(+-)-Pantolactone

Details

• Internal ID: f0226a90-11b6-4e83-9964-b98677dcdefe
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 3-hydroxy-4,4-dimethyloxolan-2-one
• InChI: InChI=1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3
• InChI Key: SERHXTVXHNVDKA-UHFFFAOYSA-N
• Popularity: 150 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₁₀O₃
• Molecular Weight: 130.14 g/mol
• Exact Mass: 130.062994177 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• RefChem:390767
• DL-Pantolactone
• 79-50-5
• 3-hydroxy-4,4-dimethyldihydrofuran-2(3H)-one
• 3-hydroxy-4,4-dimethyloxolan-2-one
• DL-Pantoyl Lactone
• 52126-90-6
• MFCD00064333
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-
• Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
• (+/-)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone
• Pantolyl lactone
• (D)-Pantolactone
• 3-Hydroxy-4,4-dimethyldihydrofuran-2(3H)-one (DL-Pantolactone)
• (rs)-pantolactone
• D-(-)-Pantolyl lactone
• D-(-)-Pantoic acid lactone
• UNII-IID733HD2M
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (R)-
• alpha-hydroxy-beta
• D,L-Pantolactone; DL-Pantolactone; (+/-)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone; Calcium Pantothenate Impurity C
• NSC 5926
• EINECS 201-210-7
• NSC 135788
• (+/-)-pantolactone
• D-(-)-Pantanolactone
• AI3-23741
• AC1Q6HNH
• alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone
• D(-)-2-Hydroxy-3,3-dimethyl-.gamma.-butyrolactone
• Pantoic acid beta-lactone
• 3-hydroxy-4,4-dimethyl-tetrahydrofuran-2-one
• DL-2-Hydroxy-3,3-dimethyl-gamma-butyrolactone
• EC 201-210-7
• Pantolactone DL-Form [MI]
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, D-(-)-
• 3-Hydroxy-4,4-dimethyldihydro-2(3H)-furanone-, D-(-)- #
• SCHEMBL152955
• D-(-)-.alpha.Hydroxy-.beta.,.beta.-dimethyl-.gamma.-butyrolactone
• PANTOLACTONE, (+-)-
• (+-)-dihydro-3-hydroxy-4,4-dimethylfuran-2(3H)-one
• CHEMBL4066633
• (+/-)-PANTOYL LACTONE
• DTXSID40861637
• NSC5926
• NSC8113
• NSC8114
• PANTOLACTONE, (+/-)-
• CHEBI:194720
• AMY22249
• KS-00000G3P
• NSC-5926
• NSC-8113
• NSC-8114
• BBL005601
• NSC135788
• STK801814
• AKOS003624024
• FP31950
• HY-W053519
• NSC-135788
• SB37868
• TRA0047000
• TRA0049501
• AK140668
• AS-12830
• 2-hydroxy-3,3-dimethyl-gamma-butyrolactone
• DB-053494
• DB-056366
• DB-228643
• CS-0046126
• NS00008853
• NS00114080
• P0010
• EN300-128349
• 4,4-Dimethyl-3-hydroxy-dihydro-2(3H)-furanone
• DL-|A-Hydroxy-|A,|A-dimethyl-|A-butyrolactone
• F068597
• SR-01000944792
• beta,beta-Dimethyl-alpha-hydroxy-gamma-butyrolactone
• SR-01000944792-1
• (1)-Dihydro-3-hydroxy-4,4-dimethylfuran-2(3H)-one
• 3-HYDROXYDIHYDRO-4,4-DIMETHYL-2(3H)-FURANONE
• Q22829045
• Z57111995
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, ( )-
• (+/-)-2-HYDROXY-3,3-DIMETHYL-.GAMMA.-BUTYROLACTONE
• (R)-(-)-alpha-Hydroxy-beta,beta-dimethyl-beta-butyrolactone
• (R)-(-)-beta,beta-Dimethyl-alpha-hydroxy-beta-butyrolactone
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (+/-)-
• DL-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone, 97%
• 2(3H)-Furanone, dihydro-3-hydroxy-4,4-dimethyl-, (.+/-.)-
• DL- alpha -Hydroxy- beta , beta -dimethyl- gamma -butyrolactone
• (S)-(+)-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone; L-(+)-Pantolactone
• BUTYRIC ACID, .ALPHA.,.GAMMA.-DIHYDROXY-.BETA.,.BETA.-DIMETHYL-, .GAMMA.-LACTONE
• DL-alpha-Hydroxy-beta,beta-dimethyl-gamma-butyrolactone, purum, >=98.0% (T)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9496	94.96%
Caco-2	+	0.5505	55.05%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8157	81.57%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9674	96.74%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9112	91.12%
P-glycoprotein inhibitior	-	0.9822	98.22%
P-glycoprotein substrate	-	0.9568	95.68%
CYP3A4 substrate	-	0.6129	61.29%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8691	86.91%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.8531	85.31%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8343	83.43%
CYP2C8 inhibition	-	0.9956	99.56%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.8458	84.58%
Eye irritation	+	0.9742	97.42%
Skin irritation	-	0.7100	71.00%
Skin corrosion	-	0.8253	82.53%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8400	84.00%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.6302	63.02%
skin sensitisation	-	0.7121	71.21%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.7965	79.65%
Acute Oral Toxicity (c)	III	0.6162	61.62%
Estrogen receptor binding	-	0.8418	84.18%
Androgen receptor binding	-	0.7746	77.46%
Thyroid receptor binding	-	0.8746	87.46%
Glucocorticoid receptor binding	-	0.8420	84.20%
Aromatase binding	-	0.8860	88.60%
PPAR gamma	-	0.8923	89.23%
Honey bee toxicity	-	0.9228	92.28%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.6556	65.56%

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	93.53%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	90.10%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.43%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.11%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.97%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.33%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.40%	99.23%

Plants that contains it

• Imperata cylindrica
• Ranunculus ternatus

Cross-Links

• PubChem: 989
• NPASS: NPC204442