Isosorbide 2-acetate

Details

• Internal ID: 890f1943-e0c7-43f6-b4b5-595a748ab527
• Taxonomy: Organoheterocyclic compounds > Furofurans > Isosorbides
• IUPAC Name: [(3R,3aR,6S,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] acetate
• InChI: InChI=1S/C8H12O5/c1-4(9)13-6-3-12-7-5(10)2-11-8(6)7/h5-8,10H,2-3H2,1H3/t5-,6+,7-,8-/m1/s1
• InChI Key: ASUQMWUAFHPXOG-ULAWRXDQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₅
• Molecular Weight: 188.18 g/mol
• Exact Mass: 188.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Isosorbide 2-Acetate
• RefChem:350120
• Isosorbide-2-acetate
• 1,4:3,6-Dianhydro-2-O-acetyl-D-glucitol
• 1,4:3,6-Dianhydro-D-glucitol2-acetate
• MFCD09264290
• [(3R,3aR,6S,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] acetate
• (3S,3aR,6R,6aR)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl acetate
• D-Glucitol, 1,4:3,6-dianhydro-, 2-acetate; Glucitol, 1,4:3,6-dianhydro-, 2-acetate (7CI); Glucitol, 1,4:3,6-dianhydro-, 2-acetate, D- (8CI); Furo[3,2-b]furan, D-glucitol deriv.; 1,4:3,6-Dianhydro-D-glucitol 2-acetate; Isosorbide 2-acetate
• SCHEMBL1118539
• Isosorbide Dinitrate Impurity 5
• AKOS006331619
• MD09909
• BS-26471
• CS-0077635
• NS00052283
• 042I392

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9533	95.33%
Caco-2	-	0.7190	71.90%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5738	57.38%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9494	94.94%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9276	92.76%
P-glycoprotein inhibitior	-	0.9723	97.23%
P-glycoprotein substrate	-	0.9387	93.87%
CYP3A4 substrate	+	0.5267	52.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.9579	95.79%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.7939	79.39%
CYP2C8 inhibition	-	0.9729	97.29%
CYP inhibitory promiscuity	-	0.9543	95.43%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5424	54.24%
Eye corrosion	-	0.9649	96.49%
Eye irritation	-	0.9137	91.37%
Skin irritation	-	0.8318	83.18%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8317	83.17%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8786	87.86%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5726	57.26%
Acute Oral Toxicity (c)	IV	0.4865	48.65%
Estrogen receptor binding	-	0.7757	77.57%
Androgen receptor binding	-	0.8758	87.58%
Thyroid receptor binding	-	0.6300	63.00%
Glucocorticoid receptor binding	-	0.6046	60.46%
Aromatase binding	-	0.8890	88.90%
PPAR gamma	-	0.7785	77.85%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	-	0.8149	81.49%

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	90.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.63%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.75%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.61%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.38%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.49%	97.21%

Plants that contains it

• Cornus officinalis

Cross-Links

• PubChem: 10856233
• NPASS: NPC31357