(Z)-3-methyl-4-[(2S,3S)-3-[(1E)-3-methylbuta-1,3-dienyl]-4-methylidene-5-oxooxolan-2-yl]but-2-enal

Details

• Internal ID: 4b8bcb14-d93a-43ec-b3c0-87930ac6ef0a
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (Z)-3-methyl-4-[(2S,3S)-3-[(1E)-3-methylbuta-1,3-dienyl]-4-methylidene-5-oxooxolan-2-yl]but-2-enal
• SMILES (Canonical): CC(=C)C=CC1C(OC(=O)C1=C)CC(=CC=O)C
• SMILES (Isomeric): CC(=C)/C=C/[C@@H]1[C@@H](OC(=O)C1=C)C/C(=C\C=O)/C
• InChI: InChI=1S/C15H18O3/c1-10(2)5-6-13-12(4)15(17)18-14(13)9-11(3)7-8-16/h5-8,13-14H,1,4,9H2,2-3H3/b6-5+,11-7-/t13-,14-/m0/s1
• InChI Key: XLYBDSYQEKATOJ-QLQDCJFSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9908	99.08%
Caco-2	+	0.6601	66.01%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8773	87.73%
P-glycoprotein inhibitior	-	0.8693	86.93%
P-glycoprotein substrate	-	0.8663	86.63%
CYP3A4 substrate	-	0.5072	50.72%
CYP2C9 substrate	-	0.6077	60.77%
CYP2D6 substrate	-	0.9018	90.18%
CYP3A4 inhibition	-	0.9012	90.12%
CYP2C9 inhibition	-	0.8995	89.95%
CYP2C19 inhibition	-	0.7804	78.04%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.7810	78.10%
CYP2C8 inhibition	-	0.8252	82.52%
CYP inhibitory promiscuity	-	0.7609	76.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8387	83.87%
Carcinogenicity (trinary)	Non-required	0.5471	54.71%
Eye corrosion	-	0.7161	71.61%
Eye irritation	-	0.5958	59.58%
Skin irritation	-	0.5190	51.90%
Skin corrosion	-	0.7915	79.15%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5588	55.88%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	+	0.6337	63.37%
skin sensitisation	+	0.7197	71.97%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.5620	56.20%
Androgen receptor binding	-	0.7687	76.87%
Thyroid receptor binding	-	0.4919	49.19%
Glucocorticoid receptor binding	+	0.5740	57.40%
Aromatase binding	-	0.4867	48.67%
PPAR gamma	+	0.6132	61.32%
Honey bee toxicity	-	0.8594	85.94%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9489	94.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.28%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.61%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.62%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.31%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%

Plants that contains it

• Helianthus giganteus

Cross-Links

• PubChem: 163098920
• LOTUS: LTS0086773
• wikiData: Q105330529