6,8,12-trihydroxy-10-methyl-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione

Details

• Internal ID: 858a2e3b-e874-423c-801b-7d12eaa21d11
• Taxonomy: Benzenoids > Naphthalenes > Naphthalenecarboxylic acids and derivatives > 1,8-naphthalic anhydrides
• IUPAC Name: 6,8,12-trihydroxy-10-methyl-3-oxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene-2,4-dione
• SMILES (Canonical): CC1=CC(=C2C3=C1C(=CC(=C3C(=O)OC2=O)O)O)O
• SMILES (Isomeric): CC1=CC(=C2C3=C1C(=CC(=C3C(=O)OC2=O)O)O)O
• InChI: InChI=1S/C13H8O6/c1-4-2-5(14)9-11-8(4)6(15)3-7(16)10(11)13(18)19-12(9)17/h2-3,14-16H,1H3
• InChI Key: XATNJPZRZMFOSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₈O₆
• Molecular Weight: 260.20 g/mol
• Exact Mass: 260.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9222	92.22%
Caco-2	-	0.5607	56.07%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6962	69.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9171	91.71%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9737	97.37%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.9808	98.08%
CYP3A4 substrate	-	0.6346	63.46%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.6391	63.91%
CYP2C9 inhibition	+	0.5054	50.54%
CYP2C19 inhibition	-	0.8849	88.49%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.5208	52.08%
CYP2C8 inhibition	-	0.9100	91.00%
CYP inhibitory promiscuity	-	0.8099	80.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6919	69.19%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.9826	98.26%
Skin irritation	-	0.5273	52.73%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.6564	65.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7404	74.04%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.8177	81.77%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5051	50.51%
Acute Oral Toxicity (c)	III	0.6275	62.75%
Estrogen receptor binding	+	0.6134	61.34%
Androgen receptor binding	-	0.4814	48.14%
Thyroid receptor binding	-	0.7515	75.15%
Glucocorticoid receptor binding	+	0.5462	54.62%
Aromatase binding	-	0.6250	62.50%
PPAR gamma	-	0.6570	65.70%
Honey bee toxicity	-	0.9741	97.41%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9320	93.20%

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	97.09%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	93.74%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.97%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.76%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	85.92%	91.49%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.61%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.08%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.95%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.47%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21772095
• LOTUS: LTS0037291
• wikiData: Q105324136