[4,5-Dihydroxy-2-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: 995f07ee-4e65-45f2-9852-13976c31270f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: [4,5-dihydroxy-2-[3-hydroxy-2-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenoxy]-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(C(OC1OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)CO)O)O
• SMILES (Isomeric): CC(=O)OC1C(C(C(OC1OC2=CC=CC(=C2C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O)CO)O)O
• InChI: InChI=1S/C24H24O12/c1-10(26)33-23-22(31)21(30)18(9-25)36-24(23)35-15-5-3-4-12(27)20(15)17-8-14(29)19-13(28)6-11(32-2)7-16(19)34-17/h3-8,18,21-25,27-28,30-31H,9H2,1-2H3
• InChI Key: WYJKKWUPHALPCH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₂
• Molecular Weight: 504.40 g/mol
• Exact Mass: 504.12677620 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6066	60.66%
Caco-2	-	0.8552	85.52%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.6902	69.02%
OATP1B1 inhibitior	+	0.8663	86.63%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5870	58.70%
P-glycoprotein inhibitior	+	0.5825	58.25%
P-glycoprotein substrate	-	0.5535	55.35%
CYP3A4 substrate	+	0.6486	64.86%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.8925	89.25%
CYP2C9 inhibition	-	0.9040	90.40%
CYP2C19 inhibition	-	0.9391	93.91%
CYP2D6 inhibition	-	0.9601	96.01%
CYP1A2 inhibition	-	0.9300	93.00%
CYP2C8 inhibition	+	0.5758	57.58%
CYP inhibitory promiscuity	-	0.8415	84.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7305	73.05%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.8464	84.64%
Skin corrosion	-	0.9565	95.65%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6540	65.40%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.6381	63.81%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.5319	53.19%
Glucocorticoid receptor binding	+	0.7235	72.35%
Aromatase binding	-	0.5225	52.25%
PPAR gamma	+	0.6029	60.29%
Honey bee toxicity	-	0.7681	76.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8147	81.47%

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	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.66%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.01%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.55%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.54%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.41%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.81%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.16%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.97%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.21%	99.17%
CHEMBL3194	P02766	Transthyretin	86.97%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	84.64%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.02%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.88%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.05%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.51%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.44%	96.95%
CHEMBL4208	P20618	Proteasome component C5	81.65%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.00%	96.00%

Plants that contains it

• Andrographis alata

Cross-Links

• PubChem: 163035733
• LOTUS: LTS0000484
• wikiData: Q105322315