8-Hydroxy-1,2,3-trimethoxyxanthen-9-one

Details

• Internal ID: b44878d1-8033-4377-8f13-a44e4e955ded
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 8-hydroxy-1,2,3-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C(=C2C(=C1)OC3=CC=CC(=C3C2=O)O)OC)OC
• SMILES (Isomeric): COC1=C(C(=C2C(=C1)OC3=CC=CC(=C3C2=O)O)OC)OC
• InChI: InChI=1S/C16H14O6/c1-19-11-7-10-13(16(21-3)15(11)20-2)14(18)12-8(17)5-4-6-9(12)22-10/h4-7,17H,1-3H3
• InChI Key: ZEUUVUSEISGRRF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.28 g/mol
• Exact Mass: 302.07903816 g/mol
• Topological Polar Surface Area (TPSA): 74.20 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.8929	89.29%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6863	68.63%
OATP2B1 inhibitior	-	0.7214	72.14%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9884	98.84%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8328	83.28%
P-glycoprotein inhibitior	+	0.5966	59.66%
P-glycoprotein substrate	-	0.7927	79.27%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.6511	65.11%
CYP2C9 inhibition	-	0.9806	98.06%
CYP2C19 inhibition	-	0.6277	62.77%
CYP2D6 inhibition	-	0.8588	85.88%
CYP1A2 inhibition	+	0.9585	95.85%
CYP2C8 inhibition	+	0.5680	56.80%
CYP inhibitory promiscuity	-	0.5523	55.23%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6004	60.04%
Eye corrosion	-	0.9679	96.79%
Eye irritation	+	0.7232	72.32%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4913	49.13%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6453	64.53%
Acute Oral Toxicity (c)	II	0.5755	57.55%
Estrogen receptor binding	+	0.8102	81.02%
Androgen receptor binding	+	0.6875	68.75%
Thyroid receptor binding	+	0.7247	72.47%
Glucocorticoid receptor binding	+	0.7320	73.20%
Aromatase binding	+	0.7927	79.27%
PPAR gamma	+	0.7951	79.51%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8585	85.85%

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	95.29%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.57%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.61%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.57%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.27%	98.95%
CHEMBL2535	P11166	Glucose transporter	89.95%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.57%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	85.50%	90.20%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.05%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.18%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.73%	94.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.77%	94.45%

Plants that contains it

• Cratoxylum cochinchinense

Cross-Links

• PubChem: 14756203
• LOTUS: LTS0254365
• wikiData: Q105373711