2-Hydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-13-one

Details

• Internal ID: 73d86f8d-3267-4630-afa1-200d11859dbf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-hydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-13-one
• SMILES (Canonical): CC12CCCC(=C)CC3C(C(C1O2)O)C(=C)C(=O)O3
• SMILES (Isomeric): CC12CCCC(=C)CC3C(C(C1O2)O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O4/c1-8-5-4-6-15(3)13(19-15)12(16)11-9(2)14(17)18-10(11)7-8/h10-13,16H,1-2,4-7H2,3H3
• InChI Key: LZDOEHZQRDPRNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9738	97.38%
Caco-2	+	0.7265	72.65%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9766	97.66%
P-glycoprotein inhibitior	-	0.9023	90.23%
P-glycoprotein substrate	-	0.8430	84.30%
CYP3A4 substrate	+	0.5757	57.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8854	88.54%
CYP2C9 inhibition	-	0.8851	88.51%
CYP2C19 inhibition	-	0.8687	86.87%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	+	0.8262	82.62%
CYP2C8 inhibition	-	0.8831	88.31%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4609	46.09%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.7308	73.08%
Skin irritation	+	0.5223	52.23%
Skin corrosion	-	0.8734	87.34%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7999	79.99%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.7461	74.61%
skin sensitisation	-	0.7608	76.08%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.4948	49.48%
Estrogen receptor binding	+	0.7378	73.78%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5499	54.99%
Glucocorticoid receptor binding	+	0.8339	83.39%
Aromatase binding	-	0.5431	54.31%
PPAR gamma	+	0.6980	69.80%
Honey bee toxicity	-	0.7595	75.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9765	97.65%

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	95.51%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.99%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.68%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.62%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.72%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.46%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.23%	90.17%
CHEMBL1902	P62942	FK506-binding protein 1A	82.65%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.39%	89.00%

Plants that contains it

• Mikania goyazensis

Cross-Links

• PubChem: 163001142
• LOTUS: LTS0248256
• wikiData: Q105159791