Cuculoquinone

Details

• Internal ID: c7aa88c5-5dd6-44bb-bc6c-5589f5f03e1e
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenols
• IUPAC Name: 3-ethyl-6-(7-ethyl-1,3,4,5,6,8-hexahydroxynaphthalen-2-yl)-4,5-dihydroxynaphthalene-1,2,7,8-tetrone
• SMILES (Canonical): CCC1=C(C2=C(C(=C1O)O)C(=C(C(=C2O)C3=C(C4=C(C(=O)C(=O)C(=C4O)CC)C(=O)C3=O)O)O)O)O
• SMILES (Isomeric): CCC1=C(C2=C(C(=C1O)O)C(=C(C(=C2O)C3=C(C4=C(C(=O)C(=O)C(=C4O)CC)C(=O)C3=O)O)O)O)O
• InChI: InChI=1S/C24H18O12/c1-3-5-13(25)7-11(19(31)15(5)27)23(35)21(33)9(17(7)29)10-18(30)8-12(24(36)22(10)34)20(32)16(28)6(4-2)14(8)26/h25-27,29-31,33,35H,3-4H2,1-2H3
• InChI Key: ALSBMTWFVVNJBG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₁₈O₁₂
• Molecular Weight: 498.40 g/mol
• Exact Mass: 498.07982601 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 0.32
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

• 3-ethyl-6-(7-ethyl-1,3,4,5,6,8-hexahydroxynaphthalen-2-yl)-4,5-dihydroxynaphthalene-1,2,7,8-tetrone
• RefChem:128699
• CHEBI:224987

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.7401	74.01%
Blood Brain Barrier	-	0.6230	62.30%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7988	79.88%
OATP2B1 inhibitior	+	0.5793	57.93%
OATP1B1 inhibitior	+	0.8147	81.47%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	-	0.8122	81.22%
P-glycoprotein inhibitior	-	0.7938	79.38%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	-	0.5293	52.93%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8058	80.58%
CYP3A4 inhibition	-	0.7650	76.50%
CYP2C9 inhibition	+	0.7594	75.94%
CYP2C19 inhibition	-	0.7054	70.54%
CYP2D6 inhibition	-	0.7571	75.71%
CYP1A2 inhibition	+	0.6865	68.65%
CYP2C8 inhibition	-	0.7994	79.94%
CYP inhibitory promiscuity	+	0.7280	72.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9154	91.54%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.5241	52.41%
Skin irritation	-	0.6879	68.79%
Skin corrosion	-	0.8770	87.70%
Ames mutagenesis	-	0.6034	60.34%
Human Ether-a-go-go-Related Gene inhibition	-	0.3680	36.80%
Micronuclear	+	0.7559	75.59%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6606	66.06%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6483	64.83%
Acute Oral Toxicity (c)	III	0.4586	45.86%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.5835	58.35%
Thyroid receptor binding	-	0.5858	58.58%
Glucocorticoid receptor binding	+	0.6134	61.34%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6860	68.60%
Honey bee toxicity	-	0.9046	90.46%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.96%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.72%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.70%	94.73%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.35%	93.99%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.26%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.78%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 136137641
• LOTUS: LTS0270090
• wikiData: Q77509768