Succinic anhydride

Details

• Internal ID: 7c1f0a00-fa91-4d87-94f0-849eb341aa95
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: oxolane-2,5-dione
• SMILES (Canonical): C1CC(=O)OC1=O
• SMILES (Isomeric): C1CC(=O)OC1=O
• InChI: InChI=1S/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2
• InChI Key: RINCXYDBBGOEEQ-UHFFFAOYSA-N
• Popularity: 2,888 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄H₄O₃
• Molecular Weight: 100.07 g/mol
• Exact Mass: 100.016043985 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.15
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 108-30-5
• dihydrofuran-2,5-dione
• oxolane-2,5-dione
• Succinic acid anhydride
• Succinyl oxide
• Dihydro-2,5-furandione
• 2,5-Diketotetrahydrofuran
• Succinyl anhydride
• Butanedioic anhydride
• Rikacid SA
• 2,5-Furandione, dihydro-
• Tetrahydro-2,5-dioxofuran
• 2,5-Dioxotetrahydrofuran
• Tetrahydro-2,5-furandione
• Bernsteinsaure-anhydrid
• NCI-C55696
• Succinyloxide
• Dihydro-furan-2,5-dione
• NSC 8518
• CCRIS 2386
• HSDB 792
• Dihydro-2,5-diketotetrahydrofuran
• EINECS 203-570-0
• UNII-6RF4O17Z8J
• MFCD00005525
• BRN 0108441
• 6RF4O17Z8J
• Bernsteinsaeureanhydrid
• DTXSID7021287
• Bernsteinsaure-anhydrid [German]
• CHEBI:36595
• AI3-52664
• SuccinicAnhydride-13C4
• NSC-8518
• 2,5(3H,4H)-Furandione
• Succinic anhydride treated BSA
• DTXCID701287
• EC 203-570-0
• 5-17-11-00006 (Beilstein Handbook Reference)
• EINECS 270-161-1
• 68412-02-2
• SUCCINIC ANHYDRIDE (IARC)
• SUCCINIC ANHYDRIDE [IARC]
• SAA
• tetrahydrofuran-2,5-dione
• Anhydride succinique
• 2, dihydro-
• Oxolan-2,5-dione
• WLN: T5VOVTJ
• butanedioic acid anhydride
• Dihydro-2, 5-furandione
• Succinic anhydride, 97%
• Succinic Anhydride (SAN)
• 2,5-Furandiona, dihidro-
• BERNSTEINSAUREANHYDRID
• tetrahydro-furan-2,5-dione
• Tetrahydro-2, 5-dioxofuran
• SCHEMBL16123
• MLS002454448
• SUCCINIC ANHYDRIDE [MI]
• CHEMBL1370164
• NSC8518
• SUCCINIC ANHYDRIDE [HSDB]
• SUCCINIC ANHYDRIDE [INCI]
• HMS3039B10
• STR01303
• Succinic anhydride, >=99% (GC)
• Tox21_201179
• LS-457
• STL194303
• Succinyl Oxide, Butanedoic Anhydride
• AKOS000121191
• Succinic anhydride, >=97.0% (NT)
• NCGC00091291-01
• NCGC00091291-02
• NCGC00258731-01
• BP-13070
• CAS-108-30-5
• HY-79369
• SMR001372026
• Butanedioic acid,anhydride succinic anhydride
• CS-0011581
• FT-0637061
• FT-0652573
• S0107
• EN300-18021
• C19524
• D78120
• Succinic anhydride, puriss., >=99.0% (NT)
• Succinic anhydride, SAJ first grade, >=99.0%
• A801840
• Q417847
• J-002088
• BUTANEDIOIC ACID,ANHYDRIDE SUCCINIC ANHYDRIDE
• Z57127506
• F1908-0090
• InChI=1/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H
• Tetrahydro-2,5-furandione(National Library of Medicine, SIS; ChemIDplus Record for Succinic anhydride (108-30-5) Available from, as of July 21, 2005: http://chem.sis.nlm.nih.gov/chemidplus/chemidlite.jsp)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	-	0.6362	63.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7298	72.98%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9744	97.44%
OATP1B3 inhibitior	+	0.9686	96.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9532	95.32%
P-glycoprotein inhibitior	-	0.9875	98.75%
P-glycoprotein substrate	-	0.9981	99.81%
CYP3A4 substrate	-	0.7931	79.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8254	82.54%
CYP3A4 inhibition	-	0.9742	97.42%
CYP2C9 inhibition	-	0.9216	92.16%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	-	0.9961	99.61%
CYP inhibitory promiscuity	-	0.9879	98.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9143	91.43%
Carcinogenicity (trinary)	Non-required	0.6930	69.30%
Eye corrosion	+	0.9838	98.38%
Eye irritation	+	0.9936	99.36%
Skin irritation	+	0.7417	74.17%
Skin corrosion	+	0.8173	81.73%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8042	80.42%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	-	0.9141	91.41%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.6648	66.48%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	-	0.9647	96.47%
Androgen receptor binding	-	0.9161	91.61%
Thyroid receptor binding	-	0.9193	91.93%
Glucocorticoid receptor binding	-	0.9255	92.55%
Aromatase binding	-	0.9064	90.64%
PPAR gamma	-	0.8578	85.78%
Honey bee toxicity	-	0.8968	89.68%
Biodegradation	+	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7420	74.20%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	1258.9 nM; 1258.9 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.62%	91.11%

Plants that contains it

• Clerodendrum japonicum
• Pycnandra acuminata
• Wurfbainia neoaurantiaca

Cross-Links

• PubChem: 7922
• NPASS: NPC283626
• ChEMBL: CHEMBL1370164
• LOTUS: LTS0105274
• wikiData: Q417847