Itaconic Anhydride

Details

• Internal ID: 72fbffab-6226-4a15-bcf5-2b47b2d93386
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: 3-methylideneoxolane-2,5-dione
• InChI: InChI=1S/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H2
• InChI Key: OFNISBHGPNMTMS-UHFFFAOYSA-N
• Popularity: 176 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₄O₃
• Molecular Weight: 112.08 g/mol
• Exact Mass: 112.016043985 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 3-methylideneoxolane-2,5-dione
• Itaconic acid anhydride
• Methylenesuccinic anhydride
• 2,5-Furandione, dihydro-3-methylene-
• Dihydro-3-methylene-2,5-furandione
• Succinic anhydride, methylene-
• Y455KS1U7Q
• ITACONIC-ANHYDRIDE
• NSC-43979
• UNII-Y455KS1U7Q
• 25300-97-4
• DTXSID8062230
• EINECS 218-518-2
• NSC 43979
• 3-METHYLIDENEDIHYDROFURAN-2,5-DIONE
• RefChem:150199
• Succinic anhydride, methylene
• Dihydro3methylene2,5furandione
• DTXCID2036538
• 2,5Furandione, dihydro3methylene
• 218-518-2
• InChI=1/C5H4O3/c1-3-2-4(6)8-5(3)7/h1-2H
• OFNISBHGPNMTMS-UHFFFAOYSA-N
• 2170-03-8
• 2-Methylenesuccinic anhydride
• 3-methylenedihydrofuran-2,5-dione
• MFCD00005530
• CHEMBL87967
• 3-methylenetetrahydrofuran-2,5-dione
• 3-Methylene-dihydro-furan-2,5-dione
• 3-Methylenedihydro-2,5-furandione
• 3,4-Dihydro-3-methylene-2,5-furandione
• Itaconic anhydride, 95%
• 2, dihydro-3-methylene-
• Itaconic Anhydride (ITA)
• SCHEMBL25233
• orb1301891
• NSC43972
• NSC43979
• BDBM50108508
• NSC-43972
• 3-Methylenedihydro-2,5-furandione #
• AKOS015900399
• FI29334
• GS-3259
• 3-methylene-tetrahydro-furan-2,5-dione
• SY009111
• DB-045673
• CS-0073152
• I0203
• NS00026942
• EN300-99171
• A20230
• H10043
• F615091
• Q15726050
• F0001-0774
• 3,4-Dihydro-3-methylene-2,5-furandione;Methylenesuccinic anhydride
• Benzoyl chloride, 2-chloro-5-nitro-;2-Chloro-5-Nitrobenzoyl;2-Chloro-5-nitrobenzoic acid chloride

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.6724	67.24%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6548	65.48%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9563	95.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9415	94.15%
P-glycoprotein inhibitior	-	0.9796	97.96%
P-glycoprotein substrate	-	0.9951	99.51%
CYP3A4 substrate	-	0.7037	70.37%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8464	84.64%
CYP3A4 inhibition	-	0.9487	94.87%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.8061	80.61%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.8434	84.34%
CYP2C8 inhibition	-	0.9914	99.14%
CYP inhibitory promiscuity	-	0.9099	90.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8371	83.71%
Carcinogenicity (trinary)	Non-required	0.5918	59.18%
Eye corrosion	+	0.8473	84.73%
Eye irritation	+	0.9876	98.76%
Skin irritation	+	0.6974	69.74%
Skin corrosion	+	0.6804	68.04%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8055	80.55%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.5447	54.47%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.7111	71.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7781	77.81%
Acute Oral Toxicity (c)	III	0.7565	75.65%
Estrogen receptor binding	-	0.9252	92.52%
Androgen receptor binding	-	0.9211	92.11%
Thyroid receptor binding	-	0.8784	87.84%
Glucocorticoid receptor binding	-	0.9109	91.09%
Aromatase binding	-	0.7974	79.74%
PPAR gamma	-	0.8429	84.29%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	+	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9214	92.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	88.15%	95.72%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.60%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.31%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.12%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.09%	98.95%

Plants that contains it

• Schisandra chinensis

Cross-Links

• PubChem: 75110
• NPASS: NPC190649