Asperphenone A

Details

• Internal ID: f1176a16-f903-4850-9e1b-5b589e0f90d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylquinones > Ubiquinones
• IUPAC Name: 2-[(3-acetyl-2,6-dihydroxyphenyl)methyl]-5-hydroxy-6-methoxy-3-methylcyclohexa-2,5-diene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C(=C(C1=O)O)OC)CC2=C(C=CC(=C2O)C(=O)C)O
• SMILES (Isomeric): CC1=C(C(=O)C(=C(C1=O)O)OC)CC2=C(C=CC(=C2O)C(=O)C)O
• InChI: InChI=1S/C17H16O7/c1-7-10(15(22)17(24-3)16(23)13(7)20)6-11-12(19)5-4-9(8(2)18)14(11)21/h4-5,19,21,23H,6H2,1-3H3
• InChI Key: HNWSKAQTVNQOHM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.08960285 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5391	53.91%
Blood Brain Barrier	-	0.5851	58.51%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5958	59.58%
OATP2B1 inhibitior	-	0.7056	70.56%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.8832	88.32%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7364	73.64%
P-glycoprotein inhibitior	-	0.8792	87.92%
P-glycoprotein substrate	-	0.8603	86.03%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.7579	75.79%
CYP2C9 inhibition	+	0.6416	64.16%
CYP2C19 inhibition	+	0.7609	76.09%
CYP2D6 inhibition	-	0.5824	58.24%
CYP1A2 inhibition	+	0.7805	78.05%
CYP2C8 inhibition	-	0.6981	69.81%
CYP inhibitory promiscuity	+	0.7023	70.23%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8422	84.22%
Carcinogenicity (trinary)	Non-required	0.7530	75.30%
Eye corrosion	-	0.9786	97.86%
Eye irritation	+	0.6221	62.21%
Skin irritation	-	0.7301	73.01%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6877	68.77%
Micronuclear	+	0.5559	55.59%
Hepatotoxicity	+	0.5986	59.86%
skin sensitisation	-	0.6398	63.98%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.5231	52.31%
Estrogen receptor binding	+	0.8143	81.43%
Androgen receptor binding	-	0.5130	51.30%
Thyroid receptor binding	-	0.6407	64.07%
Glucocorticoid receptor binding	+	0.6813	68.13%
Aromatase binding	-	0.7296	72.96%
PPAR gamma	+	0.6059	60.59%
Honey bee toxicity	-	0.8744	87.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	98.16%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.23%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.74%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.43%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.69%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.85%	95.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.58%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.04%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.46%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.56%	97.21%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.18%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590568
• LOTUS: LTS0235656
• wikiData: Q104168039