Acacetin 7-apiosylglucoside

Details

• Internal ID: bb842e75-48b0-485e-9e4b-0629541e8ac3
• 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-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(CO5)(CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@](CO5)(CO)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-36-13-4-2-12(3-5-13)17-8-16(30)20-15(29)6-14(7-18(20)40-17)39-25-23(33)22(32)21(31)19(41-25)9-37-26-24(34)27(35,10-28)11-38-26/h2-8,19,21-26,28-29,31-35H,9-11H2,1H3/t19-,21-,22+,23-,24+,25-,26-,27-/m1/s1
• InChI Key: FSUVCZVLSOYPAU-MFYRMPRMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

• 5-Hydroxy-2-(4-methoxyphenyl)-7-[(6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranosyl)oxy]-4H-1-benzopyran-4-one
• 239106-94-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6495	64.95%
Caco-2	-	0.8897	88.97%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6885	68.85%
OATP2B1 inhibitior	-	0.5696	56.96%
OATP1B1 inhibitior	+	0.9169	91.69%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8370	83.70%
P-glycoprotein inhibitior	-	0.5501	55.01%
P-glycoprotein substrate	+	0.5574	55.74%
CYP3A4 substrate	+	0.6496	64.96%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8813	88.13%
CYP2C9 inhibition	-	0.9091	90.91%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	-	0.9293	92.93%
CYP2C8 inhibition	+	0.6943	69.43%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9246	92.46%
Skin irritation	-	0.8172	81.72%
Skin corrosion	-	0.9536	95.36%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7946	79.46%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8887	88.87%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8363	83.63%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.5601	56.01%
Glucocorticoid receptor binding	+	0.6168	61.68%
Aromatase binding	+	0.6476	64.76%
PPAR gamma	+	0.7644	76.44%
Honey bee toxicity	-	0.7639	76.39%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7227	72.27%

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	97.97%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.44%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.12%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.59%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.98%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.24%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.18%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.39%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.08%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.06%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.52%	99.23%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	86.46%	96.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.39%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.62%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	85.15%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	84.30%	93.18%
CHEMBL3401	O75469	Pregnane X receptor	83.66%	94.73%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.38%	97.28%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.24%	95.53%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.09%	96.95%
CHEMBL1951	P21397	Monoamine oxidase A	81.84%	91.49%
CHEMBL1907	P15144	Aminopeptidase N	81.71%	93.31%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.25%	95.83%
CHEMBL4208	P20618	Proteasome component C5	81.19%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.84%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.55%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.26%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Carthamus tinctorius
• Crotalaria podocarpa

Cross-Links

• PubChem: 10303631
• LOTUS: LTS0253462
• wikiData: Q105000877