[(1R,2S,3R,7R,9R,10S)-1,10-dimethyl-6-methylidene-5-oxo-4,14-dioxatricyclo[7.4.1.03,7]tetradecan-2-yl] 2-methylpropanoate

Details

• Internal ID: 69e818c4-eedc-446b-ad40-3a72d4108cef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1R,2S,3R,7R,9R,10S)-1,10-dimethyl-6-methylidene-5-oxo-4,14-dioxatricyclo[7.4.1.03,7]tetradecan-2-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CCCC2(C(C3C(CC1O2)C(=C)C(=O)O3)OC(=O)C(C)C)C
• SMILES (Isomeric): C[C@H]1CCC[C@@]2([C@H]([C@H]3[C@H](C[C@H]1O2)C(=C)C(=O)O3)OC(=O)C(C)C)C
• InChI: InChI=1S/C19H28O5/c1-10(2)17(20)23-16-15-13(12(4)18(21)22-15)9-14-11(3)7-6-8-19(16,5)24-14/h10-11,13-16H,4,6-9H2,1-3,5H3/t11-,13+,14+,15+,16-,19+/m0/s1
• InChI Key: KHDXGUSMYNJVGD-IXVYEQEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 61.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.6969	69.69%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6740	67.40%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	-	0.3429	34.29%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8201	82.01%
P-glycoprotein inhibitior	-	0.5267	52.67%
P-glycoprotein substrate	-	0.8244	82.44%
CYP3A4 substrate	+	0.6432	64.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.6895	68.95%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.7557	75.57%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	+	0.5902	59.02%
CYP2C8 inhibition	-	0.6443	64.43%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.8698	86.98%
Skin irritation	-	0.5506	55.06%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.7455	74.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.6244	62.44%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7350	73.50%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6628	66.28%
Acute Oral Toxicity (c)	III	0.4671	46.71%
Estrogen receptor binding	+	0.8521	85.21%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	+	0.7245	72.45%
Aromatase binding	+	0.5759	57.59%
PPAR gamma	+	0.5543	55.43%
Honey bee toxicity	-	0.6699	66.99%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	98.03%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.26%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.19%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.90%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.25%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.41%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.50%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.93%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.90%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	85.83%	98.03%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.59%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	84.01%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.79%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	83.70%	91.19%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.82%	92.88%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.25%	83.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.91%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.52%	93.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.38%	95.50%

Plants that contains it

• Dittrichia viscosa

Cross-Links

• PubChem: 162966641
• LOTUS: LTS0262792
• wikiData: Q105141102