[5-Acetyloxy-3,4-dihydroxy-6-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate

Details

• Internal ID: edd0c3b4-d1dd-4645-9360-fcbab9aef672
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [5-acetyloxy-3,4-dihydroxy-6-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)OC(=O)C)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)OC(=O)C)O)O
• InChI: InChI=1S/C26H26O13/c1-11(27)35-10-20-23(32)24(33)25(36-12(2)28)26(39-20)38-17-6-4-5-14(29)22(17)19-9-16(31)21-15(30)7-13(34-3)8-18(21)37-19/h4-9,20,23-26,29-30,32-33H,10H2,1-3H3
• InChI Key: GBDYNCIFKUZIMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₁₃
• Molecular Weight: 546.50 g/mol
• Exact Mass: 546.13734088 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7542	75.42%
Caco-2	-	0.8267	82.67%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7448	74.48%
OATP2B1 inhibitior	-	0.7063	70.63%
OATP1B1 inhibitior	+	0.8627	86.27%
OATP1B3 inhibitior	+	0.8719	87.19%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9067	90.67%
P-glycoprotein inhibitior	+	0.7228	72.28%
P-glycoprotein substrate	-	0.5461	54.61%
CYP3A4 substrate	+	0.6607	66.07%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9754	97.54%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.9382	93.82%
CYP2D6 inhibition	-	0.9511	95.11%
CYP1A2 inhibition	-	0.9016	90.16%
CYP2C8 inhibition	+	0.6407	64.07%
CYP inhibitory promiscuity	-	0.8850	88.50%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.8487	84.87%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6574	65.74%
Micronuclear	+	0.5992	59.92%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.6723	67.23%
Estrogen receptor binding	+	0.7907	79.07%
Androgen receptor binding	+	0.6736	67.36%
Thyroid receptor binding	+	0.5203	52.03%
Glucocorticoid receptor binding	+	0.7586	75.86%
Aromatase binding	-	0.5677	56.77%
PPAR gamma	+	0.6686	66.86%
Honey bee toxicity	-	0.7848	78.48%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9520	95.20%

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	99.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.31%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.63%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.06%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.80%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.02%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.26%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.59%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.41%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	89.41%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	88.69%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.66%	99.17%
CHEMBL3194	P02766	Transthyretin	87.30%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.99%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.47%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.85%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.29%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.61%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.34%	90.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.30%	97.21%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.24%	96.21%

Plants that contains it

• Andrographis alata

Cross-Links

• PubChem: 163002660
• LOTUS: LTS0219727
• wikiData: Q105005797