2-Hydroxy-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one

Details

• Internal ID: dd8b7390-785d-4000-a582-b52f011c33c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2-hydroxy-5,9,14-trimethyl-4,12-dioxatricyclo[9.3.0.03,5]tetradec-8-en-13-one
• SMILES (Canonical): CC1C2C(CC(=CCCC3(C(C2O)O3)C)C)OC1=O
• SMILES (Isomeric): CC1C2C(CC(=CCCC3(C(C2O)O3)C)C)OC1=O
• InChI: InChI=1S/C15H22O4/c1-8-5-4-6-15(3)13(19-15)12(16)11-9(2)14(17)18-10(11)7-8/h5,9-13,16H,4,6-7H2,1-3H3
• InChI Key: YFVKYLMZTBOJPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.81
• 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	+	0.9730	97.30%
Caco-2	+	0.7752	77.52%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6418	64.18%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.9378	93.78%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8090	80.90%
P-glycoprotein inhibitior	-	0.9045	90.45%
P-glycoprotein substrate	-	0.7991	79.91%
CYP3A4 substrate	+	0.5835	58.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.8478	84.78%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	+	0.7744	77.44%
CYP2C8 inhibition	-	0.8582	85.82%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4406	44.06%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9099	90.99%
Skin irritation	+	0.5730	57.30%
Skin corrosion	-	0.8935	89.35%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6708	67.08%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7804	78.04%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7772	77.72%
Acute Oral Toxicity (c)	III	0.4560	45.60%
Estrogen receptor binding	-	0.5320	53.20%
Androgen receptor binding	-	0.5566	55.66%
Thyroid receptor binding	+	0.5825	58.25%
Glucocorticoid receptor binding	+	0.5517	55.17%
Aromatase binding	-	0.7363	73.63%
PPAR gamma	+	0.5523	55.23%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9583	95.83%

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	92.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.17%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.70%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.47%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.41%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.32%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.27%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.55%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.81%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	80.41%	94.73%

Plants that contains it

• Ursinia nudicaulis

Cross-Links

• PubChem: 163028306
• LOTUS: LTS0191975
• wikiData: Q105347827