D-Galactonic acid, gamma-lactone

Details

• Internal ID: 39abc165-7307-4e11-a7d7-863f9bb1a6da
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 5-(1,2-dihydroxyethyl)-3,4-dihydroxyoxolan-2-one
• SMILES (Canonical): C(C(C1C(C(C(=O)O1)O)O)O)O
• SMILES (Isomeric): C(C(C1C(C(C(=O)O1)O)O)O)O
• InChI: InChI=1S/C6H10O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2-5,7-10H,1H2
• InChI Key: SXZYCXMUPBBULW-UHFFFAOYSA-N
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₆
• Molecular Weight: 178.14 g/mol
• Exact Mass: 178.04773803 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -3.01
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• RefChem:935835
• GlyTouCan:G92888IJ
• G92888IJ
• d-talono-1,4-lactone
• D-Allonic acid gamma-lactone
• 10238-03-6
• 23666-11-7
• .gamma.-D-Galactonolactone
• .gamma.-Lactone of mannonic acid
• D-Mannonic acid, .gamma.-lactone
• D-Galactonic acid, .gamma.-lactone
• D-mannonic acid-1,4-lactone
• 1,4-D-Gulonolactone
• D-Gluconic acid, .gamma.-lactone
• D-Allono-1,4-lactone
• D-Talonic Acid ?-Lactone;
• 29474-78-0
• Gulonic acid-1,4-lactone
• D-Gulonic acid-1,4-lactone
• D-Idonic acid, gamma-lactone
• L-Mannonic acid-1,4-lactone
• D(-)-Gulonic Acid Gamma-Lactone
• 5-(1,2-dihydroxyethyl)-3,4-dihydroxydihydrofuran-2(3H)-one (non-preferred name)
• Mannonic acid, D-
• g-D-Galactonolactone
• Galactonic acid, D-
• glucono-1,4-lactone
• 1,4-D-Mannonolactone
• D-Galactono-.gamma.-lactone
• CHEBI:5571
• SCHEMBL1893475
• L-Galactono gamma-lactone, XXII
• NSC1971
• D-Mannono-(1.fwdarw.4)-lactone
• 5-(1,2-dihydroxyethyl)-3,4-dihydroxy-tetrahydrofuran-2-one
• NSC25282
• NSC34392
• BBL033927
• BDBM50070030
• MFCD00066817
• NSC-34392
• NSC102762
• STL372824
• AKOS015856415
• NSC-102762
• VS-12344
• DB-041122
• DB-045913
• DB-046923
• DB-054435
• NS00013681
• EN300-187579
• Q27106810
• E40CCFF6-5987-45B5-B197-E4B919B073CB

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6011	60.11%
Caco-2	-	0.9791	97.91%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6051	60.51%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9857	98.57%
P-glycoprotein inhibitior	-	0.9752	97.52%
P-glycoprotein substrate	-	0.9453	94.53%
CYP3A4 substrate	-	0.6568	65.68%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.9606	96.06%
CYP2C9 inhibition	-	0.9642	96.42%
CYP2C19 inhibition	-	0.9658	96.58%
CYP2D6 inhibition	-	0.9521	95.21%
CYP1A2 inhibition	-	0.9369	93.69%
CYP2C8 inhibition	-	0.9906	99.06%
CYP inhibitory promiscuity	-	0.9657	96.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7564	75.64%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.8477	84.77%
Skin irritation	-	0.7500	75.00%
Skin corrosion	-	0.8761	87.61%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8206	82.06%
Micronuclear	-	0.7467	74.67%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.9283	92.83%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	+	0.5569	55.69%
Acute Oral Toxicity (c)	IV	0.6143	61.43%
Estrogen receptor binding	-	0.7882	78.82%
Androgen receptor binding	-	0.8465	84.65%
Thyroid receptor binding	-	0.7086	70.86%
Glucocorticoid receptor binding	-	0.6450	64.50%
Aromatase binding	-	0.8692	86.92%
PPAR gamma	-	0.8477	84.77%
Honey bee toxicity	-	0.8885	88.85%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.9053	90.53%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1947	P10828	Thyroid hormone receptor beta-1	2.8 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	88.14%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.74%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.32%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.30%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.10%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 608
• LOTUS: LTS0016770
• wikiData: Q27106810