(1S,2R,4R,7R,11S)-7-hydroperoxy-4-methyl-8,12-dimethylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-13-one

Details

• Internal ID: 6f30ba39-078d-42db-8afb-15952f7eaff6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2R,4R,7R,11S)-7-hydroperoxy-4-methyl-8,12-dimethylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradecan-13-one
• SMILES (Canonical): CC12CCC(C(=C)CCC3C(C1O2)OC(=O)C3=C)OO
• SMILES (Isomeric): C[C@@]12CC[C@H](C(=C)CC[C@@H]3[C@@H]([C@H]1O2)OC(=O)C3=C)OO
• InChI: InChI=1S/C15H20O5/c1-8-4-5-10-9(2)14(16)18-12(10)13-15(3,19-13)7-6-11(8)20-17/h10-13,17H,1-2,4-7H2,3H3/t10-,11+,12-,13+,15+/m0/s1
• InChI Key: LVTLWUXRARHGCA-GGAZOKNXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9701	97.01%
Caco-2	+	0.7481	74.81%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6715	67.15%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9174	91.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9168	91.68%
P-glycoprotein inhibitior	-	0.8359	83.59%
P-glycoprotein substrate	-	0.8479	84.79%
CYP3A4 substrate	+	0.6299	62.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	-	0.9026	90.26%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.7642	76.42%
CYP2D6 inhibition	-	0.9127	91.27%
CYP1A2 inhibition	+	0.5787	57.87%
CYP2C8 inhibition	-	0.6674	66.74%
CYP inhibitory promiscuity	-	0.9115	91.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5092	50.92%
Eye corrosion	-	0.9690	96.90%
Eye irritation	-	0.7376	73.76%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.8807	88.07%
Ames mutagenesis	-	0.6691	66.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3740	37.40%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7708	77.08%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6929	69.29%
Acute Oral Toxicity (c)	III	0.4570	45.70%
Estrogen receptor binding	+	0.8381	83.81%
Androgen receptor binding	+	0.7726	77.26%
Thyroid receptor binding	+	0.6281	62.81%
Glucocorticoid receptor binding	+	0.8088	80.88%
Aromatase binding	+	0.5326	53.26%
PPAR gamma	+	0.5911	59.11%
Honey bee toxicity	-	0.7014	70.14%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	96.88%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.55%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.35%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	85.66%	95.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.56%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.33%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.71%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	82.35%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.18%	100.00%

Plants that contains it

• Tanacetum argenteum
• Tanacetum densum

Cross-Links

• PubChem: 101967013
• LOTUS: LTS0073084
• wikiData: Q104402350