(1S,5S,10R,13R)-13-methyl-4,9-dimethylidene-2-oxatricyclo[8.3.0.01,5]tridecan-3-one

Details

• Internal ID: c8413dd8-20ba-43af-90bb-16d685e897c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,5S,10R,13R)-13-methyl-4,9-dimethylidene-2-oxatricyclo[8.3.0.01,5]tridecan-3-one
• SMILES (Canonical): CC1CCC2C13C(CCCC2=C)C(=C)C(=O)O3
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@]13[C@@H](CCCC2=C)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O2/c1-9-5-4-6-13-11(3)14(16)17-15(13)10(2)7-8-12(9)15/h10,12-13H,1,3-8H2,2H3/t10-,12-,13+,15+/m1/s1
• InChI Key: KQRRKYOJZSNEMG-PBOSXPJTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.24
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.8125	81.25%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3762	37.62%
OATP2B1 inhibitior	-	0.8444	84.44%
OATP1B1 inhibitior	+	0.8893	88.93%
OATP1B3 inhibitior	+	0.9100	91.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.9399	93.99%
P-glycoprotein inhibitior	-	0.8850	88.50%
P-glycoprotein substrate	-	0.9150	91.50%
CYP3A4 substrate	+	0.5365	53.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.8083	80.83%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	+	0.5786	57.86%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	+	0.8977	89.77%
CYP2C8 inhibition	-	0.8999	89.99%
CYP inhibitory promiscuity	-	0.8688	86.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9335	93.35%
Eye irritation	+	0.5702	57.02%
Skin irritation	+	0.5209	52.09%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5796	57.96%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	+	0.5407	54.07%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.6375	63.75%
Estrogen receptor binding	+	0.5486	54.86%
Androgen receptor binding	+	0.5577	55.77%
Thyroid receptor binding	-	0.6928	69.28%
Glucocorticoid receptor binding	-	0.5357	53.57%
Aromatase binding	-	0.7256	72.56%
PPAR gamma	-	0.6798	67.98%
Honey bee toxicity	-	0.9010	90.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9924	99.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.54%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.52%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.48%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.89%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.03%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.92%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	81.16%	92.50%
CHEMBL1902	P62942	FK506-binding protein 1A	80.29%	97.05%

Plants that contains it

• Plicanthus hirtellus

Cross-Links

• PubChem: 162892517
• LOTUS: LTS0050969
• wikiData: Q105144743