2)-glucoside]
• LMPK12140031

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5890	58.90%
OATP2B1 inhibitior	-	0.7202	72.02%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.9744	97.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9013	90.13%
P-glycoprotein inhibitior	+	0.6858	68.58%
P-glycoprotein substrate	+	0.6515	65.15%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8400	84.00%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.8253	82.53%
CYP2D6 inhibition	-	0.9123	91.23%
CYP1A2 inhibition	-	0.9178	91.78%
CYP2C8 inhibition	+	0.8005	80.05%
CYP inhibitory promiscuity	-	0.7981	79.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9172	91.72%
Skin irritation	-	0.8099	80.99%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7475	74.75%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6591	65.91%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8433	84.33%
Acute Oral Toxicity (c)	III	0.6079	60.79%
Estrogen receptor binding	+	0.8351	83.51%
Androgen receptor binding	+	0.6254	62.54%
Thyroid receptor binding	+	0.5368	53.68%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	+	0.5882	58.82%
PPAR gamma	+	0.6996	69.96%
Honey bee toxicity	-	0.6526	65.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8698	86.98%

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	99.90%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.24%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.11%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.69%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.02%	96.00%
CHEMBL4208	P20618	Proteasome component C5	93.72%	90.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.35%	97.53%
CHEMBL3194	P02766	Transthyretin	90.99%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.27%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.47%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.29%	97.28%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.21%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.43%	92.94%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	87.25%	97.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.41%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.91%	99.15%
CHEMBL226	P30542	Adenosine A1 receptor	85.25%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.54%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.18%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.80%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.42%	97.36%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.86%	80.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.60%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.28%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.43%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.37%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.64%	97.14%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.27%	85.00%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 42607810
• NPASS: NPC168722