Gibepyrone B

Details

• Internal ID: 14ae16ed-65be-4896-8deb-ccf3ffb48089
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 6-[(E)-4-hydroxybut-2-en-2-yl]-3-methylpyran-2-one
• SMILES (Canonical): CC1=CC=C(OC1=O)C(=CCO)C
• SMILES (Isomeric): CC1=CC=C(OC1=O)/C(=C/CO)/C
• InChI: InChI=1S/C10H12O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-5,11H,6H2,1-2H3/b7-5+
• InChI Key: VAFOLTKCMXTVQD-FNORWQNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• InChI=1/C10H12O3/c1-7(5-6-11)9-4-3-8(2)10(12)13-9/h3-5,11H,6H2,1-2H3/b7-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.8872	88.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8671	86.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9658	96.58%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8676	86.76%
P-glycoprotein inhibitior	-	0.9651	96.51%
P-glycoprotein substrate	-	0.9178	91.78%
CYP3A4 substrate	-	0.6774	67.74%
CYP2C9 substrate	-	0.8262	82.62%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.7636	76.36%
CYP2C9 inhibition	-	0.8217	82.17%
CYP2C19 inhibition	-	0.5472	54.72%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	+	0.5498	54.98%
CYP2C8 inhibition	-	0.8884	88.84%
CYP inhibitory promiscuity	-	0.5452	54.52%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.8158	81.58%
Carcinogenicity (trinary)	Non-required	0.7621	76.21%
Eye corrosion	-	0.9496	94.96%
Eye irritation	+	0.8771	87.71%
Skin irritation	+	0.5074	50.74%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.7036	70.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.7224	72.24%
Micronuclear	-	0.6767	67.67%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	+	0.4891	48.91%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8373	83.73%
Acute Oral Toxicity (c)	III	0.6528	65.28%
Estrogen receptor binding	-	0.9008	90.08%
Androgen receptor binding	-	0.7414	74.14%
Thyroid receptor binding	-	0.8288	82.88%
Glucocorticoid receptor binding	-	0.7331	73.31%
Aromatase binding	-	0.6933	69.33%
PPAR gamma	-	0.6965	69.65%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9362	93.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.95%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.40%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.30%	91.11%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	89.61%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.80%	89.34%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.64%	95.50%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.04%	90.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.20%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10419772
• LOTUS: LTS0189730
• wikiData: Q77560931