2,3-Anhydromevalonic acid

Details

• Internal ID: 1bc3559b-547d-41ee-b4f3-8c754ba88ab6
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 4-methyl-2,3-dihydropyran-6-one
• InChI: InChI=1S/C6H8O2/c1-5-2-3-8-6(7)4-5/h4H,2-3H2,1H3
• InChI Key: RPEASMBMVIKUTH-UHFFFAOYSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13 g/mol
• Exact Mass: 112.052429494 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 2,3-Anhydromevalonic acid
• DTXSID50178526
• RefChem:441897
• DTXCID10101017
• 2H-Pyran-2-one,5,6-dihydro-4-methyl-
• 2H-Pyran-2-one, 5,6-dihydro-4-methyl-
• 4-Methyl-5,6-dihydro-2H-pyran-2-one
• 4-methyl-2,3-dihydropyran-6-one
• Dehydromevalonic lactone
• ghl.PD_Mitscher_leg0.315
• SCHEMBL125458
• RPEASMBMVIKUTH-UHFFFAOYSA-N
• 4-methyl-5,6-dihydro-pyran-2-one
• MFCD28969021
• AKOS025296214
• Mevalonic lactone, .DELTA.2-anhydro-
• 5,6-dihydro-4-methyl-2h-pyran-2-one
• 4-METHYL-5,6-DIHYDRO-2-PYRONE
• AS-77246
• 2,3-Anhydromevalonic acid .delta.-lactone
• 4-Methyl-5,6-dihydro-2H-pyran-2-one #
• D93039
• 2-Pentenoic acid, 5-hydroxy-3-methyl-, lactone
• EN300-21001769
• Q63399355
• InChI=1/C6H8O2/c1-5-2-3-8-6(7)4-5/h4H,2-3H2,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8959	89.59%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9660	96.60%
OATP1B3 inhibitior	+	0.9558	95.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9243	92.43%
P-glycoprotein inhibitior	-	0.9893	98.93%
P-glycoprotein substrate	-	0.9744	97.44%
CYP3A4 substrate	-	0.7040	70.40%
CYP2C9 substrate	+	0.5814	58.14%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.9380	93.80%
CYP2C19 inhibition	-	0.7409	74.09%
CYP2D6 inhibition	-	0.9180	91.80%
CYP1A2 inhibition	-	0.5340	53.40%
CYP2C8 inhibition	-	0.9923	99.23%
CYP inhibitory promiscuity	-	0.9307	93.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.5561	55.61%
Eye corrosion	+	0.5335	53.35%
Eye irritation	+	0.9876	98.76%
Skin irritation	+	0.7247	72.47%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8104	81.04%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.5982	59.82%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6750	67.50%
Acute Oral Toxicity (c)	III	0.7013	70.13%
Estrogen receptor binding	-	0.9749	97.49%
Androgen receptor binding	-	0.5947	59.47%
Thyroid receptor binding	-	0.9348	93.48%
Glucocorticoid receptor binding	-	0.8850	88.50%
Aromatase binding	-	0.9130	91.30%
PPAR gamma	-	0.8699	86.99%
Honey bee toxicity	-	0.9370	93.70%
Biodegradation	+	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.6802	68.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.30%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	89.01%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.84%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.22%	93.40%

Plants that contains it

• Cornus officinalis

Cross-Links

• PubChem: 557445
• NPASS: NPC208921