8-Hydroxy-2,6-dimethyl-8-(4-methylidene-5-oxooxolan-3-yl)octa-2,6-dienal

Details

• Internal ID: feaf9727-e559-4233-aeb7-5d722c36b49c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 8-hydroxy-2,6-dimethyl-8-(4-methylidene-5-oxooxolan-3-yl)octa-2,6-dienal
• SMILES (Canonical): CC(=CC(C1COC(=O)C1=C)O)CCC=C(C)C=O
• SMILES (Isomeric): CC(=CC(C1COC(=O)C1=C)O)CCC=C(C)C=O
• InChI: InChI=1S/C15H20O4/c1-10(5-4-6-11(2)8-16)7-14(17)13-9-19-15(18)12(13)3/h6-8,13-14,17H,3-5,9H2,1-2H3
• InChI Key: BUPZOQKWCKBWCY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9485	94.85%
Caco-2	+	0.5056	50.56%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6923	69.23%
BSEP inhibitior	-	0.7456	74.56%
P-glycoprotein inhibitior	-	0.8590	85.90%
P-glycoprotein substrate	-	0.5835	58.35%
CYP3A4 substrate	+	0.5782	57.82%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8737	87.37%
CYP3A4 inhibition	-	0.7397	73.97%
CYP2C9 inhibition	-	0.7456	74.56%
CYP2C19 inhibition	-	0.8111	81.11%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.5715	57.15%
CYP2C8 inhibition	-	0.8926	89.26%
CYP inhibitory promiscuity	-	0.8772	87.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9528	95.28%
Eye irritation	-	0.7493	74.93%
Skin irritation	+	0.5154	51.54%
Skin corrosion	-	0.8390	83.90%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4849	48.49%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7896	78.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4831	48.31%
Acute Oral Toxicity (c)	III	0.5588	55.88%
Estrogen receptor binding	-	0.5417	54.17%
Androgen receptor binding	-	0.7016	70.16%
Thyroid receptor binding	-	0.6973	69.73%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	-	0.5781	57.81%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8254	82.54%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9799	97.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.99%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.96%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.30%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.03%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.05%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.70%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.02%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.94%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.46%	94.73%

Plants that contains it

• Anthemis pseudocotula

Cross-Links

• PubChem: 162893444
• LOTUS: LTS0052090
• wikiData: Q104946250