[7-(7-Acetyloxy-8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-1-hydroxy-3-methyl-5,8-dioxonaphthalen-2-yl] acetate

Details

• Internal ID: 5e04788a-87af-4bd0-8b74-25eb2c89bab4
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [7-(7-acetyloxy-8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-1-hydroxy-3-methyl-5,8-dioxonaphthalen-2-yl] acetate
• SMILES (Canonical): CC1=CC2=C(C(=C1OC(=O)C)O)C(=O)C(=CC2=O)C3=CC(=O)C4=C(C3=O)C(=C(C(=C4)C)OC(=O)C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1OC(=O)C)O)C(=O)C(=CC2=O)C3=CC(=O)C4=C(C3=O)C(=C(C(=C4)C)OC(=O)C)O
• InChI: InChI=1S/C26H18O10/c1-9-5-15-17(29)7-13(21(31)19(15)23(33)25(9)35-11(3)27)14-8-18(30)16-6-10(2)26(36-12(4)28)24(34)20(16)22(14)32/h5-8,33-34H,1-4H3
• InChI Key: JODPOMYHTFZNTK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₁₈O₁₀
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.08999677 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 10
• 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	+	0.9925	99.25%
Caco-2	-	0.6486	64.86%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8290	82.90%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	-	0.2849	28.49%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7535	75.35%
P-glycoprotein inhibitior	+	0.7073	70.73%
P-glycoprotein substrate	-	0.9218	92.18%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8904	89.04%
CYP3A4 inhibition	-	0.8844	88.44%
CYP2C9 inhibition	+	0.6718	67.18%
CYP2C19 inhibition	-	0.5812	58.12%
CYP2D6 inhibition	-	0.8756	87.56%
CYP1A2 inhibition	+	0.5464	54.64%
CYP2C8 inhibition	-	0.6976	69.76%
CYP inhibitory promiscuity	+	0.6071	60.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9297	92.97%
Carcinogenicity (trinary)	Non-required	0.4325	43.25%
Eye corrosion	-	0.9956	99.56%
Eye irritation	-	0.7093	70.93%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9708	97.08%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5853	58.53%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5766	57.66%
skin sensitisation	-	0.7777	77.77%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4920	49.20%
Acute Oral Toxicity (c)	III	0.4438	44.38%
Estrogen receptor binding	+	0.8284	82.84%
Androgen receptor binding	+	0.6109	61.09%
Thyroid receptor binding	-	0.5854	58.54%
Glucocorticoid receptor binding	+	0.6244	62.44%
Aromatase binding	-	0.5515	55.15%
PPAR gamma	+	0.6275	62.75%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.37%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.74%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.13%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.71%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.75%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Dianella revoluta

Cross-Links

• PubChem: 162952418
• LOTUS: LTS0150418
• wikiData: Q105132277