Pyrenocine M

Details

• Internal ID: c59555b2-c97a-451a-b01f-dfb93f381720
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: 5-(hydroxymethyl)-4-methoxy-6-pentylpyran-2-one
• SMILES (Canonical): CCCCCC1=C(C(=CC(=O)O1)OC)CO
• SMILES (Isomeric): CCCCCC1=C(C(=CC(=O)O1)OC)CO
• InChI: InChI=1S/C12H18O4/c1-3-4-5-6-10-9(8-13)11(15-2)7-12(14)16-10/h7,13H,3-6,8H2,1-2H3
• InChI Key: MHWLDZQZIGJTLJ-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.12050905 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• CHEMBL2288013

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9443	94.43%
Caco-2	+	0.9429	94.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8605	86.05%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6613	66.13%
P-glycoprotein inhibitior	-	0.8879	88.79%
P-glycoprotein substrate	-	0.7266	72.66%
CYP3A4 substrate	-	0.5390	53.90%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	+	0.5703	57.03%
CYP2C9 inhibition	-	0.8421	84.21%
CYP2C19 inhibition	+	0.6438	64.38%
CYP2D6 inhibition	-	0.8944	89.44%
CYP1A2 inhibition	-	0.5787	57.87%
CYP2C8 inhibition	-	0.6021	60.21%
CYP inhibitory promiscuity	-	0.7140	71.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7553	75.53%
Eye corrosion	-	0.9861	98.61%
Eye irritation	+	0.7683	76.83%
Skin irritation	-	0.7873	78.73%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4294	42.94%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.7154	71.54%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7270	72.70%
Acute Oral Toxicity (c)	III	0.5552	55.52%
Estrogen receptor binding	+	0.5681	56.81%
Androgen receptor binding	+	0.5332	53.32%
Thyroid receptor binding	-	0.6082	60.82%
Glucocorticoid receptor binding	+	0.5935	59.35%
Aromatase binding	-	0.7576	75.76%
PPAR gamma	+	0.7760	77.60%
Honey bee toxicity	-	0.9657	96.57%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5621	56.21%
Fish aquatic toxicity	+	0.9415	94.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.60%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.75%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.34%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.63%	92.08%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.35%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.24%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.85%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.82%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	85.81%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	83.85%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	82.25%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.96%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.10%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.82%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76331085
• LOTUS: LTS0256337
• wikiData: Q104171706