Isosorbide Dinitrate

Details

• Internal ID: b6c7417c-7b83-43e2-9be7-bf9afca2b611
• Taxonomy: Organoheterocyclic compounds > Furofurans > Isosorbides
• IUPAC Name: [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
• SMILES (Canonical): C1C(C2C(O1)C(CO2)O[N+](=O)[O-])O[N+](=O)[O-]
• SMILES (Isomeric): C1[C@H]([C@@H]2[C@H](O1)[C@H](CO2)O[N+](=O)[O-])O[N+](=O)[O-]
• InChI: InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1
• InChI Key: MOYKHGMNXAOIAT-JGWLITMVSA-N
• Popularity: 7,530 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈N₂O₈
• Molecular Weight: 236.14 g/mol
• Exact Mass: 236.02806522 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -1.06
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• 87-33-2
• Isordil
• Sorbide nitrate
• Sorbidnitrate
• Sorbitrate
• Dinitrosorbide
• Nitrosorbide
• Isoket
• Dilatrate-SR
• Carvasin
• Sorbidilat
• Vascardin
• Flindix
• Isorbid
• ISDN
• Dilatrate
• Cedocard
• Sorbide, dinitrate
• Isordil Tembids
• D-Isosorbide dinitrate
• Dinitroisosorbide
• Dianhydrosorbitol 2,5-dinitrate
• Isosorbide 2,5-dinitrate
• Laserdil
• D-Glucitol, 1,4:3,6-dianhydro-, dinitrate
• 1,4:3,6-Dianhydrosorbitol 2,5-dinitrate
• Isomannide-dinitrate
• 1,4:3,6-Dianhydro-D-glucitol dinitrate
• NSC-80038
• CHEBI:6061
• DTXSID0045832
• C01DA08
• NSC80038
• [(3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
• Isosorbidi dinitras dilutus
• IA7306519N
• Diluted-isosorbide dinitrate
• DTXCID8025832
• (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
• IsoBid
• Iso Bid
• Isoket Retard120
• Dinitrate, Isosorbide
• Angitak
• Isocard
• Jeridin
• Sorbichew
• Imtack
• Cedocard ret
• Sorbid sa
• Iso mack
• Soni-slo
• (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro(3,2-b)furan-3-yl nitrate
• Isordil Titradose
• Cedocard-5
• ((3S,3aS,6R,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro(3,2-b)furan-6-yl) nitrate
• ((3S,3aS,6R,6aS)-6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro(2,3-d)furan-3-yl) nitrate
• [(3S,3aS,6R,6aS)-6-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[2,3-d]furan-3-yl] nitrate
• Isoket 5
• Cedocard-10
• Cedocard-20
• Cedocard-40
• Isoket ret 20
• Isoket ret 40
• Sorbid-20 sa
• Sorbid-40 sa
• Isoket 10
• Isoket 20
• RefChem:55421
• 201-740-9
• Isotrate
• Sorbonit
• Carvanil
• Claodical
• Cornilat
• Corosorbide
• Difutrat
• Harrical
• Iso-Bid
• Myorexon
• Nitrosorbid
• Nitrosorbon
• Resoidan
• Sorbangil
• Sorbislo
• Vasodilat
• Vasorbate
• Cardis
• Coronex
• Emoper
• Korodil
• Maycor
• Rigedal
• Sorquad
• Tinidil
• Nosim
• Xanyl
• Rifloc Retard
• Cardio 10
• Isodinit
• Isostat
• IBD 20
• Dinitrate d'isosorbide
• Dinitrato de isosorbida
• Isosorbidi dinitras
• Sorbide T.D.
