methyl (1R,4R,8S,10S,11S,14S)-11-[(1S)-1-hydroxyethyl]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate

Details

• Internal ID: 0c9274b7-7168-43d0-800c-60bffd7496a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (1R,4R,8S,10S,11S,14S)-11-[(1S)-1-hydroxyethyl]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate
• InChI: InChI=1S/C15H16O7/c1-6(16)9-11-15(22-13(9)18)4-3-7-8(12(17)19-2)5-20-14(21-11)10(7)15/h3-7,9-11,14,16H,1-2H3/t6-,7-,9-,10+,11-,14-,15+/m0/s1
• InChI Key: RMYLCIMGXGYTTK-KAONGSFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₇
• Molecular Weight: 308.28 g/mol
• Exact Mass: 308.08960285 g/mol
• Topological Polar Surface Area (TPSA): 91.30 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.11
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	-	0.6107	61.07%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7475	74.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8849	88.49%
OATP1B3 inhibitior	+	0.9161	91.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7725	77.25%
P-glycoprotein inhibitior	-	0.8253	82.53%
P-glycoprotein substrate	-	0.5808	58.08%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8900	89.00%
CYP3A4 inhibition	-	0.6133	61.33%
CYP2C9 inhibition	-	0.9387	93.87%
CYP2C19 inhibition	-	0.8550	85.50%
CYP2D6 inhibition	-	0.9152	91.52%
CYP1A2 inhibition	-	0.8790	87.90%
CYP2C8 inhibition	-	0.6479	64.79%
CYP inhibitory promiscuity	-	0.8294	82.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4781	47.81%
Eye corrosion	-	0.9497	94.97%
Eye irritation	-	0.7605	76.05%
Skin irritation	-	0.6137	61.37%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5756	57.56%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5451	54.51%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8163	81.63%
Acute Oral Toxicity (c)	III	0.4471	44.71%
Estrogen receptor binding	+	0.6843	68.43%
Androgen receptor binding	+	0.5321	53.21%
Thyroid receptor binding	-	0.6017	60.17%
Glucocorticoid receptor binding	-	0.6883	68.83%
Aromatase binding	-	0.6250	62.50%
PPAR gamma	-	0.5552	55.52%
Honey bee toxicity	-	0.8477	84.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7221	72.21%

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	97.27%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.79%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.48%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.26%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.45%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.47%	94.45%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.71%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.03%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	83.46%	83.82%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.08%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.04%	95.89%

Plants that contains it

• Allamanda cathartica

Cross-Links

• PubChem: 162970955
• LOTUS: LTS0144492
• wikiData: Q105241156