Ligularone

Details

• Internal ID: 9f500c67-c02f-417d-94ee-927cee8a062d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3-methyl-5-methylidene-4a,6,7,8,8a,9-hexahydrobenzo[f][1]benzofuran-4-one
• InChI: InChI=1S/C14H16O2/c1-8-4-3-5-10-6-11-13(9(2)7-16-11)14(15)12(8)10/h7,10,12H,1,3-6H2,2H3
• InChI Key: HFUWQFBDHSXQNU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.27 g/mol
• Exact Mass: 216.115029749 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEBI:229154
• 3-methyl-5-methylidene-4a,6,7,8,8a,9-hexahydrobenzo[][1]benzouran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6799	67.99%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Plasma membrane	0.4943	49.43%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9586	95.86%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8456	84.56%
P-glycoprotein inhibitior	-	0.8818	88.18%
P-glycoprotein substrate	-	0.9401	94.01%
CYP3A4 substrate	-	0.5080	50.80%
CYP2C9 substrate	+	0.6012	60.12%
CYP2D6 substrate	-	0.8297	82.97%
CYP3A4 inhibition	-	0.5882	58.82%
CYP2C9 inhibition	-	0.6330	63.30%
CYP2C19 inhibition	+	0.8435	84.35%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	+	0.8445	84.45%
CYP2C8 inhibition	-	0.7496	74.96%
CYP inhibitory promiscuity	+	0.7360	73.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4515	45.15%
Eye corrosion	-	0.9230	92.30%
Eye irritation	-	0.5459	54.59%
Skin irritation	-	0.7364	73.64%
Skin corrosion	-	0.9724	97.24%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5230	52.30%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	+	0.6001	60.01%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5484	54.84%
Acute Oral Toxicity (c)	III	0.6582	65.82%
Estrogen receptor binding	-	0.7173	71.73%
Androgen receptor binding	+	0.7176	71.76%
Thyroid receptor binding	-	0.5700	57.00%
Glucocorticoid receptor binding	-	0.4635	46.35%
Aromatase binding	-	0.6304	63.04%
PPAR gamma	+	0.6119	61.19%
Honey bee toxicity	-	0.9340	93.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9688	96.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.31%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.57%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.39%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	84.15%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.14%	93.65%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.64%	86.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.49%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.32%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.41%	99.23%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 5319018
• NPASS: NPC276844