3,7-Dihydroxy-1,2,8-trimethoxyxanthen-9-one

Details

• Internal ID: 9ef40886-0a59-498b-9c15-d54d9ca613ed
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 3,7-dihydroxy-1,2,8-trimethoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=CC2=C1C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C(=O)C3=C(O2)C=C(C(=C3OC)OC)O)O
• InChI: InChI=1S/C16H14O7/c1-20-14-7(17)4-5-9-11(14)13(19)12-10(23-9)6-8(18)15(21-2)16(12)22-3/h4-6,17-18H,1-3H3
• InChI Key: SFCAWPNUIJPROA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9617	96.17%
Caco-2	+	0.8471	84.71%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9698	96.98%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8269	82.69%
P-glycoprotein inhibitior	-	0.5255	52.55%
P-glycoprotein substrate	-	0.9673	96.73%
CYP3A4 substrate	-	0.5782	57.82%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.9325	93.25%
CYP2C19 inhibition	-	0.5514	55.14%
CYP2D6 inhibition	-	0.7363	73.63%
CYP1A2 inhibition	+	0.9561	95.61%
CYP2C8 inhibition	-	0.7573	75.73%
CYP inhibitory promiscuity	+	0.5753	57.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.8116	81.16%
Skin irritation	-	0.6975	69.75%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4915	49.15%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	-	0.9328	93.28%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	II	0.4834	48.34%
Estrogen receptor binding	+	0.7992	79.92%
Androgen receptor binding	+	0.6901	69.01%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.8759	87.59%
Aromatase binding	+	0.8029	80.29%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.9231	92.31%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8676	86.76%

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	98.68%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.69%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.27%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.01%	99.15%
CHEMBL2581	P07339	Cathepsin D	87.55%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.58%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.39%	80.78%
CHEMBL2535	P11166	Glucose transporter	83.83%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%
CHEMBL3194	P02766	Transthyretin	80.10%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 86066158
• LOTUS: LTS0003477
• wikiData: Q105251659