methyl (2S,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-3-methoxyoxane-2-carboxylate

Details

• Internal ID: aa903c9d-7f26-4fbf-94c8-24018372ef54
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: methyl (2S,3S,4R,5R,6S)-4,5-dihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-3-methoxyoxane-2-carboxylate
• InChI: InChI=1S/C24H24O11/c1-30-12-6-4-11(5-7-12)16-10-15(26)18-14(25)8-13(9-17(18)34-16)33-24-20(28)19(27)21(31-2)22(35-24)23(29)32-3/h4-10,19-22,24-25,27-28H,1-3H3/t19-,20-,21+,22+,24-/m1/s1
• InChI Key: SQWURSZGOUXLIP-JXSOMUMUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8248	82.48%
Caco-2	-	0.7381	73.81%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7674	76.74%
OATP2B1 inhibitior	-	0.6898	68.98%
OATP1B1 inhibitior	+	0.9336	93.36%
OATP1B3 inhibitior	+	0.8823	88.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	+	0.7337	73.37%
P-glycoprotein substrate	-	0.6680	66.80%
CYP3A4 substrate	+	0.6383	63.83%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.8861	88.61%
CYP2C9 inhibition	-	0.9477	94.77%
CYP2C19 inhibition	-	0.9451	94.51%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.6815	68.15%
CYP inhibitory promiscuity	-	0.8676	86.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4476	44.76%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9270	92.70%
Skin irritation	-	0.7798	77.98%
Skin corrosion	-	0.9629	96.29%
Ames mutagenesis	+	0.5036	50.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4489	44.89%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.7782	77.82%
skin sensitisation	-	0.9499	94.99%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7754	77.54%
Acute Oral Toxicity (c)	III	0.5392	53.92%
Estrogen receptor binding	+	0.7785	77.85%
Androgen receptor binding	+	0.8144	81.44%
Thyroid receptor binding	+	0.5775	57.75%
Glucocorticoid receptor binding	+	0.7383	73.83%
Aromatase binding	+	0.5280	52.80%
PPAR gamma	+	0.7287	72.87%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9388	93.88%

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	99.07%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.33%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.96%	94.00%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.04%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.75%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.92%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.73%	99.15%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.60%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	90.37%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.16%	90.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.86%	87.67%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	86.69%	89.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.69%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.91%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	83.72%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.01%	97.28%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.45%	86.33%
CHEMBL3194	P02766	Transthyretin	82.18%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.03%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.57%	94.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.53%	96.09%
CHEMBL4208	P20618	Proteasome component C5	80.30%	90.00%

Plants that contains it

• Lycopus asper

Cross-Links

• PubChem: 162853136
• LOTUS: LTS0099993
• wikiData: Q105258713