10-Hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one

Details

• Internal ID: 0e21bd81-8cbf-4061-94bc-dabfb7eaa311
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 10-hydroxy-14,14-dimethyl-6-oxatetracyclo[9.2.1.04,12.08,12]tetradec-3-en-5-one
• SMILES (Canonical): CC1(C2CC=C3C(=O)OCC4C3(C2)C1C(C4)O)C
• SMILES (Isomeric): CC1(C2CC=C3C(=O)OCC4C3(C2)C1C(C4)O)C
• InChI: InChI=1S/C15H20O3/c1-14(2)8-3-4-10-13(17)18-7-9-5-11(16)12(14)15(9,10)6-8/h4,8-9,11-12,16H,3,5-7H2,1-2H3
• InChI Key: MXWPEBFDJASFEO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• 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	+	0.9934	99.34%
Caco-2	+	0.8571	85.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7562	75.62%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9768	97.68%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9013	90.13%
P-glycoprotein inhibitior	-	0.9343	93.43%
P-glycoprotein substrate	-	0.7169	71.69%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.9243	92.43%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	-	0.7813	78.13%
CYP2C8 inhibition	-	0.8542	85.42%
CYP inhibitory promiscuity	-	0.9092	90.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6287	62.87%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8478	84.78%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5354	53.54%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.6665	66.65%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6454	64.54%
Acute Oral Toxicity (c)	III	0.5858	58.58%
Estrogen receptor binding	+	0.5960	59.60%
Androgen receptor binding	-	0.5050	50.50%
Thyroid receptor binding	-	0.5339	53.39%
Glucocorticoid receptor binding	-	0.6230	62.30%
Aromatase binding	-	0.6321	63.21%
PPAR gamma	-	0.7440	74.40%
Honey bee toxicity	-	0.8539	85.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9560	95.60%

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	96.97%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.59%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.41%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.23%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.20%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.39%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.32%	94.45%

Plants that contains it

• Jungia stuebelii

Cross-Links

• PubChem: 162893977
• LOTUS: LTS0119052
• wikiData: Q105174646