3,5,7-Trihydroxy-4-oxo-2-phenylchromene-8-sulfonic acid

Details

• Internal ID: 9628ef4a-d351-4866-a3fe-933ea0e505df
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: 3,5,7-trihydroxy-4-oxo-2-phenylchromene-8-sulfonic acid
• SMILES (Canonical): C1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)S(=O)(=O)O)O
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C(=C(C=C3O)O)S(=O)(=O)O)O
• InChI: InChI=1S/C15H10O8S/c16-8-6-9(17)15(24(20,21)22)14-10(8)11(18)12(19)13(23-14)7-4-2-1-3-5-7/h1-6,16-17,19H,(H,20,21,22)
• InChI Key: ZPOBELHBZBSSQM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₈S
• Molecular Weight: 350.30 g/mol
• Exact Mass: 350.00963845 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7999	79.99%
Caco-2	-	0.7894	78.94%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3441	34.41%
OATP2B1 inhibitior	-	0.6768	67.68%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	-	0.5200	52.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7784	77.84%
P-glycoprotein inhibitior	-	0.8049	80.49%
P-glycoprotein substrate	-	0.8679	86.79%
CYP3A4 substrate	-	0.5522	55.22%
CYP2C9 substrate	-	0.6131	61.31%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8749	87.49%
CYP2C9 inhibition	-	0.7338	73.38%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	-	0.7341	73.41%
CYP2C8 inhibition	+	0.4890	48.90%
CYP inhibitory promiscuity	-	0.7223	72.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	+	0.6857	68.57%
Carcinogenicity (trinary)	Non-required	0.6681	66.81%
Eye corrosion	-	0.9267	92.67%
Eye irritation	+	0.8102	81.02%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.6338	63.38%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7627	76.27%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7628	76.28%
Acute Oral Toxicity (c)	III	0.6764	67.64%
Estrogen receptor binding	+	0.6462	64.62%
Androgen receptor binding	+	0.7750	77.50%
Thyroid receptor binding	-	0.6938	69.38%
Glucocorticoid receptor binding	+	0.5729	57.29%
Aromatase binding	-	0.5110	51.10%
PPAR gamma	+	0.8348	83.48%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.33%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.29%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.22%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	86.78%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.35%	99.15%

Plants that contains it

• Phyllanthus virgatus

Cross-Links

• PubChem: 10738015
• LOTUS: LTS0223669
• wikiData: Q105381063