Apigenin 7-apiosylglucoside

Details

• Internal ID: 0aa7aa54-14b2-40da-a91e-050e559d21cd
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
• SMILES (Isomeric): C1[C@@]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)O)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O14/c27-9-26(35)10-37-25(23(26)34)36-8-18-20(31)21(32)22(33)24(40-18)38-13-5-14(29)19-15(30)7-16(39-17(19)6-13)11-1-3-12(28)4-2-11/h1-7,18,20-25,27-29,31-35H,8-10H2/t18-,20-,21+,22-,23+,24-,25-,26-/m1/s1
• InChI Key: OMWBSQBBFSNJKL-WJIQGHJMSA-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): 225.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -1.49
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• Apigenin 7-apiosyl-glucoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6080	60.80%
Caco-2	-	0.9204	92.04%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6859	68.59%
OATP2B1 inhibitior	-	0.5609	56.09%
OATP1B1 inhibitior	+	0.9341	93.41%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7960	79.60%
P-glycoprotein inhibitior	-	0.5888	58.88%
P-glycoprotein substrate	-	0.5413	54.13%
CYP3A4 substrate	+	0.6455	64.55%
CYP2C9 substrate	-	0.8271	82.71%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.8562	85.62%
CYP2C9 inhibition	-	0.9349	93.49%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9041	90.41%
CYP1A2 inhibition	-	0.9298	92.98%
CYP2C8 inhibition	+	0.7546	75.46%
CYP inhibitory promiscuity	-	0.8627	86.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5630	56.30%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.8149	81.49%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3734	37.34%
Micronuclear	+	0.5474	54.74%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8914	89.14%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7764	77.64%
Acute Oral Toxicity (c)	III	0.5026	50.26%
Estrogen receptor binding	+	0.7833	78.33%
Androgen receptor binding	+	0.6862	68.62%
Thyroid receptor binding	-	0.5067	50.67%
Glucocorticoid receptor binding	-	0.4730	47.30%
Aromatase binding	+	0.6944	69.44%
PPAR gamma	+	0.7824	78.24%
Honey bee toxicity	-	0.6999	69.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.8286	82.86%

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	99.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.35%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.65%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.63%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.54%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.62%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	92.02%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.69%	86.92%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	91.11%	96.69%
CHEMBL242	Q92731	Estrogen receptor beta	89.69%	98.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.84%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.75%	86.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.24%	83.57%
CHEMBL220	P22303	Acetylcholinesterase	86.92%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.04%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	85.68%	91.49%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	85.60%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.29%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.41%	95.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.30%	95.53%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.82%	97.28%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.65%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.47%	91.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.42%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.20%	94.73%
CHEMBL3194	P02766	Transthyretin	81.34%	90.71%
CHEMBL4530	P00488	Coagulation factor XIII	80.99%	96.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.33%	97.36%

Plants that contains it

• Crotalaria podocarpa
• Reynoutria japonica

Cross-Links

• PubChem: 101926832
• NPASS: NPC238999
• LOTUS: LTS0007988
• wikiData: Q105194534