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

Details

• Internal ID: 59a95dc3-d5b8-4d9a-965a-ca5aba5386f9
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [4-acetyloxy-3,5-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)O)OC(=O)C)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)O)OC(=O)C)O
• InChI: InChI=1S/C26H26O13/c1-11(27)35-10-20-23(32)25(36-12(2)28)24(33)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: FWERHWAIVVZRIX-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	+	0.8622	86.22%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6055	60.55%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	-	0.3824	38.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8390	83.90%
P-glycoprotein inhibitior	+	0.7548	75.48%
P-glycoprotein substrate	-	0.5297	52.97%
CYP3A4 substrate	+	0.6691	66.91%
CYP2C9 substrate	-	0.8195	81.95%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.8987	89.87%
CYP2C19 inhibition	-	0.9509	95.09%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9461	94.61%
CYP2C8 inhibition	+	0.6493	64.93%
CYP inhibitory promiscuity	-	0.7837	78.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7350	73.50%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8473	84.73%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4143	41.43%
Micronuclear	+	0.5892	58.92%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9310	93.10%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6944	69.44%
Acute Oral Toxicity (c)	III	0.6972	69.72%
Estrogen receptor binding	+	0.7582	75.82%
Androgen receptor binding	+	0.6723	67.23%
Thyroid receptor binding	-	0.5392	53.92%
Glucocorticoid receptor binding	+	0.6677	66.77%
Aromatase binding	-	0.5685	56.85%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.7783	77.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9255	92.55%

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	99.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.83%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.76%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.14%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.08%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.71%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	92.20%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.50%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.92%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.19%	91.49%
CHEMBL340	P08684	Cytochrome P450 3A4	88.16%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	87.71%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.23%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.94%	99.23%
CHEMBL3194	P02766	Transthyretin	85.75%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.35%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.77%	95.89%
CHEMBL2535	P11166	Glucose transporter	82.70%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.61%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.01%	86.92%

Plants that contains it

• Andrographis alata

Cross-Links

• PubChem: 162869805
• LOTUS: LTS0024249
• wikiData: Q105003200