methyl (1R,4S,5R,8S,9S,10R,11S)-4-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylate

Details

• Internal ID: 3e687e33-8a43-4957-95d5-7bbb3a366d14
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: methyl (1R,4S,5R,8S,9S,10R,11S)-4-hydroxy-11-methyl-6-methylidene-16-oxo-15-oxapentacyclo[9.3.2.15,8.01,10.02,8]heptadec-2-ene-9-carboxylate
• InChI: InChI=1S/C20H24O5/c1-10-8-19-9-11(10)12(21)7-13(19)20-6-4-5-18(2,17(23)25-20)15(20)14(19)16(22)24-3/h7,11-12,14-15,21H,1,4-6,8-9H2,2-3H3/t11-,12+,14-,15-,18+,19+,20+/m1/s1
• InChI Key: USCAZUMBTXSGPI-XNHNKDSXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.14
• 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	+	0.9887	98.87%
Caco-2	-	0.5434	54.34%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8369	83.69%
OATP1B3 inhibitior	+	0.8026	80.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5374	53.74%
BSEP inhibitior	-	0.6866	68.66%
P-glycoprotein inhibitior	-	0.7208	72.08%
P-glycoprotein substrate	-	0.6915	69.15%
CYP3A4 substrate	+	0.6991	69.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8494	84.94%
CYP3A4 inhibition	-	0.6233	62.33%
CYP2C9 inhibition	-	0.7846	78.46%
CYP2C19 inhibition	-	0.8154	81.54%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	+	0.6065	60.65%
CYP2C8 inhibition	+	0.4559	45.59%
CYP inhibitory promiscuity	-	0.8967	89.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6044	60.44%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8865	88.65%
Skin irritation	-	0.5537	55.37%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7993	79.93%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5398	53.98%
skin sensitisation	-	0.8135	81.35%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.4442	44.42%
Estrogen receptor binding	+	0.6842	68.42%
Androgen receptor binding	+	0.7003	70.03%
Thyroid receptor binding	+	0.5989	59.89%
Glucocorticoid receptor binding	+	0.7402	74.02%
Aromatase binding	-	0.4907	49.07%
PPAR gamma	-	0.5573	55.73%
Honey bee toxicity	-	0.6799	67.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	97.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.09%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.95%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.51%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.82%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.74%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.99%	90.17%
CHEMBL2581	P07339	Cathepsin D	80.92%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.31%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.05%	89.00%

Plants that contains it

• Lygodium circinatum

Cross-Links

• PubChem: 162882772
• LOTUS: LTS0239455
• wikiData: Q105278121