6-hydroxy-5-(5-hydroxypentan-2-yl)-6-methyl-3-methylidene-7,7a-dihydro-3aH-1-benzofuran-2-one

Details

• Internal ID: c5027d3b-9b83-48df-8493-d29a8aaf3625
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6-hydroxy-5-(5-hydroxypentan-2-yl)-6-methyl-3-methylidene-7,7a-dihydro-3aH-1-benzofuran-2-one
• SMILES (Canonical): CC(CCCO)C1=CC2C(CC1(C)O)OC(=O)C2=C
• SMILES (Isomeric): CC(CCCO)C1=CC2C(CC1(C)O)OC(=O)C2=C
• InChI: InChI=1S/C15H22O4/c1-9(5-4-6-16)12-7-11-10(2)14(17)19-13(11)8-15(12,3)18/h7,9,11,13,16,18H,2,4-6,8H2,1,3H3
• InChI Key: YIVYUJIDBUSQBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9833	98.33%
Caco-2	+	0.7194	71.94%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6752	67.52%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.8760	87.60%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5989	59.89%
BSEP inhibitior	-	0.9114	91.14%
P-glycoprotein inhibitior	-	0.8827	88.27%
P-glycoprotein substrate	-	0.7478	74.78%
CYP3A4 substrate	+	0.5796	57.96%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.6417	64.17%
CYP2C9 inhibition	-	0.8954	89.54%
CYP2C19 inhibition	-	0.9197	91.97%
CYP2D6 inhibition	-	0.9394	93.94%
CYP1A2 inhibition	-	0.7917	79.17%
CYP2C8 inhibition	-	0.8924	89.24%
CYP inhibitory promiscuity	-	0.8975	89.75%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8988	89.88%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5969	59.69%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7245	72.45%
skin sensitisation	-	0.8422	84.22%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5686	56.86%
Acute Oral Toxicity (c)	III	0.4302	43.02%
Estrogen receptor binding	-	0.5248	52.48%
Androgen receptor binding	-	0.5852	58.52%
Thyroid receptor binding	+	0.7035	70.35%
Glucocorticoid receptor binding	+	0.6966	69.66%
Aromatase binding	+	0.6121	61.21%
PPAR gamma	-	0.5988	59.88%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9569	95.69%

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	96.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	87.68%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.55%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.17%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.85%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.12%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.93%	97.09%

Plants that contains it

• Inula japonica

Cross-Links

• PubChem: 75580705
• LOTUS: LTS0032958
• wikiData: Q105349072