D-threonolactone

Details

• Internal ID: d51a8dea-5bfe-4168-821a-873f1d3efa0c
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4R)-3,4-dihydroxyoxolan-2-one
• InChI: InChI=1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3+/m1/s1
• InChI Key: SGMJBNSHAZVGMC-GBXIJSLDSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₆O₄
• Molecular Weight: 118.09 g/mol
• Exact Mass: 118.02660867 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (3S,4R)-3,4-dihydroxyoxolan-2-one
• threono-1,4-lactone
• D-threono-1,4-lactone
• d-threonic acid-1,4-lactone
• SCHEMBL5950880
• CHEBI:87770
• SGMJBNSHAZVGMC-GBXIJSLDSA-N
• AKOS006292705
• D-Threono-1,4-lactone, >=95.0% (GC)
• (3S,4R)-3,4-dihydroxydihydrofuran-2(3H)-one
• Q27159915
• D93291EA-9F25-4953-BB98-254F84DC9BAE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7502	75.02%
Caco-2	-	0.9344	93.44%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7319	73.19%
OATP2B1 inhibitior	-	0.8513	85.13%
OATP1B1 inhibitior	+	0.9614	96.14%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9564	95.64%
P-glycoprotein inhibitior	-	0.9847	98.47%
P-glycoprotein substrate	-	0.9885	98.85%
CYP3A4 substrate	-	0.7433	74.33%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9869	98.69%
CYP2C9 inhibition	-	0.9713	97.13%
CYP2C19 inhibition	-	0.9661	96.61%
CYP2D6 inhibition	-	0.9636	96.36%
CYP1A2 inhibition	-	0.9267	92.67%
CYP2C8 inhibition	-	0.9982	99.82%
CYP inhibitory promiscuity	-	0.9883	98.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6732	67.32%
Eye corrosion	-	0.9377	93.77%
Eye irritation	+	0.9451	94.51%
Skin irritation	-	0.7250	72.50%
Skin corrosion	-	0.7722	77.22%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8396	83.96%
Micronuclear	-	0.5426	54.26%
Hepatotoxicity	+	0.6462	64.62%
skin sensitisation	-	0.9414	94.14%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6566	65.66%
Acute Oral Toxicity (c)	IV	0.5600	56.00%
Estrogen receptor binding	-	0.8129	81.29%
Androgen receptor binding	-	0.8909	89.09%
Thyroid receptor binding	-	0.8194	81.94%
Glucocorticoid receptor binding	-	0.7944	79.44%
Aromatase binding	-	0.8971	89.71%
PPAR gamma	-	0.8390	83.90%
Honey bee toxicity	-	0.9428	94.28%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.7930	79.30%

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	86.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.13%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.02%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.29%	98.95%

Plants that contains it

• Pycnandra acuminata

Cross-Links

• PubChem: 10351686
• LOTUS: LTS0100320
• wikiData: Q27159915