Chloronorlichexanthone

Details

• Internal ID: 0f1b404c-ad35-4edf-95c8-27caf88f0358
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 4-chloro-1,3,6-trihydroxy-8-methylxanthen-9-one
• InChI: InChI=1S/C14H9ClO5/c1-5-2-6(16)3-9-10(5)13(19)11-7(17)4-8(18)12(15)14(11)20-9/h2-4,16-18H,1H3
• InChI Key: BKLLYUDFOSSKSW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₉ClO₅
• Molecular Weight: 292.67 g/mol
• Exact Mass: 292.0138511 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 65658-58-4
• 4-chloro-1,3,6-trihydroxy-8-methylxanthen-9-one
• 4-Chloronorlichexanthone
• NSC295146
• DTXSID10418556
• BKLLYUDFOSSKSW-UHFFFAOYSA-N
• CHEBI:144162
• NSC-295146
• 4-Chloro-1,3,6-trihydroxy-8-methyl(9H)xanthen-9-one
• 9H-Xanthen-9-one, 4-chloro-1,3,6-trihydroxy-8-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9741	97.41%
Caco-2	+	0.6660	66.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5458	54.58%
OATP2B1 inhibitior	-	0.6893	68.93%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7155	71.55%
P-glycoprotein inhibitior	-	0.9125	91.25%
P-glycoprotein substrate	-	0.8768	87.68%
CYP3A4 substrate	+	0.5117	51.17%
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	-	0.6126	61.26%
CYP inhibitory promiscuity	+	0.7970	79.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8180	81.80%
Carcinogenicity (trinary)	Non-required	0.5001	50.01%
Eye corrosion	-	0.9770	97.70%
Eye irritation	+	0.8848	88.48%
Skin irritation	+	0.5165	51.65%
Skin corrosion	-	0.9260	92.60%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7121	71.21%
Micronuclear	+	0.8148	81.48%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7378	73.78%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5267	52.67%
Acute Oral Toxicity (c)	II	0.3411	34.11%
Estrogen receptor binding	+	0.8814	88.14%
Androgen receptor binding	+	0.7221	72.21%
Thyroid receptor binding	+	0.6039	60.39%
Glucocorticoid receptor binding	+	0.9487	94.87%
Aromatase binding	+	0.6445	64.45%
PPAR gamma	+	0.8612	86.12%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
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	98.00%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	95.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.59%	94.00%
CHEMBL3194	P02766	Transthyretin	90.50%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.59%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.27%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.11%	94.42%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.49%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.30%	90.71%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5359040
• LOTUS: LTS0109984
• wikiData: Q82229129