6-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 00f8f3d1-7ff7-4354-afb8-abffe58b04a4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-8-O-glucuronides
• IUPAC Name: 6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-8-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O
• InChI: InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)12-6-10(24)13-9(23)5-11(25)17(18(13)31-12)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-23,25-28H,(H,29,30)
• InChI Key: FBDUYUDFMFZSDJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₁₂
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.07982601 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7086	70.86%
Caco-2	-	0.9213	92.13%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	+	0.5989	59.89%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.9610	96.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5491	54.91%
P-glycoprotein inhibitior	-	0.7011	70.11%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.8160	81.60%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7354	73.54%
CYP2C9 inhibition	-	0.7205	72.05%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.7704	77.04%
CYP2C8 inhibition	+	0.8354	83.54%
CYP inhibitory promiscuity	-	0.8051	80.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8151	81.51%
Skin irritation	-	0.6185	61.85%
Skin corrosion	-	0.9479	94.79%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6003	60.03%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6907	69.07%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8506	85.06%
Acute Oral Toxicity (c)	II	0.4816	48.16%
Estrogen receptor binding	+	0.6742	67.42%
Androgen receptor binding	+	0.8054	80.54%
Thyroid receptor binding	-	0.5491	54.91%
Glucocorticoid receptor binding	+	0.6534	65.34%
Aromatase binding	-	0.5658	56.58%
PPAR gamma	+	0.6224	62.24%
Honey bee toxicity	-	0.7454	74.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9599	95.99%

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	98.19%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.56%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.78%	89.00%
CHEMBL3194	P02766	Transthyretin	95.42%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.36%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.00%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.84%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.20%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.48%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.44%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.37%	94.45%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.10%	89.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.07%	95.64%
CHEMBL242	Q92731	Estrogen receptor beta	84.08%	98.35%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.03%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.42%	94.73%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	82.84%	97.53%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.50%	83.57%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.84%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.27%	99.23%

Plants that contains it

• Malva sylvestris
• Scutellaria indica
• Theobroma grandiflorum

Cross-Links

• PubChem: 14332448
• LOTUS: LTS0100582
• wikiData: Q104992573