Vibralactone C

Details

• Internal ID: 6c535091-6ae6-4339-aaee-ef68f1ca2301
• Taxonomy: Organoheterocyclic compounds > Lactones > Beta propiolactones
• IUPAC Name: (1R,5S)-1-(3-methylbut-2-enyl)-7-oxo-6-oxabicyclo[3.2.0]hept-2-ene-3-carbaldehyde
• SMILES (Canonical): CC(=CCC12C=C(CC1OC2=O)C=O)C
• SMILES (Isomeric): CC(=CC[C@@]12C=C(C[C@@H]1OC2=O)C=O)C
• InChI: InChI=1S/C12H14O3/c1-8(2)3-4-12-6-9(7-13)5-10(12)15-11(12)14/h3,6-7,10H,4-5H2,1-2H3/t10-,12+/m0/s1
• InChI Key: NONXCMZACNHNHI-CMPLNLGQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24 g/mol
• Exact Mass: 206.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• (1R,5S)-1-(3-Methylbut-2-enyl)-7-oxo-6-oxabicyclo[3.2.0]hept-2-ene-3-carbaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.7378	73.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6918	69.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9089	90.89%
P-glycoprotein inhibitior	-	0.9808	98.08%
P-glycoprotein substrate	-	0.7781	77.81%
CYP3A4 substrate	-	0.5254	52.54%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.9704	97.04%
CYP2C9 inhibition	-	0.8565	85.65%
CYP2C19 inhibition	-	0.7645	76.45%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8174	81.74%
CYP2C8 inhibition	-	0.9429	94.29%
CYP inhibitory promiscuity	-	0.9267	92.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5215	52.15%
Eye corrosion	-	0.9400	94.00%
Eye irritation	+	0.8249	82.49%
Skin irritation	-	0.5296	52.96%
Skin corrosion	-	0.8751	87.51%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6609	66.09%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6880	68.80%
skin sensitisation	-	0.5441	54.41%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8305	83.05%
Acute Oral Toxicity (c)	III	0.5511	55.11%
Estrogen receptor binding	-	0.8760	87.60%
Androgen receptor binding	-	0.6366	63.66%
Thyroid receptor binding	-	0.7307	73.07%
Glucocorticoid receptor binding	-	0.7487	74.87%
Aromatase binding	-	0.7856	78.56%
PPAR gamma	-	0.6533	65.33%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	92.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.52%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.98%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	85.32%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.81%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.61%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.21%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.87%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24859034
• LOTUS: LTS0206695
• wikiData: Q77568021