Penexanthone B

Details

• Internal ID: 51fc75d6-e597-4cac-a328-7ab377de5497
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: [(3R,4R,4aR)-4-acetyloxy-8,9-dihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthen-4a-yl]methyl acetate
• InChI: InChI=1S/C19H20O8/c1-9-7-13(23)16-17(24)15-12(22)5-4-6-14(15)27-19(16,8-25-10(2)20)18(9)26-11(3)21/h4-6,9,18,22,24H,7-8H2,1-3H3/t9-,18-,19+/m1/s1
• InChI Key: NHGCHJUCHVUXHO-VUXJGSIMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₈
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.11581759 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• Rel-Penexanthone B
• CHEMBL2036660

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9384	93.84%
Caco-2	+	0.7152	71.52%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7363	73.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9019	90.19%
OATP1B3 inhibitior	+	0.8483	84.83%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6518	65.18%
P-glycoprotein inhibitior	-	0.5687	56.87%
P-glycoprotein substrate	-	0.6551	65.51%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	-	0.8625	86.25%
CYP3A4 inhibition	-	0.8702	87.02%
CYP2C9 inhibition	-	0.6648	66.48%
CYP2C19 inhibition	-	0.6801	68.01%
CYP2D6 inhibition	-	0.8654	86.54%
CYP1A2 inhibition	+	0.6586	65.86%
CYP2C8 inhibition	-	0.5710	57.10%
CYP inhibitory promiscuity	-	0.5636	56.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6798	67.98%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8725	87.25%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6686	66.86%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6789	67.89%
Acute Oral Toxicity (c)	I	0.4846	48.46%
Estrogen receptor binding	+	0.7300	73.00%
Androgen receptor binding	+	0.6537	65.37%
Thyroid receptor binding	-	0.6521	65.21%
Glucocorticoid receptor binding	+	0.5885	58.85%
Aromatase binding	-	0.6167	61.67%
PPAR gamma	+	0.6560	65.60%
Honey bee toxicity	-	0.8377	83.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.64%	94.45%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.56%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.15%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.68%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.02%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	87.97%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.99%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.77%	94.73%
CHEMBL5028	O14672	ADAM10	80.87%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.80%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57409768
• LOTUS: LTS0047966
• wikiData: Q105179368