2-Hydroxyxanthone

Details

• Internal ID: 4c71ed90-8c50-42c1-97aa-03b1b96d268b
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2-hydroxyxanthen-9-one
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=C(O2)C=CC(=C3)O
• InChI: InChI=1S/C13H8O3/c14-8-5-6-12-10(7-8)13(15)9-3-1-2-4-11(9)16-12/h1-7,14H
• InChI Key: WSACHQJPCNOREV-UHFFFAOYSA-N
• Popularity: 26 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₃
• Molecular Weight: 212.20 g/mol
• Exact Mass: 212.047344113 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 1915-98-6
• 2-hydroxyxanthen-9-one
• 9H-XANTHEN-9-ONE, 2-HYDROXY-
• 2-Hydroxy-9H-xanthen-9-one
• 2-hydroxy-9H-9-xanthenone
• 2-Hydroxy-xanthen-9-one
• CHEMBL185960
• Xanthen-9-one, 2-hydroxy-
• KBio2_003149
• Spectrum_000121
• 2-hydroxy-9-xanthenone
• Spectrum2_001722
• Spectrum3_001190
• Spectrum4_001616
• Spectrum5_000371
• BSPBio_002839
• KBioGR_001991
• KBioSS_000581
• SPBio_001764
• 2-hydroxy-9H-xanthene-9-one
• SCHEMBL1675981
• KBio2_000581
• KBio2_005717
• KBio3_002339
• 2-Hydroxy-9H-xanthen-9-one #
• DTXSID60172676
• CHEBI:108579
• HY-N8739
• 2-Hydroxy-9H-xanthen-9-one, 9CI
• BDBM50155409
• CCG-38792
• MFCD01313127
• AKOS022650645
• SDCCGMLS-0066534.P001
• NCGC00178442-01
• PD118985
• AM20030247
• CS-0148992
• BRD-K12336887-001-02-3
• Q27187504

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.7028	70.28%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6018	60.18%
OATP2B1 inhibitior	-	0.8694	86.94%
OATP1B1 inhibitior	+	0.8095	80.95%
OATP1B3 inhibitior	+	0.9938	99.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8493	84.93%
P-glycoprotein inhibitior	-	0.7941	79.41%
P-glycoprotein substrate	-	0.9310	93.10%
CYP3A4 substrate	-	0.5660	56.60%
CYP2C9 substrate	-	0.8238	82.38%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	-	0.6607	66.07%
CYP2C9 inhibition	-	0.7608	76.08%
CYP2C19 inhibition	+	0.6440	64.40%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	+	0.9767	97.67%
CYP2C8 inhibition	-	0.7213	72.13%
CYP inhibitory promiscuity	-	0.7610	76.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.4615	46.15%
Eye corrosion	-	0.9269	92.69%
Eye irritation	+	0.9661	96.61%
Skin irritation	+	0.7953	79.53%
Skin corrosion	-	0.9929	99.29%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8820	88.20%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7677	76.77%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6337	63.37%
Acute Oral Toxicity (c)	III	0.6975	69.75%
Estrogen receptor binding	+	0.8682	86.82%
Androgen receptor binding	+	0.9058	90.58%
Thyroid receptor binding	+	0.6729	67.29%
Glucocorticoid receptor binding	+	0.8629	86.29%
Aromatase binding	+	0.8920	89.20%
PPAR gamma	+	0.8248	82.48%
Honey bee toxicity	-	0.9022	90.22%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7626	76.26%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.74%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.73%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	86.71%	94.73%
CHEMBL2535	P11166	Glucose transporter	86.28%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.06%	94.00%

Plants that contains it

• Calophyllum caledonicum
• Calophyllum cordato-oblongum
• Calophyllum membranaceum
• Calophyllum teysmannii
• Garcinia kola
• Hypericum canariense
• Hypericum ericoides
• Hypericum monogynum
• Hypericum roeperianum
• Hypericum sampsonii
• Kielmeyera excelsa
• Kielmeyera speciosa
• Mammea acuminata
• Mammea americana
• Mammea odorata
• Mesua assamica
• Psorospermum molluscum

Cross-Links

• PubChem: 74708
• LOTUS: LTS0005468
• wikiData: Q27187504