Vibralactone Z3

Details

• Internal ID: 3e4e5bf5-dd4b-4698-9021-1e78e5080428
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 3-[[(3S,5R)-2-oxo-5-prop-1-en-2-yloxolan-3-yl]methyl]-2H-furan-5-one
• SMILES (Canonical): CC(=C)C1CC(C(=O)O1)CC2=CC(=O)OC2
• SMILES (Isomeric): CC(=C)[C@H]1C[C@@H](C(=O)O1)CC2=CC(=O)OC2
• InChI: InChI=1S/C12H14O4/c1-7(2)10-5-9(12(14)16-10)3-8-4-11(13)15-6-8/h4,9-10H,1,3,5-6H2,2H3/t9-,10+/m0/s1
• InChI Key: WLECKVUVXDYUJY-VHSXEESVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24 g/mol
• Exact Mass: 222.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 3-(((3S,5R)-2-oxo-5-prop-1-en-2-yloxolan-3-yl)methyl)-2H-furan-5-one
• 3-[[(3S,5R)-2-oxo-5-prop-1-en-2-yloxolan-3-yl]methyl]-2H-furan-5-one
• RefChem:194183
• CHEBI:217877
• 3-[[(3S,5R)-2-oxo-5-prop-1-en-2-yloxolan-3-yl]methyl]-2H-uran-5-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.6005	60.05%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7903	79.03%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9363	93.63%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7220	72.20%
P-glycoprotein inhibitior	-	0.9523	95.23%
P-glycoprotein substrate	-	0.6565	65.65%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	0.6217	62.17%
CYP2D6 substrate	-	0.9091	90.91%
CYP3A4 inhibition	-	0.9387	93.87%
CYP2C9 inhibition	-	0.8271	82.71%
CYP2C19 inhibition	-	0.7951	79.51%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.6868	68.68%
CYP2C8 inhibition	-	0.9262	92.62%
CYP inhibitory promiscuity	-	0.8618	86.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8451	84.51%
Carcinogenicity (trinary)	Non-required	0.6863	68.63%
Eye corrosion	-	0.8968	89.68%
Eye irritation	+	0.7858	78.58%
Skin irritation	-	0.5840	58.40%
Skin corrosion	-	0.8530	85.30%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5743	57.43%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6641	66.41%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.6572	65.72%
Acute Oral Toxicity (c)	III	0.7610	76.10%
Estrogen receptor binding	-	0.7940	79.40%
Androgen receptor binding	+	0.5677	56.77%
Thyroid receptor binding	-	0.7294	72.94%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.7457	74.57%
PPAR gamma	-	0.8417	84.17%
Honey bee toxicity	-	0.7921	79.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9657	96.57%

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	95.98%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.87%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.30%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.02%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.95%	97.09%
CHEMBL4040	P28482	MAP kinase ERK2	80.98%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684363
• LOTUS: LTS0116258
• wikiData: Q105307908