Thiophaninic acid

Details

• Internal ID: dcc3a037-bc40-45c9-921c-b75f7b3ac38d
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,4-dichloro-1,3-dihydroxy-6-methoxy-8-methylxanthen-9-one
• SMILES (Canonical): CC1=CC(=CC2=C1C(=O)C3=C(C(=C(C(=C3O2)Cl)O)Cl)O)OC
• SMILES (Isomeric): CC1=CC(=CC2=C1C(=O)C3=C(C(=C(C(=C3O2)Cl)O)Cl)O)OC
• InChI: InChI=1S/C15H10Cl2O5/c1-5-3-6(21-2)4-7-8(5)12(18)9-13(19)10(16)14(20)11(17)15(9)22-7/h3-4,19-20H,1-2H3
• InChI Key: PCGGYLLGIFFWCT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀Cl₂O₅
• Molecular Weight: 341.10 g/mol
• Exact Mass: 339.9905288 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:144307
• 2,4-Dichloro-1,3-dihydroxy-6-methoxy-8-methylxanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9671	96.71%
Caco-2	+	0.7707	77.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5285	52.85%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5834	58.34%
P-glycoprotein inhibitior	-	0.8241	82.41%
P-glycoprotein substrate	-	0.9271	92.71%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.6279	62.79%
CYP2D6 substrate	-	0.8492	84.92%
CYP3A4 inhibition	+	0.7606	76.06%
CYP2C9 inhibition	+	0.6386	63.86%
CYP2C19 inhibition	+	0.6900	69.00%
CYP2D6 inhibition	-	0.6134	61.34%
CYP1A2 inhibition	+	0.8348	83.48%
CYP2C8 inhibition	+	0.4520	45.20%
CYP inhibitory promiscuity	+	0.8664	86.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8180	81.80%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9705	97.05%
Eye irritation	+	0.7639	76.39%
Skin irritation	-	0.6570	65.70%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6368	63.68%
Micronuclear	+	0.7748	77.48%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8728	87.28%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7030	70.30%
Acute Oral Toxicity (c)	III	0.4198	41.98%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.7489	74.89%
Thyroid receptor binding	+	0.6793	67.93%
Glucocorticoid receptor binding	+	0.9014	90.14%
Aromatase binding	+	0.7807	78.07%
PPAR gamma	+	0.9126	91.26%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	98.87%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.34%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.95%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.30%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.32%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.23%	86.33%
CHEMBL3194	P02766	Transthyretin	84.42%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.36%	89.34%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.30%	93.65%
CHEMBL4208	P20618	Proteasome component C5	84.24%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.19%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.13%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12444298
• LOTUS: LTS0195102
• wikiData: Q104397984