Methyl 3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate

Details

• Internal ID: 0c2a33a5-fe6d-400e-ba39-a50ec4f59adb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
• IUPAC Name: methyl 3,4,5-trihydroxy-6-[5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)OC)O)O)O)O)O
• InChI: InChI=1S/C23H22O12/c1-31-14-4-3-9(5-11(14)24)15-8-13(26)17-12(25)6-10(7-16(17)34-15)33-23-20(29)18(27)19(28)21(35-23)22(30)32-2/h3-8,18-21,23-25,27-29H,1-2H3
• InChI Key: BJULGHZXPPQBKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₂
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.11112613 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7123	71.23%
Caco-2	-	0.8442	84.42%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.5427	54.27%
OATP1B1 inhibitior	+	0.9512	95.12%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7262	72.62%
P-glycoprotein inhibitior	-	0.5244	52.44%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.8477	84.77%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.5464	54.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6884	68.84%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.8230	82.30%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6889	68.89%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.8192	81.92%
Androgen receptor binding	+	0.6562	65.62%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7090	70.90%
Aromatase binding	-	0.5482	54.82%
PPAR gamma	+	0.6890	68.90%
Honey bee toxicity	-	0.7133	71.33%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.9387	93.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.01%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.52%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.08%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.39%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.06%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.95%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.36%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.10%	96.09%
CHEMBL3194	P02766	Transthyretin	87.23%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.78%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.31%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL2535	P11166	Glucose transporter	82.22%	98.75%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.12%	89.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.11%	96.00%

Plants that contains it

• Luffa aegyptiaca
• Meehania fargesii

Cross-Links

• PubChem: 163039917
• LOTUS: LTS0061079
• wikiData: Q104937357