Yonarolide

Details

• Internal ID: 487be093-54c6-47b2-8579-f6979ce41f84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,4S,13R,16S)-11-methyl-4-prop-1-en-2-yl-14-oxatetracyclo[8.5.1.02,8.013,16]hexadeca-2(8),10-diene-6,9,15-trione
• SMILES (Canonical): CC1=C2C3C(C1)OC(=O)C3C4=C(C2=O)CC(=O)CC(C4)C(=C)C
• SMILES (Isomeric): CC1=C2[C@H]3[C@@H](C1)OC(=O)[C@H]3C4=C(C2=O)CC(=O)C[C@H](C4)C(=C)C
• InChI: InChI=1S/C19H20O4/c1-8(2)10-5-11(20)7-13-12(6-10)16-17-14(23-19(16)22)4-9(3)15(17)18(13)21/h10,14,16-17H,1,4-7H2,2-3H3/t10-,14-,16+,17-/m1/s1
• InChI Key: BFJXMCOXWGLNFP-BFPUKSLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL1094516

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7655	76.55%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.9203	92.03%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.6274	62.74%
P-glycoprotein substrate	-	0.7474	74.74%
CYP3A4 substrate	+	0.5446	54.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9001	90.01%
CYP3A4 inhibition	-	0.8268	82.68%
CYP2C9 inhibition	-	0.8855	88.55%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.6367	63.67%
CYP2C8 inhibition	-	0.8668	86.68%
CYP inhibitory promiscuity	-	0.9095	90.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9136	91.36%
Carcinogenicity (trinary)	Non-required	0.6522	65.22%
Eye corrosion	-	0.9129	91.29%
Eye irritation	-	0.6074	60.74%
Skin irritation	-	0.6112	61.12%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6491	64.91%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.6179	61.79%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.9065	90.65%
Acute Oral Toxicity (c)	III	0.5794	57.94%
Estrogen receptor binding	+	0.5661	56.61%
Androgen receptor binding	+	0.6425	64.25%
Thyroid receptor binding	-	0.6644	66.44%
Glucocorticoid receptor binding	+	0.6569	65.69%
Aromatase binding	-	0.7531	75.31%
PPAR gamma	+	0.5418	54.18%
Honey bee toxicity	-	0.7548	75.48%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.84%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.90%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	83.88%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.10%	85.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.67%	97.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.46%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15227437
• LOTUS: LTS0090586
• wikiData: Q104934281