Penicyclone E

Details

• Internal ID: 167647dd-9932-4ce7-90fc-bbe3ef5bb738
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (E)-6-[(1R,5R,6R)-5-hydroxy-4-methyl-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-1-yl]-4-methylhex-4-enoic acid
• SMILES (Canonical): CC1=CC(=O)C2(C(C1O)O2)CC=C(C)CCC(=O)O
• SMILES (Isomeric): CC1=CC(=O)[C@]2([C@@H]([C@@H]1O)O2)C/C=C(\C)/CCC(=O)O
• InChI: InChI=1S/C14H18O5/c1-8(3-4-11(16)17)5-6-14-10(15)7-9(2)12(18)13(14)19-14/h5,7,12-13,18H,3-4,6H2,1-2H3,(H,16,17)/b8-5+/t12-,13-,14+/m1/s1
• InChI Key: SFHMKUALUHIBHB-BIHARUESSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.29 g/mol
• Exact Mass: 266.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.10 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL3741329
• DTXSID901039154
• 1820960-59-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9323	93.23%
Caco-2	-	0.6481	64.81%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8700	87.00%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6841	68.41%
BSEP inhibitior	-	0.8856	88.56%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.8135	81.35%
CYP3A4 substrate	+	0.5288	52.88%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.7509	75.09%
CYP2C9 inhibition	-	0.8607	86.07%
CYP2C19 inhibition	-	0.8263	82.63%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	-	0.8360	83.60%
CYP2C8 inhibition	-	0.8636	86.36%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9315	93.15%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9555	95.55%
Skin irritation	-	0.5481	54.81%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6852	68.52%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.7577	75.77%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6497	64.97%
Acute Oral Toxicity (c)	III	0.3715	37.15%
Estrogen receptor binding	-	0.6585	65.85%
Androgen receptor binding	-	0.5429	54.29%
Thyroid receptor binding	-	0.7336	73.36%
Glucocorticoid receptor binding	+	0.7447	74.47%
Aromatase binding	-	0.6144	61.44%
PPAR gamma	-	0.5349	53.49%
Honey bee toxicity	-	0.8919	89.19%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9762	97.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.72%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.92%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.74%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.65%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	85.58%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.23%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.26%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.75%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.63%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127038027
• LOTUS: LTS0162444
• wikiData: Q77569332