4,10-Longipinanedione

Details

• Internal ID: bcdeb70b-63e6-48b4-a7c5-04944f7e7241
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 3,3,7,9-tetramethyltricyclo[5.4.0.02,8]undecane-4,10-dione
• SMILES (Canonical): CC1C2C3C(C2(CCC(=O)C3(C)C)C)CC1=O
• SMILES (Isomeric): CC1C2C3C(C2(CCC(=O)C3(C)C)C)CC1=O
• InChI: InChI=1S/C15H22O2/c1-8-10(16)7-9-13-12(8)15(9,4)6-5-11(17)14(13,2)3/h8-9,12-13H,5-7H2,1-4H3
• InChI Key: PZYLIQGFDJFRCZ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2,4-Longipinanedione
• CHEBI:196141
• DTXSID201142790
• 3,3,7,9-tetramethyltricyclo[5.4.0.02,8]undecane-4,10-dione
• Tricyclo[5.4.0.02,8]undecane-4,10-dione, 3,3,7,9-tetramethyl-, stereoisomer
• 88198-34-9

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6689	66.89%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7200	72.00%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9731	97.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9164	91.64%
P-glycoprotein inhibitior	-	0.8956	89.56%
P-glycoprotein substrate	-	0.9143	91.43%
CYP3A4 substrate	+	0.5195	51.95%
CYP2C9 substrate	-	0.7483	74.83%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.7936	79.36%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8271	82.71%
CYP2C8 inhibition	-	0.9314	93.14%
CYP inhibitory promiscuity	-	0.9659	96.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9587	95.87%
Eye irritation	+	0.5694	56.94%
Skin irritation	+	0.5236	52.36%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.5028	50.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5790	57.90%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7041	70.41%
skin sensitisation	+	0.6228	62.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6481	64.81%
Acute Oral Toxicity (c)	III	0.6883	68.83%
Estrogen receptor binding	+	0.6194	61.94%
Androgen receptor binding	+	0.6351	63.51%
Thyroid receptor binding	-	0.6717	67.17%
Glucocorticoid receptor binding	-	0.7471	74.71%
Aromatase binding	-	0.7583	75.83%
PPAR gamma	-	0.8057	80.57%
Honey bee toxicity	-	0.8324	83.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9752	97.52%

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	88.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.03%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.73%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	82.80%	94.75%
CHEMBL2581	P07339	Cathepsin D	81.24%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.86%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.72%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.20%	86.33%

Plants that contains it

• Tanacetum vulgare

Cross-Links

• PubChem: 101618840
• LOTUS: LTS0037328
• wikiData: Q105217177