Asperphenone C

Details

• Internal ID: e76ced8a-bc72-4cd5-b81d-4e4a217d6196
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: methyl 4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxybut-3-enoate
• SMILES (Canonical): CC(=O)C1=C(C(=C(C=C1)O)C=CC(C(=O)OC)OC)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C(C=C1)O)C=CC(C(=O)OC)OC)O
• InChI: InChI=1S/C14H16O6/c1-8(15)9-4-6-11(16)10(13(9)17)5-7-12(19-2)14(18)20-3/h4-7,12,16-17H,1-3H3
• InChI Key: YSDOMPJCIZPLIH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• RefChem:916368
• methyl 4-(3-acetyl-2,6-dihydroxyphenyl)-2-methoxybut-3-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9270	92.70%
Caco-2	+	0.8586	85.86%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6623	66.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.8657	86.57%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8641	86.41%
P-glycoprotein inhibitior	-	0.8313	83.13%
P-glycoprotein substrate	-	0.8437	84.37%
CYP3A4 substrate	-	0.5416	54.16%
CYP2C9 substrate	-	0.7825	78.25%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.7772	77.72%
CYP2C9 inhibition	-	0.7949	79.49%
CYP2C19 inhibition	-	0.8832	88.32%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.8762	87.62%
CYP2C8 inhibition	-	0.7094	70.94%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7579	75.79%
Carcinogenicity (trinary)	Non-required	0.6700	67.00%
Eye corrosion	-	0.9178	91.78%
Eye irritation	+	0.5310	53.10%
Skin irritation	-	0.6393	63.93%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7847	78.47%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7281	72.81%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6604	66.04%
Acute Oral Toxicity (c)	III	0.4458	44.58%
Estrogen receptor binding	+	0.7627	76.27%
Androgen receptor binding	+	0.5280	52.80%
Thyroid receptor binding	-	0.6091	60.91%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5526	55.26%
PPAR gamma	-	0.7541	75.41%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9697	96.97%

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	98.13%	91.11%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	93.30%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	91.97%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.07%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.55%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.77%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.29%	83.10%
CHEMBL340	P08684	Cytochrome P450 3A4	80.78%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.63%	94.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.00%	99.15%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139590570
• LOTUS: LTS0218477
• wikiData: Q104202022