Asperilin

Details

• Internal ID: 6cb60153-1c52-47b2-a54e-6ee3fcf6842b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (3aR,4aS,8R,8aR,9aR)-8-hydroxy-8a-methyl-3,5-dimethylidene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f][1]benzofuran-2-one
• SMILES (Canonical): CC12CC3C(CC1C(=C)CCC2O)C(=C)C(=O)O3
• SMILES (Isomeric): C[C@@]12C[C@@H]3[C@H](C[C@H]1C(=C)CC[C@H]2O)C(=C)C(=O)O3
• InChI: InChI=1S/C15H20O3/c1-8-4-5-13(16)15(3)7-12-10(6-11(8)15)9(2)14(17)18-12/h10-13,16H,1-2,4-7H2,3H3/t10-,11+,12-,13-,15-/m1/s1
• InChI Key: GAUPAOVCTWBVKC-WPLOAARJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 7044-35-1
• NSC85238
• CHEMBL272445
• DTXSID80292744
• NSC-85238
• NCI60_041872

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7009	70.09%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7048	70.48%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9062	90.62%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.9543	95.43%
P-glycoprotein inhibitior	-	0.9272	92.72%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	+	0.6131	61.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8379	83.79%
CYP3A4 inhibition	-	0.5773	57.73%
CYP2C9 inhibition	-	0.9154	91.54%
CYP2C19 inhibition	-	0.5560	55.60%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.5962	59.62%
CYP2C8 inhibition	-	0.8373	83.73%
CYP inhibitory promiscuity	-	0.9136	91.36%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4825	48.25%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.6891	68.91%
Skin irritation	+	0.5853	58.53%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3841	38.41%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.9461	94.61%
skin sensitisation	-	0.6851	68.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5517	55.17%
Acute Oral Toxicity (c)	III	0.5072	50.72%
Estrogen receptor binding	+	0.7731	77.31%
Androgen receptor binding	+	0.6290	62.90%
Thyroid receptor binding	-	0.5342	53.42%
Glucocorticoid receptor binding	+	0.7606	76.06%
Aromatase binding	-	0.5146	51.46%
PPAR gamma	-	0.6140	61.40%
Honey bee toxicity	-	0.8462	84.62%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.82%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.28%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.14%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.68%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.30%	91.49%
CHEMBL1871	P10275	Androgen Receptor	80.11%	96.43%

Plants that contains it

• Inula helenium
• Inula japonica
• Iva asperifolia
• Iva asperifolia var. angustifolia
• Telekia speciosa

Cross-Links

• PubChem: 257274
• NPASS: NPC305029
• LOTUS: LTS0011216
• wikiData: Q82031174