Isosorbide Mononitrate

Details

• Internal ID: c5333047-995d-44de-85cd-68d4e5bbd3ed
• Taxonomy: Organoheterocyclic compounds > Furofurans > Isosorbides
• IUPAC Name: [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
• InChI: InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1
• InChI Key: YWXYYJSYQOXTPL-SLPGGIOYSA-N
• Popularity: 3,177 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉NO₆
• Molecular Weight: 191.14 g/mol
• Exact Mass: 191.04298701 g/mol
• Topological Polar Surface Area (TPSA): 93.70 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.28
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 16051-77-7
• Isosorbide 5-mononitrate
• Imdur
• Monosorbitrate
• Corangin
• Isosorbide 5-nitrate
• Monoket
• Isosorbide-5-mononitrate
• ISMN
• ISMO
• Monolong
• Monopront
• Monosordil
• Orasorbil
• Promocard
• Sigacora
• Sorbimon
• Turimonit
• Vasdilat
• Duride
• Imtrate
• Ismexin
• Medocor
• Monicor
• Olicard
• Pertil
• Uniket
• Ismox
• Monodur Durules
• Mono Corax
• Monocord
• 1,4:3,6-Dianhydro-D-glucitol 5-nitrate
• 5-Ismn
• isosorbide-5-nitrate
• IS 5MN
• IS 5-MN
• Iso-5-mononitrate
• IS-5-MN
• AHR-4698
• IS-5MN
• D-Glucitol, 1,4:3,6-dianhydro-, 5-nitrate
• Monosorb XL 60
• AHR 4698
• DTXSID9023176
• BM 22-145
• BM 22.145
• BM-22-145
• Diluted isosorbide mononitrate
• NSC-758619
• CHEBI:6062
• LX1OH63030
• [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
• (3R,3aS,6S,6aR)-6-hydroxy-hexahydrofuro[3,2-b]furan-3-yl nitrate
• BM-22145
• BM-22.145
• DTXCID003176
• BM 22.145IS 5-MNAHR-4698
• monocinque
• Monit
• Isosorbide dinitrate isosorbide-5-mononitrate
• Angitate
• Dynamin
• Ketanodur
• Monodur
• Tenkosorb
• Astrodur mr
• Relosorb xl
• Trangina xl
• (3R,3aS,6S,6aR)-6-hydroxy-hexahydrofuro(3,2-b)furan-3-yl nitrate
• Monomax xl
• Monomil xl
• Pertil ret
• Tardisc xl
• Carmil xl
• Ziotan xl
• Ismo ret
• Monit ls
• Monit sr
• Imo la
• ((3R,3aS,6S,6aR)-6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro(2,3-d)furan-3-yl) nitrate
• ((3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro(3,2-b)furan-6-yl) nitrate
• [(3R,3aS,6S,6aR)-6-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl] nitrate
• Vasotrate 60 sr
• Chemydur 60 xl
• Mono-cedocard 10
• Mono-cedocard 20
• Mono-cedocard 40
• Phasonit la 50
• Dynamin xl 25
• Dynamin xl 50
• Elantan 10
• Elantan 20
• Elantan 40
• Elantan la 25
• Elantan la 50
• Isotard 25 xl
• Isotard 40 xl
• Isotard 50 xl
• Isotard 60 xl
• Modisal 40 xl
• Modisal 60 xl
• Modisal la 25
• Modisal la 50
• Monigen xl 60
• Monomax sr 40
• Monomax sr 60
• Angeze sr 40
• Angeze sr 60
• Cibral xl 60
• Isodur 25 xl
• Isodur 50 xl
• Slomon xl 60
• Xismox xl 60
• Angeze 10
• Angeze 20
• Angeze 40
• Cibral 10
• Cibral 20
• Cibral 40
• Eumon 40 xl
• Eumon 60 xl
• Monit xl 60
• Zemon 40 xl
• Zemon 60 xl
• Isib 50 xl
• Isib 60 xl
• Isib 20
• Isib 40
• Ismo 10
• Ismo 20
• Ismo 40
• RefChem:55422
• Mcr 50
• 240-197-2
• Elantan
• Mononit
• Monisid
• Mononitrate d'isosorbide
• Isosorbidi mononitras [Latin]
• Mononitrato de isosorbida
• Isosorbidi mononitras
• Mononitrate d'isosorbide [French]
• Mononitrato de isosorbida [Spanish]
• Monizid
• vasotrate
• Epicordin
• Monoclair
• Monotrate
• Olicardin
• Percorina
• Edistol
• Etimonis
• Isomonat
• Isomonit
• MFCD00143462
• Multitab
• Titarane
• Conpin
• Imazin
• Imodur
• Isomon
• Iturol
• Monis
• Nitex
• Plodin
• IHD
• MonoSigma
• Elantan Retard
• Mono-Sanorania
• Monoket Retard
• Elantan Long
• Imdur Durules
• Corangin SR
• Mono Mack
• Mono-Mack
• Conpin Retardkaps
• Fem-Mono
• ISMN Lannacher
• Monoket OD
• ISMN Apogepha
• ISMN Heumann
• ISMN Basics
• Pentacard 20
• 1,4:3,6-dianhydro-5-O-nitro-D-glucitol
• Mono Corax Retard
• ISMN Hexal
• ISMN Stada
• Monocord 20
• Monocord 40
• Monolong 40
• Monolong 60
• ISMN Atid
• Mononit 20
• Mononit 40
• Isopen-20
• Monocord 50 SR
