(+-)-Mevalonolactone

Details

• Internal ID: 15ffc15e-49d7-44b7-9718-73f1e63bf451
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 4-hydroxy-4-methyloxan-2-one
• InChI: InChI=1S/C6H10O3/c1-6(8)2-3-9-5(7)4-6/h8H,2-4H2,1H3
• InChI Key: JYVXNLLUYHCIIH-UHFFFAOYSA-N
• Popularity: 353 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: -0.30
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• DL-Mevalonic acid lactone
• 1RJ06DC41B
• (+-)-Mevalonolactone
• RefChem:818792
• GlyTouCan:G04468UB
• Mevalonolactone, (+-)-
• G04468UB
• DL-Mevalonolactone
• 4-Hydroxy-4-methyltetrahydro-2H-pyran-2-one
• 4-hydroxy-4-methyloxan-2-one
• D,L-Mevalonic Acid Lactone
• (+/-)-Mevalonolactone
• Mevalolactone
• MFCD00006648
• Mevalonolactone, (+/-)-
• Mevalonic lactone
• 4-hydroxy-4-methyl-tetrahydropyran-2-one
• 503-48-0
• Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one
• NSC-90804
• beta-Hydroxy-beta-methyl-delta-valerolactone
• DL-Mevalolactone
• 2H-Pyran-2-one, tetrahydro-4-hydroxy-4-methyl-
• 2H-Pyran-2-one, tetrahydro-4-hydroxy-4-methyl-, (.+/-.)-
• (+/-)-Mevalonolactone;Mevalolactone
• D,L-Mevalonic Acid Lactone (>90%)
• (1)-Tetrahydro-4-hydroxy-4-methyl-2H-pyran-2-one
• NSC 90804
• UNII-1RJ06DC41B
• EINECS 211-615-0
• MVSL
• (RS)-Mevalonolactone
• Prestwick3_000750
• SCHEMBL880
• MEVALONOLACTONE, DL-
• BSPBio_000740
• Mevalonic acid .delta.-lactone
• BPBio1_000814
• orb1308872
• ()-Mevalonolactone;Mevalolactone
• CHEMBL4758470
• CHEBI:95115
• DTXSID00964572
• HMS2097E22
• HMS3714E22
• NSC90804
• LMFA07040003
• AKOS015906454
• CCG-214600
• EBC-616076
• FM25990
• Tetrahydro-4-hydroxy-4-methyl-2-pyrone
• 4-Hydroxy-4-methyltetrahydropyran-2-one
• MSK165642-1000B
• NCGC00179453-01
• AS-65830
• SY032939
• DB-044755
• DB-055030
• HY-107855
• (+/-)-Mevalonolactone, ~97% (titration)
• AB00513915
• CS-0030738
• D0587
• NS00014877
• ST51038127
• (+/-)-3-Hydroxy-3-methyl delta-valerolactone
• C76125
• (+/-)-Mevalonolactone, purum, >=96.0% (T)
• 674M260
• F226574
• SR-01000872630
• (+/-)-beta-Hydroxy-beta-methyl-delta-valerolactone
• .beta.-Hydroxy-.beta.-methyl-.delta.-valerolactone
• 4-hydroxy-4-methyl-3H-4,5,6-trihydropyran-2-one
• SR-01000872630-1
• BRD-A05674712-001-06-0
• Q27166894
• 009D7F12-69C6-4BBF-A66D-12BA84648C72
• DL-Mevalonic acid lactone Solution in Acetone, 1000ug/mL
• 2H-PYRAN-2-ONE, TETRAHYDRO-4-HYDROXY-4-METHYL-, (+/-)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	+	0.8231	82.31%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8582	85.82%
OATP2B1 inhibitior	-	0.8480	84.80%
OATP1B1 inhibitior	+	0.9464	94.64%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7352	73.52%
BSEP inhibitior	-	0.9274	92.74%
P-glycoprotein inhibitior	-	0.9831	98.31%
P-glycoprotein substrate	-	0.9806	98.06%
CYP3A4 substrate	-	0.5842	58.42%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8655	86.55%
CYP3A4 inhibition	-	0.9649	96.49%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9608	96.08%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9910	99.10%
CYP inhibitory promiscuity	-	0.9952	99.52%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6207	62.07%
Eye corrosion	-	0.8736	87.36%
Eye irritation	+	0.9829	98.29%
Skin irritation	-	0.6154	61.54%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7495	74.95%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6409	64.09%
skin sensitisation	-	0.8885	88.85%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.8991	89.91%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	-	0.9575	95.75%
Androgen receptor binding	-	0.8842	88.42%
Thyroid receptor binding	-	0.9064	90.64%
Glucocorticoid receptor binding	-	0.9182	91.82%
Aromatase binding	-	0.8909	89.09%
PPAR gamma	-	0.9136	91.36%
Honey bee toxicity	-	0.9705	97.05%
Biodegradation	+	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.4867	48.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.01%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.81%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.20%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	80.98%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10428
• LOTUS: LTS0234645
• wikiData: Q27166894