Chlorxanthomycin

Details

• Internal ID: 1955bf32-4a30-4753-9716-1b7db557b112
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 7-chloro-6,10,14,19-tetrahydroxy-4,9,9-trimethylpentacyclo[13.3.1.05,18.08,17.011,16]nonadeca-1(19),3,5(18),6,8(17),10,13,15-octaene-2,12-dione
• SMILES (Canonical): CC1=CC(=O)C2=C(C3=C4C(=C(C(C5=C4C2=C1C(=C5Cl)O)(C)C)O)C(=O)C=C3O)O
• SMILES (Isomeric): CC1=CC(=O)C2=C(C3=C4C(=C(C(C5=C4C2=C1C(=C5Cl)O)(C)C)O)C(=O)C=C3O)O
• InChI: InChI=1S/C22H15ClO6/c1-6-4-7(24)11-14-10(6)20(28)18(23)17-16(14)15-12(19(11)27)8(25)5-9(26)13(15)21(29)22(17,2)3/h4-5,25,27-29H,1-3H3
• InChI Key: XPRNISGCKLGFQQ-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₅ClO₆
• Molecular Weight: 410.80 g/mol
• Exact Mass: 410.0557159 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6456	64.56%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8408	84.08%
OATP2B1 inhibitior	-	0.5630	56.30%
OATP1B1 inhibitior	+	0.8082	80.82%
OATP1B3 inhibitior	+	0.8889	88.89%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7450	74.50%
P-glycoprotein inhibitior	-	0.8676	86.76%
P-glycoprotein substrate	-	0.7707	77.07%
CYP3A4 substrate	+	0.6761	67.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8372	83.72%
CYP2C9 inhibition	+	0.7953	79.53%
CYP2C19 inhibition	+	0.5633	56.33%
CYP2D6 inhibition	-	0.7758	77.58%
CYP1A2 inhibition	+	0.6050	60.50%
CYP2C8 inhibition	+	0.4908	49.08%
CYP inhibitory promiscuity	+	0.8108	81.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8277	82.77%
Carcinogenicity (trinary)	Non-required	0.4445	44.45%
Eye corrosion	-	0.9917	99.17%
Eye irritation	+	0.6460	64.60%
Skin irritation	-	0.6154	61.54%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6450	64.50%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.6011	60.11%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5940	59.40%
Acute Oral Toxicity (c)	III	0.5550	55.50%
Estrogen receptor binding	+	0.8806	88.06%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6287	62.87%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	-	0.5793	57.93%
PPAR gamma	+	0.8751	87.51%
Honey bee toxicity	-	0.8524	85.24%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.92%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.08%	94.45%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	93.80%	85.94%
CHEMBL2581	P07339	Cathepsin D	92.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.72%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	88.07%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	87.40%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.33%	93.99%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.82%	93.03%
CHEMBL217	P14416	Dopamine D2 receptor	81.72%	95.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.85%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135430683
• LOTUS: LTS0166851
• wikiData: Q105338958