• Mononit Retard 50
• Imdur 60
• ISMN AbZ
• Monit 20
• ISMN AL
• Ismo-20
• Monocedocard
• Monosorb
• Glucitol, 1,4:3,6-dianhydro-, 5-nitrate, D-
• Monomax
• (3r,3as,6s,6ar)-6-hydroxyhexahydrofuro[3,2-b]furan-3-yl nitrate
• 1,4:3,6-dianhydro-5-O-nitro-D-erythro-hexitol
• CCRIS 1911
• Imdur (TN)
• Ismo (TN)
• SR-05000001872
• EINECS 240-197-2
• UN3251
• BRN 5851319
• Leicester
• Isosorbide 5-Mononitrate (1.0 mg/mL in Dimethyl Sulfoxide)
• UNII-LX1OH63030
• NCGC00159334-02
• isorbide mononitrate
• isosorbide-mononitrate
• Isosobide-5-mononitrate
• CHEMBL1311
• Isosorbide mononitrate [USAN:USP:INN:BAN:JAN]
• SCHEMBL26781
• GTPL7052
• NIOSH/LZ4385560
• HY-B0642R
• Isosorbide Dinitrate Impurity 13
• Isosorbide mononitrate (Standard)
• Isosorbide-5-nitrate (IS-5-N)
• HMS2093K07
• HMS3715I08
• Pharmakon1600-01503807
• HY-B0642
• MSK15666
• ISOSORBIDE MONONITRATE [INN]
• ISOSORBIDE MONONITRATE [JAN]
• Tox21_111581
• ISOSORBIDE MONONITRATE [USAN]
• NSC758619
• s4633
• SBB080596
• ISOSORBIDE MONONITRATE [VANDF]
• AKOS005110986
• ISOSORBIDE MONONITRATE [MART.]
• AC-8830
• CCG-213200
• CS-3495
• DB01020
• ISOSORBIDE MONONITRATE [WHO-DD]
• MD09906
• NSC 758619
• Isosorbide mononitrate (JP17/USP/INN)
• NCGC00167981-01
• NCGC00167981-03
• 1,4:3,6-Dianhydro-5-nitro-D-glucitol
• D-1,4:3,6-Dianhydroglucitol 5-nitrate
• DA-74592
• 1,4:3,6-Dianhydrosorbitol 5-mononitrate
• SBI-0206724.P001
• CAS-16051-77-7
• ISOSORBIDE MONONITRATE [ORANGE BOOK]
• I0403
• ISOSORBIDE MONONITRATE [USP IMPURITY]
• LZ43855600
• NS00004528
• C07714
• D00630
• DILUTED ISOSORBIDE MONONITRATE [USP-RS]
• W15583
• AB01563284_01
• EN300-19636279
• Q423401
• SR-05000001872-1
• SR-05000001872-2
• BRD-K82225283-001-01-5
• BRD-K82225283-001-03-1
• DILUTED ISOSORBIDE MONONITRATE [USP MONOGRAPH]
• Isosobide-5-mononitrate [UN3251] [Flammable solid]
• Isosorbide 5-Nitrate(Discontinued,See C4X-223813)
• Isosorbide Mononitrate 1.0 mg/ml in Dimethyl Sulfoxide
• ISOSORBIDE DINITRATE ISOSORBIDE-5-MONONITRATE [MI]
• ISOSORBIDE DINITRATE, DILUTED IMPURITY C [EP IMPURITY]
• (2S,5S,1R,6R)-6-(nitrooxy)-4,8-dioxabicyclo[3.3.0]octan-2-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	-	0.8351	83.51%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Lysosomes	0.4708	47.08%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9535	95.35%
OATP1B3 inhibitior	+	0.9451	94.51%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9824	98.24%
P-glycoprotein inhibitior	-	0.9730	97.30%
P-glycoprotein substrate	-	0.9429	94.29%
CYP3A4 substrate	+	0.5792	57.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8088	80.88%
CYP3A4 inhibition	-	0.9471	94.71%
CYP2C9 inhibition	-	0.8769	87.69%
CYP2C19 inhibition	-	0.8469	84.69%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	-	0.8532	85.32%
CYP2C8 inhibition	-	0.9621	96.21%
CYP inhibitory promiscuity	-	0.9596	95.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7454	74.54%
Carcinogenicity (trinary)	Warning	0.3839	38.39%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7234	72.34%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7257	72.57%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7137	71.37%
Acute Oral Toxicity (c)	III	0.7363	73.63%
Estrogen receptor binding	-	0.7602	76.02%
Androgen receptor binding	-	0.8513	85.13%
Thyroid receptor binding	-	0.6318	63.18%
Glucocorticoid receptor binding	-	0.7185	71.85%
Aromatase binding	-	0.8378	83.78%
PPAR gamma	-	0.8258	82.58%
Honey bee toxicity	-	0.6025	60.25%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	-	0.8528	85.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	82.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.22%	91.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.48%	97.28%

Plants that contains it

• Pseudocydonia sinensis

Cross-Links

• PubChem: 27661
• NPASS: NPC112363
• ChEMBL: CHEMBL1311