Lactone II

Details

• Internal ID: 51ad8692-62b1-4aaa-b7af-465670f314ef
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(3S,4S)-4-hydroxy-5-oxooxolan-3-yl]methyl (E)-3-[(2R,3S)-3-methyloxiran-2-yl]prop-2-enoate
• InChI: InChI=1S/C11H14O6/c1-6-8(17-6)2-3-9(12)15-4-7-5-16-11(14)10(7)13/h2-3,6-8,10,13H,4-5H2,1H3/b3-2+/t6-,7-,8+,10-/m0/s1
• InChI Key: MDZROSJVVHMKCB-VHSKBXSJSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• [(3S,4S)-4-hydroxy-5-oxooxolan-3-yl]methyl (E)-3-[(2R,3S)-3-methyloxiran-2-yl]prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8244	82.44%
Caco-2	-	0.7264	72.64%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8153	81.53%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9530	95.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8210	82.10%
P-glycoprotein inhibitior	-	0.9262	92.62%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	+	0.5112	51.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8999	89.99%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8032	80.32%
CYP2C19 inhibition	-	0.7923	79.23%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.8464	84.64%
CYP2C8 inhibition	-	0.9426	94.26%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9371	93.71%
Carcinogenicity (trinary)	Non-required	0.4723	47.23%
Eye corrosion	-	0.9468	94.68%
Eye irritation	-	0.6678	66.78%
Skin irritation	-	0.6769	67.69%
Skin corrosion	-	0.8518	85.18%
Ames mutagenesis	-	0.5054	50.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6899	68.99%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5621	56.21%
skin sensitisation	-	0.7614	76.14%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7813	78.13%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	+	0.5520	55.20%
Androgen receptor binding	-	0.6230	62.30%
Thyroid receptor binding	-	0.6585	65.85%
Glucocorticoid receptor binding	-	0.5534	55.34%
Aromatase binding	-	0.6487	64.87%
PPAR gamma	-	0.7405	74.05%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7066	70.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.95%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.48%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.68%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.94%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.77%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.55%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.87%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.33%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.49%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11230238
• LOTUS: LTS0033937
• wikiData: Q77421782