Gibepyrone C

Details

• Internal ID: 0b185b8f-7a1d-4f67-a4a8-d6c31686356e
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: (E)-3-(5-methyl-6-oxopyran-2-yl)but-2-enal
• SMILES (Canonical): CC1=CC=C(OC1=O)C(=CC=O)C
• SMILES (Isomeric): CC1=CC=C(OC1=O)/C(=C/C=O)/C
• InChI: InChI=1S/C10H10O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-6H,1-2H3/b7-5+
• InChI Key: PDOTWWQNXPRSKT-FNORWQNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18 g/mol
• Exact Mass: 178.062994177 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL31132226
• PDOTWWQNXPRSKT-FNORWQNLSA-
• CHEBI:203236
• (E)-3-(5-methyl-6-oxopyran-2-yl)but-2-enal
• InChI=1/C10H10O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-6H,1-2H3/b7-5+

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.8378	83.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8608	86.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9183	91.83%
OATP1B3 inhibitior	+	0.9794	97.94%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8371	83.71%
P-glycoprotein inhibitior	-	0.9496	94.96%
P-glycoprotein substrate	-	0.9400	94.00%
CYP3A4 substrate	-	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.8534	85.34%
CYP2C9 inhibition	-	0.6333	63.33%
CYP2C19 inhibition	+	0.6263	62.63%
CYP2D6 inhibition	-	0.8593	85.93%
CYP1A2 inhibition	+	0.5406	54.06%
CYP2C8 inhibition	-	0.8984	89.84%
CYP inhibitory promiscuity	-	0.5371	53.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8131	81.31%
Carcinogenicity (trinary)	Non-required	0.6335	63.35%
Eye corrosion	-	0.8489	84.89%
Eye irritation	+	0.8882	88.82%
Skin irritation	+	0.6652	66.52%
Skin corrosion	-	0.8454	84.54%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6230	62.30%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	+	0.5594	55.94%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.7219	72.19%
Acute Oral Toxicity (c)	III	0.5831	58.31%
Estrogen receptor binding	-	0.8512	85.12%
Androgen receptor binding	-	0.8077	80.77%
Thyroid receptor binding	-	0.8029	80.29%
Glucocorticoid receptor binding	-	0.7586	75.86%
Aromatase binding	+	0.5184	51.84%
PPAR gamma	-	0.8122	81.22%
Honey bee toxicity	-	0.9497	94.97%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9601	96.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	92.35%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	91.64%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.34%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.60%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.89%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.04%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.68%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	81.22%	92.51%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21762754
• LOTUS: LTS0209991
• wikiData: Q77376306