4-[4,5-Dihydroxy-2-methyl-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxan-3-yl]oxy-5-methylchromen-2-one

Details

• Internal ID: b04edcc4-e07d-4175-93fc-e558684efdb9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4-[4,5-dihydroxy-2-methyl-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxy]oxan-3-yl]oxy-5-methylchromen-2-one
• InChI: InChI=1S/C22H28O12/c1-8-4-3-5-10-14(8)11(6-13(23)32-10)33-20-9(2)31-22(19(28)17(20)26)30-7-12-15(24)16(25)18(27)21(29)34-12/h3-6,9,12,15-22,24-29H,7H2,1-2H3
• InChI Key: PTMHNNQOVURLID-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₁₂
• Molecular Weight: 484.40 g/mol
• Exact Mass: 484.15807632 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5887	58.87%
Caco-2	-	0.8283	82.83%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7132	71.32%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9267	92.67%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6922	69.22%
P-glycoprotein inhibitior	-	0.6781	67.81%
P-glycoprotein substrate	-	0.6005	60.05%
CYP3A4 substrate	+	0.5978	59.78%
CYP2C9 substrate	-	0.8302	83.02%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.9474	94.74%
CYP2C19 inhibition	-	0.9386	93.86%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	+	0.4630	46.30%
CYP inhibitory promiscuity	-	0.7824	78.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6592	65.92%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9562	95.62%
Skin irritation	-	0.8233	82.33%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6656	66.56%
Micronuclear	+	0.6492	64.92%
Hepatotoxicity	-	0.6946	69.46%
skin sensitisation	-	0.9238	92.38%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.8872	88.72%
Acute Oral Toxicity (c)	III	0.7079	70.79%
Estrogen receptor binding	+	0.7857	78.57%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.5507	55.07%
Aromatase binding	+	0.6208	62.08%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.8108	81.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8652	86.52%

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	98.15%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	97.61%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.14%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.85%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.65%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.46%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.75%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.96%	97.36%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.44%	96.21%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.32%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.11%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.29%	97.09%

Plants that contains it

• Gerbera jamesonii

Cross-Links

• PubChem: 163075311
• LOTUS: LTS0143724
• wikiData: Q105214735