Dianellinone

Details

• Internal ID: 77e74fea-0426-4e3c-81e7-b71534912037
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 7-acetyl-2-(7-acetyl-8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-8-hydroxy-6-methylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1C(=O)C)O)C(=O)C(=CC2=O)C3=CC(=O)C4=C(C3=O)C(=C(C(=C4)C)C(=O)C)O
• SMILES (Isomeric): CC1=CC2=C(C(=C1C(=O)C)O)C(=O)C(=CC2=O)C3=CC(=O)C4=C(C3=O)C(=C(C(=C4)C)C(=O)C)O
• InChI: InChI=1S/C26H18O8/c1-9-5-15-17(29)7-13(23(31)21(15)25(33)19(9)11(3)27)14-8-18(30)16-6-10(2)20(12(4)28)26(34)22(16)24(14)32/h5-8,33-34H,1-4H3
• InChI Key: ZOPUDZGSTKJOMM-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₁₈O₈
• Molecular Weight: 458.40 g/mol
• Exact Mass: 458.10016753 g/mol
• Topological Polar Surface Area (TPSA): 143.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 1991-29-3
• (2,2'-Binaphthalene)-1,1',4,4'-tetrone, 7,7'-diacetyl-8,8'-dihydroxy-6,6'-dimethyl-
• 7-acetyl-2-(7-acetyl-8-hydroxy-6-methyl-1,4-dioxonaphthalen-2-yl)-8-hydroxy-6-methylnaphthalene-1,4-dione
• 7,7/'-Diacetyl-8,8/'-dihydroxy-6,6/'-dimethyl-2,2/'-binaphthalene-1,1/',4,4/'-tetrone
• DTXSID90173691

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5366	53.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8868	88.68%
OATP2B1 inhibitior	+	0.5709	57.09%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.8269	82.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7322	73.22%
P-glycoprotein inhibitior	-	0.5849	58.49%
P-glycoprotein substrate	-	0.8786	87.86%
CYP3A4 substrate	-	0.5239	52.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.7313	73.13%
CYP2C9 inhibition	+	0.8800	88.00%
CYP2C19 inhibition	+	0.6631	66.31%
CYP2D6 inhibition	-	0.8055	80.55%
CYP1A2 inhibition	+	0.9027	90.27%
CYP2C8 inhibition	-	0.7388	73.88%
CYP inhibitory promiscuity	+	0.8086	80.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8288	82.88%
Carcinogenicity (trinary)	Non-required	0.4923	49.23%
Eye corrosion	-	0.9965	99.65%
Eye irritation	+	0.5395	53.95%
Skin irritation	-	0.6334	63.34%
Skin corrosion	-	0.9633	96.33%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5473	54.73%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6982	69.82%
skin sensitisation	-	0.7043	70.43%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5632	56.32%
Acute Oral Toxicity (c)	III	0.5592	55.92%
Estrogen receptor binding	+	0.7574	75.74%
Androgen receptor binding	+	0.5203	52.03%
Thyroid receptor binding	-	0.5860	58.60%
Glucocorticoid receptor binding	+	0.5687	56.87%
Aromatase binding	-	0.6348	63.48%
PPAR gamma	+	0.5470	54.70%
Honey bee toxicity	-	0.9627	96.27%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	95.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.21%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.68%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.20%	94.42%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.36%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.16%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%

Plants that contains it

• Dianella revoluta
• Stypandra glauca

Cross-Links

• PubChem: 3083745
• LOTUS: LTS0227912
• wikiData: Q83043729