2,7-Dihydroxy-1-methoxyxanthen-9-one

Details

• Internal ID: e560ab4c-dade-43ec-9b44-0819d1ebd015
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 2,7-dihydroxy-1-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=CC2=C1C(=O)C3=C(O2)C=CC(=C3)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C(=O)C3=C(O2)C=CC(=C3)O)O
• InChI: InChI=1S/C14H10O5/c1-18-14-9(16)3-5-11-12(14)13(17)8-6-7(15)2-4-10(8)19-11/h2-6,15-16H,1H3
• InChI Key: NMIUUTLHKYHOBS-UHFFFAOYSA-N
• Popularity: 2 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	-	0.6705	67.05%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8406	84.06%
P-glycoprotein inhibitior	-	0.7182	71.82%
P-glycoprotein substrate	-	0.8892	88.92%
CYP3A4 substrate	-	0.5306	53.06%
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	-	0.6588	65.88%
CYP inhibitory promiscuity	+	0.6572	65.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.8284	82.84%
Skin irritation	-	0.5200	52.00%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7253	72.53%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8131	81.31%
Acute Oral Toxicity (c)	III	0.8197	81.97%
Estrogen receptor binding	+	0.8442	84.42%
Androgen receptor binding	+	0.8005	80.05%
Thyroid receptor binding	+	0.5158	51.58%
Glucocorticoid receptor binding	+	0.8998	89.98%
Aromatase binding	+	0.7368	73.68%
PPAR gamma	+	0.7119	71.19%
Honey bee toxicity	-	0.8867	88.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	98.80%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.33%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.79%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.16%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.07%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL2535	P11166	Glucose transporter	88.72%	98.75%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.64%	93.99%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.23%	80.78%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.83%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	80.26%	94.73%

Plants that contains it

• Haploclathra paniculata

Cross-Links

• PubChem: 11623029
• LOTUS: LTS0133747
• wikiData: Q105181802