Paeonilactinone

Details

• Internal ID: 3f2ce724-e81d-4f0b-bf5c-abe8d46eeee9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1R,4S,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one
• InChI: InChI=1S/C10H16O2/c1-10(2)7-4-8(10)9(12)3-6(7)5-11/h6-8,11H,3-5H2,1-2H3/t6-,7-,8+/m1/s1
• InChI Key: ZRBRUAVSMJRQMW-PRJMDXOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEBI:132796
• (1R,4S,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo[3.1.1]heptan-2-one
• (1R,4S,5R)-4-(hydroxymethyl)-6,6-dimethylbicyclo(3.1.1)heptan-2-one
• RefChem:169581
• Q27225663

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	-	0.6065	60.65%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7653	76.53%
OATP2B1 inhibitior	-	0.8387	83.87%
OATP1B1 inhibitior	+	0.9072	90.72%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.9745	97.45%
P-glycoprotein substrate	-	0.9280	92.80%
CYP3A4 substrate	-	0.5650	56.50%
CYP2C9 substrate	-	0.8176	81.76%
CYP2D6 substrate	-	0.8152	81.52%
CYP3A4 inhibition	-	0.8115	81.15%
CYP2C9 inhibition	-	0.7213	72.13%
CYP2C19 inhibition	-	0.7131	71.31%
CYP2D6 inhibition	-	0.9147	91.47%
CYP1A2 inhibition	-	0.6852	68.52%
CYP2C8 inhibition	-	0.9704	97.04%
CYP inhibitory promiscuity	-	0.9085	90.85%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8813	88.13%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9359	93.59%
Eye irritation	+	0.7750	77.50%
Skin irritation	-	0.7336	73.36%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7550	75.50%
Micronuclear	-	0.8651	86.51%
Hepatotoxicity	+	0.5321	53.21%
skin sensitisation	+	0.4732	47.32%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.6436	64.36%
Acute Oral Toxicity (c)	III	0.7677	76.77%
Estrogen receptor binding	-	0.8155	81.55%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.8999	89.99%
Glucocorticoid receptor binding	-	0.6398	63.98%
Aromatase binding	-	0.8240	82.40%
PPAR gamma	-	0.8666	86.66%
Honey bee toxicity	-	0.9082	90.82%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7318	73.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.41%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	92.22%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.81%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	88.96%	98.03%
CHEMBL2581	P07339	Cathepsin D	88.18%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.78%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.07%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.00%	100.00%
CHEMBL3045	P05771	Protein kinase C beta	81.22%	97.63%

Plants that contains it

• Paeonia lactiflora

Cross-Links

• PubChem: 10678694
• NPASS: NPC231427
• LOTUS: LTS0090905
• wikiData: Q27225663