Vibralactone

Details

• Internal ID: 8043aa9f-ddde-4f68-b81d-52dbcfc80033
• Taxonomy: Organoheterocyclic compounds > Lactones > Beta propiolactones
• IUPAC Name: (1R,5S)-3-(hydroxymethyl)-1-(3-methylbut-2-enyl)-6-oxabicyclo[3.2.0]hept-2-en-7-one
• SMILES (Canonical): CC(=CCC12C=C(CC1OC2=O)CO)C
• SMILES (Isomeric): CC(=CC[C@@]12C=C(C[C@@H]1OC2=O)CO)C
• InChI: InChI=1S/C12H16O3/c1-8(2)3-4-12-6-9(7-13)5-10(12)15-11(12)14/h3,6,10,13H,4-5,7H2,1-2H3/t10-,12+/m0/s1
• InChI Key: UGNVBODTSYDQPO-CMPLNLGQSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25 g/mol
• Exact Mass: 208.109944368 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL3928292
• PD195006
• (1R,5S)-3-(hydroxymethyl)-1-(3-methylbut-2-enyl)-6-oxabicyclo[3.2.0]hept-2-en-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.6599	65.99%
Blood Brain Barrier	+	0.5178	51.78%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9322	93.22%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9233	92.33%
P-glycoprotein inhibitior	-	0.9820	98.20%
P-glycoprotein substrate	-	0.7819	78.19%
CYP3A4 substrate	-	0.5291	52.91%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8105	81.05%
CYP3A4 inhibition	-	0.9687	96.87%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.7966	79.66%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8038	80.38%
CYP2C8 inhibition	-	0.9448	94.48%
CYP inhibitory promiscuity	-	0.9472	94.72%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5479	54.79%
Eye corrosion	-	0.9645	96.45%
Eye irritation	+	0.9323	93.23%
Skin irritation	-	0.6783	67.83%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6359	63.59%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.7078	70.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.7840	78.40%
Acute Oral Toxicity (c)	III	0.5077	50.77%
Estrogen receptor binding	-	0.7624	76.24%
Androgen receptor binding	-	0.6027	60.27%
Thyroid receptor binding	-	0.5880	58.80%
Glucocorticoid receptor binding	-	0.4781	47.81%
Aromatase binding	-	0.7516	75.16%
PPAR gamma	-	0.7387	73.87%
Honey bee toxicity	-	0.9097	90.97%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9207	92.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.67%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.23%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.85%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.59%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	82.42%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16095274
• LOTUS: LTS0077359
• wikiData: Q77499329