1-Hydroxy-3-methylxanthen-9-one

Details

• Internal ID: 53b3b9e2-1eb3-4d8a-a37b-9c98dfced13a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1-hydroxy-3-methylxanthen-9-one
• SMILES (Canonical): CC1=CC(=C2C(=C1)OC3=CC=CC=C3C2=O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1)OC3=CC=CC=C3C2=O)O
• InChI: InChI=1S/C14H10O3/c1-8-6-10(15)13-12(7-8)17-11-5-3-2-4-9(11)14(13)16/h2-7,15H,1H3
• InChI Key: UJJFBGPVOMLYGN-UHFFFAOYSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₃
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.96
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Xanthen-9-one, 1-hydroxy-3-methyl-
• 1,7-Hydroxy-3-methylxanthone
• 39156-34-8
• 1-hydroxy-3-methyl-9H-xanthen-9-one
• CHEMBL91383
• DTXSID40192397
• CHEBI:215645
• 1-hydroxy-3-methyl-9h xanthen-9-one
• 10.14272/UJJFBGPVOMLYGN-UHFFFAOYSA-N
• doi:10.14272/UJJFBGPVOMLYGN-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.8912	89.12%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	0.8638	86.38%
OATP1B1 inhibitior	+	0.8999	89.99%
OATP1B3 inhibitior	+	0.9967	99.67%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6437	64.37%
P-glycoprotein inhibitior	-	0.8308	83.08%
P-glycoprotein substrate	-	0.9276	92.76%
CYP3A4 substrate	+	0.5164	51.64%
CYP2C9 substrate	-	0.6157	61.57%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.6510	65.10%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.5629	56.29%
CYP2D6 inhibition	-	0.9607	96.07%
CYP1A2 inhibition	+	0.9867	98.67%
CYP2C8 inhibition	-	0.7824	78.24%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.4819	48.19%
Eye corrosion	-	0.9150	91.50%
Eye irritation	+	0.9131	91.31%
Skin irritation	+	0.6991	69.91%
Skin corrosion	-	0.9800	98.00%
Ames mutagenesis	+	0.7536	75.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7459	74.59%
Micronuclear	+	0.7959	79.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8770	87.70%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.8469	84.69%
Estrogen receptor binding	+	0.8823	88.23%
Androgen receptor binding	+	0.8498	84.98%
Thyroid receptor binding	+	0.6155	61.55%
Glucocorticoid receptor binding	+	0.9319	93.19%
Aromatase binding	+	0.8444	84.44%
PPAR gamma	+	0.8046	80.46%
Honey bee toxicity	-	0.9565	95.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7683	76.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.47%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.43%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.06%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	93.98%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.59%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.97%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.09%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.42%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.48%	85.14%
CHEMBL2535	P11166	Glucose transporter	80.24%	98.75%

Plants that contains it

• Gelsemium sempervirens

Cross-Links

• PubChem: 5491639
• LOTUS: LTS0195528
• wikiData: Q77563121