Penicyclone D

Details

• Internal ID: bbf574b7-03c8-4933-8275-b94eca047057
• 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-3-enoic acid
• SMILES (Canonical): CC1=CC(=O)C2(C(C1O)O2)CCC(=CCC(=O)O)C
• SMILES (Isomeric): CC1=CC(=O)[C@]2([C@@H]([C@@H]1O)O2)CC/C(=C/CC(=O)O)/C
• 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/h3,7,12-13,18H,4-6H2,1-2H3,(H,16,17)/b8-3+/t12-,13-,14+/m1/s1
• InChI Key: ULDXJEZSBHJNBZ-BNJSVDCOSA-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: 0.40
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL3741519

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9146	91.46%
Caco-2	-	0.7237	72.37%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7160	71.60%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9600	96.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6841	68.41%
BSEP inhibitior	-	0.8853	88.53%
P-glycoprotein inhibitior	-	0.9381	93.81%
P-glycoprotein substrate	-	0.8242	82.42%
CYP3A4 substrate	+	0.5495	54.95%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.7969	79.69%
CYP2C9 inhibition	-	0.8904	89.04%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8157	81.57%
CYP2C8 inhibition	-	0.8158	81.58%
CYP inhibitory promiscuity	-	0.9759	97.59%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9115	91.15%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9556	95.56%
Skin irritation	+	0.4912	49.12%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7715	77.15%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5270	52.70%
skin sensitisation	-	0.7451	74.51%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7725	77.25%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6566	65.66%
Acute Oral Toxicity (c)	III	0.4127	41.27%
Estrogen receptor binding	-	0.5811	58.11%
Androgen receptor binding	+	0.5882	58.82%
Thyroid receptor binding	-	0.7691	76.91%
Glucocorticoid receptor binding	+	0.7598	75.98%
Aromatase binding	-	0.7317	73.17%
PPAR gamma	-	0.5382	53.82%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	95.03%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.74%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.97%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.48%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	88.11%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.51%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.33%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.37%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 127038026
• LOTUS: LTS0252660
• wikiData: Q77511717