Xantholipin

Details

• Internal ID: 185dabff-3100-4c62-8219-4f6fe8947ba4
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (2R,11S,13R)-22-chloro-2,28-dihydroxy-21-methoxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1(29),4(9),7,17,20(25),21,23,27-octaene-3,5,10,26-tetrone
• InChI: InChI=1S/C27H18ClNO10/c1-8-5-10-14(26(34)29-8)25(33)27(35)11(18(10)30)6-13-15-17(27)20(32)16-19(31)9-3-4-12(28)22(36-2)21(9)39-24(16)23(15)38-7-37-13/h3-5,11,13,32,35H,6-7H2,1-2H3,(H,29,34)/t11-,13-,27-/m1/s1
• InChI Key: HSVRTPZWHMWONP-JUEDDRGBSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₁₈ClNO₁₀
• Molecular Weight: 551.90 g/mol
• Exact Mass: 551.0619235 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• SCHEMBL17867114
• (2R,11S,13R)-22-chloro-2,28-dihydroxy-21-methoxy-7-methyl-14,16,19-trioxa-6-azaheptacyclo[15.11.1.02,11.04,9.013,29.018,27.020,25]nonacosa-1(29),4(9),7,17,20(25),21,23,27-octaene-3,5,10,26-tetrone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9119	91.19%
Caco-2	-	0.8099	80.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3860	38.60%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8422	84.22%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9471	94.71%
P-glycoprotein inhibitior	+	0.7142	71.42%
P-glycoprotein substrate	+	0.6236	62.36%
CYP3A4 substrate	+	0.7271	72.71%
CYP2C9 substrate	+	0.8072	80.72%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.8063	80.63%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.7175	71.75%
CYP2D6 inhibition	-	0.8972	89.72%
CYP1A2 inhibition	-	0.6504	65.04%
CYP2C8 inhibition	+	0.7601	76.01%
CYP inhibitory promiscuity	-	0.6324	63.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7738	77.38%
Carcinogenicity (trinary)	Non-required	0.4376	43.76%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.8160	81.60%
Skin corrosion	-	0.9379	93.79%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4209	42.09%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8459	84.59%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8342	83.42%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	+	0.7554	75.54%
Thyroid receptor binding	+	0.5542	55.42%
Glucocorticoid receptor binding	+	0.8149	81.49%
Aromatase binding	+	0.6077	60.77%
PPAR gamma	+	0.7345	73.45%
Honey bee toxicity	-	0.7011	70.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6147	61.47%
Fish aquatic toxicity	+	0.8205	82.05%

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	99.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.48%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.60%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.45%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.05%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.00%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.84%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.45%	89.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	93.02%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	92.61%	94.75%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	91.79%	97.31%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.04%	97.21%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	89.72%	96.00%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	89.39%	85.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.14%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.98%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.75%	93.99%
CHEMBL4530	P00488	Coagulation factor XIII	88.07%	96.00%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	87.03%	95.71%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	86.84%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.53%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.06%	95.34%
CHEMBL4805	Q99572	P2X purinoceptor 7	85.25%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.24%	92.62%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.60%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	84.47%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.03%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.73%	89.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.71%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.09%	96.95%
CHEMBL5957	P21589	5'-nucleotidase	82.68%	97.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.55%	97.25%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.50%	96.67%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.48%	92.68%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	80.07%	85.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11006158
• LOTUS: LTS0024083
• wikiData: Q75069601