(5S)-5-[(1E,3E)-5-oxohexa-1,3-dienyl]oxolan-2-one

Details

• Internal ID: 1b5ffdcd-8ecc-409d-8319-dd758ee53eff
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (5S)-5-[(1E,3E)-5-oxohexa-1,3-dienyl]oxolan-2-one
• SMILES (Canonical): CC(=O)C=CC=CC1CCC(=O)O1
• SMILES (Isomeric): CC(=O)/C=C/C=C/[C@@H]1CCC(=O)O1
• InChI: InChI=1S/C10H12O3/c1-8(11)4-2-3-5-9-6-7-10(12)13-9/h2-5,9H,6-7H2,1H3/b4-2+,5-3+/t9-/m1/s1
• InChI Key: WKABNSOLXPEPJQ-VBKOABKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20 g/mol
• Exact Mass: 180.078644241 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.39
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7833	78.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.9932	99.32%
P-glycoprotein substrate	-	0.9398	93.98%
CYP3A4 substrate	-	0.5287	52.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.9611	96.11%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.8586	85.86%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	-	0.8273	82.73%
CYP2C8 inhibition	-	0.9465	94.65%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9271	92.71%
Carcinogenicity (trinary)	Non-required	0.5899	58.99%
Eye corrosion	+	0.9063	90.63%
Eye irritation	+	0.8249	82.49%
Skin irritation	+	0.6463	64.63%
Skin corrosion	+	0.5959	59.59%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6820	68.20%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6769	67.69%
skin sensitisation	-	0.7608	76.08%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4805	48.05%
Acute Oral Toxicity (c)	III	0.7289	72.89%
Estrogen receptor binding	-	0.9246	92.46%
Androgen receptor binding	-	0.8794	87.94%
Thyroid receptor binding	-	0.9084	90.84%
Glucocorticoid receptor binding	-	0.8305	83.05%
Aromatase binding	-	0.8310	83.10%
PPAR gamma	-	0.7998	79.98%
Honey bee toxicity	-	0.9372	93.72%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.6268	62.68%

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	91.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.11%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.16%	96.09%

Plants that contains it

• Zanthoxylum integrifoliolum

Cross-Links

• PubChem: 163034996
• LOTUS: LTS0254216
• wikiData: Q104667958