3,6-Dihydroxy-2-methoxyxanthen-9-one

Details

• Internal ID: 33785e0a-698c-4f2f-b083-2baad260294a
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,6-dihydroxy-2-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C=C(C=C3)O)O
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C(=O)C3=C(O2)C=C(C=C3)O)O
• InChI: InChI=1S/C14H10O5/c1-18-13-5-9-12(6-10(13)16)19-11-4-7(15)2-3-8(11)14(9)17/h2-6,15-16H,1H3
• InChI Key: NTGIJHCZBOVNFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.8251	82.51%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.7058	70.58%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8334	83.34%
P-glycoprotein inhibitior	-	0.7677	76.77%
P-glycoprotein substrate	-	0.7174	71.74%
CYP3A4 substrate	-	0.5100	51.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7181	71.81%
CYP2C9 inhibition	-	0.5805	58.05%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.7438	74.38%
CYP1A2 inhibition	+	0.9811	98.11%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6572	65.72%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.9579	95.79%
Skin irritation	-	0.5200	52.00%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7185	71.85%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6053	60.53%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6694	66.94%
Acute Oral Toxicity (c)	III	0.8197	81.97%
Estrogen receptor binding	+	0.9025	90.25%
Androgen receptor binding	+	0.8352	83.52%
Thyroid receptor binding	+	0.6508	65.08%
Glucocorticoid receptor binding	+	0.9429	94.29%
Aromatase binding	+	0.8779	87.79%
PPAR gamma	+	0.6760	67.60%
Honey bee toxicity	-	0.8836	88.36%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6049	60.49%
Fish aquatic toxicity	+	0.8258	82.58%

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	98.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.59%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.97%	89.00%
CHEMBL3194	P02766	Transthyretin	88.94%	90.71%
CHEMBL2535	P11166	Glucose transporter	88.91%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.73%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.48%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.54%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.69%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.43%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.23%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.77%	99.15%

Plants that contains it

• Hypericum reflexum

Cross-Links

• PubChem: 14757913
• LOTUS: LTS0202025
• wikiData: Q105185431