2-Hydroxyvertixanthone

Details

• Internal ID: 7cfaf1d9-52be-401c-a5e1-a5d9591df8f5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: methyl 2,8-dihydroxy-9-oxoxanthene-1-carboxylate
• SMILES (Canonical): COC(=O)C1=C(C=CC2=C1C(=O)C3=C(C=CC=C3O2)O)O
• SMILES (Isomeric): COC(=O)C1=C(C=CC2=C1C(=O)C3=C(C=CC=C3O2)O)O
• InChI: InChI=1S/C15H10O6/c1-20-15(19)12-8(17)5-6-10-13(12)14(18)11-7(16)3-2-4-9(11)21-10/h2-6,16-17H,1H3
• InChI Key: RHTSTEXCCXSDAD-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• Hydroxyvertixanthone
• CHEBI:68716
• BS-1373
• methyl 2,8-dihydroxy-9-oxoxanthene-1-carboxylate
• methyl 2,8-dihydroxy-9-oxo-9H-xanthene-1-carboxylate
• Q27137136

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.7218	72.18%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7978	79.78%
OATP2B1 inhibitior	-	0.7081	70.81%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7277	72.77%
P-glycoprotein inhibitior	-	0.5318	53.18%
P-glycoprotein substrate	-	0.8885	88.85%
CYP3A4 substrate	+	0.5059	50.59%
CYP2C9 substrate	-	0.5655	56.55%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.5096	50.96%
CYP2C19 inhibition	-	0.8650	86.50%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	+	0.7786	77.86%
CYP2C8 inhibition	-	0.6125	61.25%
CYP inhibitory promiscuity	-	0.7520	75.20%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5785	57.85%
Eye corrosion	-	0.9753	97.53%
Eye irritation	+	0.8275	82.75%
Skin irritation	-	0.6435	64.35%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7746	77.46%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9693	96.93%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.6293	62.93%
Estrogen receptor binding	+	0.8731	87.31%
Androgen receptor binding	+	0.6494	64.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.9381	93.81%
Aromatase binding	+	0.6350	63.50%
PPAR gamma	+	0.7878	78.78%
Honey bee toxicity	-	0.9581	95.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9456	94.56%

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	96.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.00%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	90.68%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.87%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.81%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.89%	86.33%
CHEMBL2535	P11166	Glucose transporter	84.62%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.17%	93.65%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.97%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.05%	89.00%

Plants that contains it

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

Cross-Links

• PubChem: 14309394
• NPASS: NPC35128
• LOTUS: LTS0002980
• wikiData: Q27137136