Vertixanthone

Details

• Internal ID: 9623684e-8a21-46fd-897a-d732c41b4060
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 8-hydroxy-9-oxoxanthene-1-carboxylate
• SMILES (Canonical): COC(=O)C1=C2C(=CC=C1)OC3=CC=CC(=C3C2=O)O
• SMILES (Isomeric): COC(=O)C1=C2C(=CC=C1)OC3=CC=CC(=C3C2=O)O
• InChI: InChI=1S/C15H10O5/c1-19-15(18)8-4-2-6-10-12(8)14(17)13-9(16)5-3-7-11(13)20-10/h2-7,16H,1H3
• InChI Key: HXAFEJLAMMEJCI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Compound NP-007868
• AKOS040739422
• 120461-93-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	+	0.5939	59.39%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6690	66.90%
OATP2B1 inhibitior	-	0.7293	72.93%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9923	99.23%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6779	67.79%
P-glycoprotein inhibitior	-	0.5125	51.25%
P-glycoprotein substrate	-	0.8641	86.41%
CYP3A4 substrate	-	0.5157	51.57%
CYP2C9 substrate	-	0.5655	56.55%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.7670	76.70%
CYP2C9 inhibition	-	0.7123	71.23%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9390	93.90%
CYP1A2 inhibition	+	0.8152	81.52%
CYP2C8 inhibition	-	0.6486	64.86%
CYP inhibitory promiscuity	-	0.8720	87.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.4735	47.35%
Eye corrosion	-	0.9152	91.52%
Eye irritation	+	0.7847	78.47%
Skin irritation	-	0.6472	64.72%
Skin corrosion	-	0.9773	97.73%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6665	66.65%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9749	97.49%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.7510	75.10%
Acute Oral Toxicity (c)	III	0.8318	83.18%
Estrogen receptor binding	+	0.8585	85.85%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5273	52.73%
Glucocorticoid receptor binding	+	0.8991	89.91%
Aromatase binding	+	0.7234	72.34%
PPAR gamma	+	0.8052	80.52%
Honey bee toxicity	-	0.9605	96.05%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.8703	87.03%

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	95.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	91.02%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.42%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.74%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.01%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.47%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.78%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.08%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.91%	95.50%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.27%	81.11%

Plants that contains it

• Acacia confusa
• Erica arborea
• Isodon lihsienensis
• Phoebe clemensii

Cross-Links

• PubChem: 14309393
• NPASS: NPC144846
• LOTUS: LTS0082682
• wikiData: Q105034886