3'-Methoxy-4',5-dihydroxy-7-[(6-O-butyryl-beta-D-glucopyranosyl)oxy]flavone

Details

• Internal ID: 5ed2c09f-d8bd-44c5-81a0-1f0f613a63b0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl butanoate
• SMILES (Canonical): CCCC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)OC)O)O)O)O
• SMILES (Isomeric): CCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)OC)O)O)O)O
• InChI: InChI=1S/C26H28O12/c1-3-4-21(30)35-11-20-23(31)24(32)25(33)26(38-20)36-13-8-15(28)22-16(29)10-17(37-19(22)9-13)12-5-6-14(27)18(7-12)34-2/h5-10,20,23-28,31-33H,3-4,11H2,1-2H3/t20-,23-,24+,25-,26-/m1/s1
• InChI Key: JIOSDVCHTHNSAY-DDLBMNSQSA-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): 181.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5745	57.45%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8268	82.68%
OATP2B1 inhibitior	-	0.7034	70.34%
OATP1B1 inhibitior	+	0.9137	91.37%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7321	73.21%
P-glycoprotein inhibitior	-	0.4521	45.21%
P-glycoprotein substrate	+	0.5351	53.51%
CYP3A4 substrate	+	0.6191	61.91%
CYP2C9 substrate	+	0.5284	52.84%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.8303	83.03%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.6220	62.20%
CYP2C8 inhibition	+	0.8327	83.27%
CYP inhibitory promiscuity	-	0.8560	85.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7337	73.37%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.8498	84.98%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6961	69.61%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9425	94.25%
Acute Oral Toxicity (c)	III	0.5610	56.10%
Estrogen receptor binding	+	0.8325	83.25%
Androgen receptor binding	+	0.5619	56.19%
Thyroid receptor binding	-	0.5557	55.57%
Glucocorticoid receptor binding	+	0.6514	65.14%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.7604	76.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.12%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.67%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.58%	94.00%
CHEMBL220	P22303	Acetylcholinesterase	95.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.17%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.02%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.90%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.57%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.82%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.57%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.56%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.26%	99.15%
CHEMBL1907	P15144	Aminopeptidase N	86.80%	93.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.75%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.60%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	84.54%	88.48%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.36%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	84.32%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.22%	96.21%
CHEMBL3194	P02766	Transthyretin	82.50%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.35%	95.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.76%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.27%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.20%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	80.11%	91.19%

Plants that contains it

• Bryum weigelii
• Fritillaria thunbergii
• Pedicularis rex
• Plantago cornuti
• Plectranthus sylvestris
• Pseudoclausena chrysogyne
• Salvia palaestina
• Tulipa sylvestris
• Vatica harmandiana

Cross-Links

• PubChem: 101453901
• NPASS: NPC129430
• LOTUS: LTS0053859
• wikiData: Q105129235