Tetrahydrophthalic anhydride

Details

• Internal ID: 104a5472-8157-4b96-8d23-109c8ae158d7
• Taxonomy: Organoheterocyclic compounds > Isobenzofurans
• IUPAC Name: 3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione
• SMILES (Canonical): C1C=CCC2C1C(=O)OC2=O
• SMILES (Isomeric): C1C=CCC2C1C(=O)OC2=O
• InChI: InChI=1S/C8H8O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-2,5-6H,3-4H2
• InChI Key: KMOUUZVZFBCRAM-UHFFFAOYSA-N
• Popularity: 84 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15 g/mol
• Exact Mass: 152.047344113 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• TETRAHYDROPHTHALIC ANHYDRIDE
• 1,2,3,6-Tetrahydrophthalic anhydride
• 3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione
• THPA
• Tetrahydroftalanhydrid
• Rikacid TH
• Tetrahydrophthalic acid anhydride
• 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-
• Memtetrahydro phtalic anhydride
• 3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione
• 4-Cyclohexene-1,2-dicarboxylic acid anhydride
• 4-Cyclohexene-1,2-dicarboxylic anhydride
• Anhydrid kyseliny tetrahydroftalove
• 1,2,3,6-Tetrahydrophthalic acid anhydride
• 1,3-Isobenzofurandione, tetrahydro-
• NSC 82642
• Tetrahydroftalanhydrid [Czech]
• HSDB 846
• Phthalic anhydride, 1,2,3,6-tetrahydro-
• EINECS 201-605-4
• EINECS 247-570-9
• delta(4)-Tetrahydrophthalic anhydride
• BRN 0082340
• delta(sup 4)-Tetrahydrophthalic anhydride
• delta-(sup4)-Tetrahydrophthalic anhydride
• AI3-22626
• Anhydrid kyseliny tetrahydroftalove [Czech]
• DTXSID3026516
• 1,3,3a,4,7,7a-hexahydro-2-benzofuran-1,3-dione
• MFCD00065335
• EC 201-605-4
• 26266-63-7
• 5-17-11-00134 (Beilstein Handbook Reference)
• Tetrahydrophthalic Anhydride(THPA);3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione;3a,4,7,7a-Tetrahydroisobenzofuran-1,3-dione
• NSC-82642
• Rikacid THPA
• Epiclon B 570H
• 4,7,3a,7a-tetrahydroisobenzofuran-1,3-dione
• 4-Cyclohexene-1, trans-
• CHEMBL8001
• NCIOpen2_001003
• Tetrahydrophthalsaeureanhydrid
• UN 2698 (Salt/Mix)
• SCHEMBL169100
• WLN: T56 BVOV GUTJ
• 3a,4,7,7a-Tetrahydro-isobenzofuran-1,3-dione
• DTXCID306516
• 1, 3a,4,7,7a-tetrahydro-
• CHEBI:180650
• 1,3,6-Tetrahydrophthalic anhydride
• KBH 1098
• NSC82642
• Delta 4-Tetrahydrophthalic anhydride
• Tox21_202210
• B 570H
• BBL011743
• HK 019
• NSC292900
• STL163382
• .DELTA.4-Tetrahydrophthalic anhydride
• 1 2 3 6-Tetrahydrophthalic anhydride
• AKOS000119224
• Phthalic anhydride,2,3,6-tetrahydro-
• .delta.-4-Tetrahydrophthalic anhydride
• 1236-Tetrahydrophthalic acid anhydride
• CS-W019332
• Cyclohexene-4 5-dicarboxylic anhydride
• NSC-292900
• 1, 3a,4,7,7a-tetrahydro-, trans-
• CAS-85-43-8
• cis-DELTA4-Tetrahydrophthalic Anhydride
• 1,3,6-Tetrahydrophthalic acid anhydride
• NCGC00249188-01
• NCGC00259759-01
• AC-19634
• LS-57502
• trans-1,3,6-Tetrahydrophthalic anhydride
• 1 2 3 6-Tetrahydrophthalic acid anhydride
• LS-166032
• .delta.-(sup4)-Tetrahydrophthalic anhydride
• FT-0623919
• FT-0631398
• FT-0675042
• 3a,4,7,7a-tetrahydro-1,3-isobenzofurandione
• 4-Cyclohexene-1 2-dicarboxylic acid anhydride
• EN300-18012
• 3a 4 7 7a-Tetrahydro-1 3-isobenzofurandione
• 4-Cyclohexene-12-dicarboxylic anhydride (8CI)
• Cyclohex-4-en-1,2-dicarboxylic acid anhydride
• D77853
• 4-Cyclohexene-1 2-dicarboxylic anhydride (8CI)
• 3a,4,7,7a-Tetrahydro-2-benzofuran-1,3-dione #
• AB-131/40207535
• 1,3-isobenzofurandiona, 3a, 4,7,7 a-tetrahidro-
• Q-201815
• Q26840954
• F0001-2250

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.7549	75.49%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.3948	39.48%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9625	96.25%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9603	96.03%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9911	99.11%
CYP3A4 substrate	-	0.7392	73.92%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	-	0.9155	91.55%
CYP2C9 inhibition	-	0.9162	91.62%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.9447	94.47%
CYP1A2 inhibition	-	0.7331	73.31%
CYP2C8 inhibition	-	0.9900	99.00%
CYP inhibitory promiscuity	-	0.9383	93.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9262	92.62%
Carcinogenicity (trinary)	Non-required	0.6182	61.82%
Eye corrosion	+	0.9833	98.33%
Eye irritation	+	0.9798	97.98%
Skin irritation	+	0.7981	79.81%
Skin corrosion	-	0.5881	58.81%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7228	72.28%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.8250	82.50%
skin sensitisation	-	0.6215	62.15%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.7790	77.90%
Acute Oral Toxicity (c)	III	0.7044	70.44%
Estrogen receptor binding	-	0.8865	88.65%
Androgen receptor binding	+	0.6549	65.49%
Thyroid receptor binding	-	0.9104	91.04%
Glucocorticoid receptor binding	-	0.8563	85.63%
Aromatase binding	-	0.8698	86.98%
PPAR gamma	-	0.8238	82.38%
Honey bee toxicity	-	0.8964	89.64%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9560	95.60%

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	89.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.68%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.42%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Ixora chinensis

Cross-Links

• PubChem: 6810
• NPASS: NPC46151