Merilactone

Details

• Internal ID: c689d71b-f10b-4d0a-9d01-154d74f8405a
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,5S,6S,9R,11S,13R)-6-acetyl-11-ethenyl-6,11,13-trimethyl-2-oxatricyclo[7.3.1.05,13]tridecan-3-one
• InChI: InChI=1S/C19H28O3/c1-6-17(3)10-13-7-8-18(4,12(2)20)14-9-16(21)22-15(11-17)19(13,14)5/h6,13-15H,1,7-11H2,2-5H3/t13-,14-,15+,17+,18-,19-/m1/s1
• InChI Key: JHDIVXSJNYQNAD-VGAXPNNBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL21646202
• (1S,5S,6S,9R,11S,13R)-6-acetyl-11-ethenyl-6,11,13-trimethyl-2-oxatricyclo[7.3.1.05,13]tridecan-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9891	98.91%
Caco-2	+	0.7710	77.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5311	53.11%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8678	86.78%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9309	93.09%
P-glycoprotein inhibitior	-	0.8009	80.09%
P-glycoprotein substrate	-	0.8074	80.74%
CYP3A4 substrate	+	0.6392	63.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.7236	72.36%
CYP2C9 inhibition	-	0.8967	89.67%
CYP2C19 inhibition	-	0.7308	73.08%
CYP2D6 inhibition	-	0.9610	96.10%
CYP1A2 inhibition	-	0.7486	74.86%
CYP2C8 inhibition	-	0.6260	62.60%
CYP inhibitory promiscuity	-	0.9732	97.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6625	66.25%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8698	86.98%
Skin irritation	-	0.5443	54.43%
Skin corrosion	-	0.8997	89.97%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7926	79.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5416	54.16%
skin sensitisation	-	0.6202	62.02%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.7619	76.19%
Acute Oral Toxicity (c)	III	0.7881	78.81%
Estrogen receptor binding	+	0.5786	57.86%
Androgen receptor binding	-	0.4821	48.21%
Thyroid receptor binding	+	0.5806	58.06%
Glucocorticoid receptor binding	-	0.4933	49.33%
Aromatase binding	+	0.5991	59.91%
PPAR gamma	-	0.5612	56.12%
Honey bee toxicity	-	0.8191	81.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9862	98.62%

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	96.91%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.28%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	86.92%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.67%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.32%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.48%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.23%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.03%	85.14%

Plants that contains it

• Chiococca alba

Cross-Links

• PubChem: 10780849
• LOTUS: LTS0117279
• wikiData: Q105127895