Isoarthothelin

Details

• Internal ID: ed51ba8a-f3e1-466e-83a8-0f4d8810fce7
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,4,7-trichloro-3,6,8-trihydroxy-1-methylxanthen-9-one
• SMILES (Canonical): CC1=C2C(=C(C(=C1Cl)O)Cl)OC3=C(C2=O)C(=C(C(=C3)O)Cl)O
• SMILES (Isomeric): CC1=C2C(=C(C(=C1Cl)O)Cl)OC3=C(C2=O)C(=C(C(=C3)O)Cl)O
• InChI: InChI=1S/C14H7Cl3O5/c1-3-6-11(19)7-5(2-4(18)9(16)12(7)20)22-14(6)10(17)13(21)8(3)15/h2,18,20-21H,1H3
• InChI Key: KIJCJDCUXMSIEZ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₇Cl₃O₅
• Molecular Weight: 361.60 g/mol
• Exact Mass: 359.935906 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.33
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.6004	60.04%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5458	54.58%
OATP2B1 inhibitior	-	0.6991	69.91%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6860	68.60%
P-glycoprotein inhibitior	-	0.9027	90.27%
P-glycoprotein substrate	-	0.9237	92.37%
CYP3A4 substrate	+	0.5270	52.70%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	+	0.7700	77.00%
CYP2C9 inhibition	+	0.7752	77.52%
CYP2C19 inhibition	+	0.5058	50.58%
CYP2D6 inhibition	-	0.7682	76.82%
CYP1A2 inhibition	+	0.9321	93.21%
CYP2C8 inhibition	-	0.6482	64.82%
CYP inhibitory promiscuity	+	0.7970	79.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8180	81.80%
Carcinogenicity (trinary)	Non-required	0.5001	50.01%
Eye corrosion	-	0.9770	97.70%
Eye irritation	+	0.7621	76.21%
Skin irritation	+	0.5165	51.65%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6652	66.52%
Micronuclear	+	0.8148	81.48%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8703	87.03%
Acute Oral Toxicity (c)	II	0.3411	34.11%
Estrogen receptor binding	+	0.8254	82.54%
Androgen receptor binding	+	0.6852	68.52%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.8881	88.81%
Aromatase binding	+	0.5519	55.19%
PPAR gamma	+	0.8928	89.28%
Honey bee toxicity	-	0.9093	90.93%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9690	96.90%

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	97.75%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.21%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.65%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.48%	98.95%
CHEMBL3194	P02766	Transthyretin	87.37%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.72%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.47%	89.34%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.91%	93.65%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.59%	90.71%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	83.98%	91.79%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.52%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.33%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.74%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14656950
• LOTUS: LTS0064792
• wikiData: Q77493336