• Astridine
• Isochron
• Sorbidinitrate
• Corovliss
• Disorlon
• Langoran
• Sorbide
• Sorquat
• Iso-Puren
• Sorate-5
• Sorate-10
• MFCD00868238
• Isomak R
• Cardonit 40
• SST-101
• Dignionitrat
• Angidil
• Diniket
• Frandol
• Sorbidi nitras
• EureCor
• Dilatrate SR
• Isosorbidi nitras
• Iso-Mack
• Isoket retard 40
• ISD
• Isoket Retard 120
• C6H8N2O8
• Isosorbide dinitrato
• Isosorbide dinitrato [DCIT]
• 1246815-45-1
• Glucitol, 1,4:3,6-dianhydro-, dinitrate, D-
• Cedocard Retard
• Isosorbidi dinitras [INN-Latin]
• TYB 3215
• Diluted isosorbide dinitrate
• Dinitrate d'isosorbide [INN-French]
• SDM No. 40
• SDM No. 50
• SMR000857256
• Isordil (TN)
• Dinitrato de isosorbida [INN-Spanish]
• Dilatrate-sr (TN)
• CCRIS 1910
• HSDB 3417
• SR-05000001658
• EINECS 201-740-9
• NSC 80038
• UN2907
• UNII-IA7306519N
• CAS-87-33-2
• Prestwick_81
• NCGC00094703-01
• isosorbide-dinitrate
• Spectrum_000163
• 1,4:3, 6-Dianhydro-D-glucitol dinitrate
• Prestwick0_000714
• Prestwick1_000714
• Prestwick2_000714
• Prestwick3_000714
• Spectrum2_001069
• Spectrum3_000600
• Spectrum4_000025
• Spectrum5_001057
• 1,4:3,6-Dianhydrosorbitol 2, 5-dinitrate
• Isosorbidi dinitras dilutes
• EC 201-740-9
• Isosorbide dinitrate [USAN:USP:INN:BAN:JAN]
• SCHEMBL8253
• CHEMBL6622
• 1,4:3,6-dianhydro-2,5-di-O-nitro-D-glucitol
• BSPBio_000927
• BSPBio_002080
• Isosorbide dinitrate, diluted
• KBioGR_000429
• KBioSS_000643
• MLS001333561
• MLS001333562
• DivK1c_000436
• SPECTRUM1500358
• Isosorbide dinitrate, diluted-
• SPBio_001058
• SPBio_002848
• Diluted isosorbide dinitrate rs
• BPBio1_001021
• GTPL7051
• orb1308520
• Isosorbide dinitrate (Standard)
• HMS501F18
• HY-B1409R
• KBio1_000436
• KBio2_000643
• KBio2_003211
• KBio2_005779
• KBio3_001580
• ISOSORBIDE DINITRATE [MI]
• MOYKHGMNXAOIAT-JGWLITMVSA-N
• NINDS_000436
• HMS1570O09
• HMS1920H15
• HMS2091P05
• HMS2097O09
• HMS2230C09
• HMS3714O09
• ISOSORBIDE DINITRATE [INN]
• ISOSORBIDE DINITRATE [JAN]
• Pharmakon1600-01500358
• ISOSORBIDE DINITRATE [HSDB]
• ISOSORBIDE DINITRATE [USAN]
• HY-B1409
• MSK11170
• 1,6-Dianhydro-D-glucitol dinitrate
• ISOSORBIDE DINITRATE [VANDF]
• Tox21_111317
• CCG-40110
• ISOSORBIDE DINITRATE [MART.]
• NSC757080
• 1,6-Dianhydrosorbitol 2,5-dinitrate
• ISOSORBIDE DINITRATE [WHO-DD]
• AKOS015895227
• AKOS015960761
• AKOS015994784
• Tox21_111317_1
• DB00883
• GS-6631
• Isosorbide dinitrate (JP18/USP/INN)
• MI09907
• NSC-757080
• IDI1_000436
• NCGC00178830-01
• NCGC00178830-02
• NCGC00178830-05
• AC-12153
• D-Glucitol,4:3,6-dianhydro-, dinitrate
• ISOSORBIDE DINITRATE [ORANGE BOOK]
• BIDIL COMPONENT ISOSORBIDE DINITRATE
• ISOSORBIDE DINITRATE [USP IMPURITY]
• SBI-0051421.P003
• AB00513900
• CS-0013129
• DILUTED-ISOSORBIDE DINITRATE [WHO-IP]
• Glucitol,4:3,6-dianhydro-, dinitrate, D-
• NS00001490
• C07456
• D00516
• EN300-222758
• H10018
• AB00052026_07
• Glucitol, 1,4:3, 6-dianhydro-, dinitrate, D-
• ISDN;1,4:3,6-Dianhydro-2,5-dinitro-D-glucitol
• ISOSORBIDI DINITRAS DILUTUS [WHO-IP LATIN]
• Q179748
• SR-05000001658-1
• SR-05000001658-3
• SR-05000001658-5
• BRD-K55853390-001-12-4
• BRD-K55853390-001-13-2
• Z2044782386
• ISOSORBIDE MONONITRATE, DILUTED IMPURITY B [EP IMPURITY]
• Isosorbide dinitrate - 60% lactose and 40% Isosorbide dinitrate
• (3S,3aS,6R,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
• [(3R,3aS,6S,6aS)-3-nitrooxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate
• 54650-95-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5976	59.76%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5687	56.87%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9661	96.61%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9721	97.21%
P-glycoprotein inhibitior	-	0.9360	93.60%
P-glycoprotein substrate	-	0.9711	97.11%
CYP3A4 substrate	+	0.5371	53.71%
CYP2C9 substrate	-	0.8294	82.94%
CYP2D6 substrate	-	0.8226	82.26%
CYP3A4 inhibition	-	0.9534	95.34%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9649	96.49%
CYP inhibitory promiscuity	-	0.9538	95.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7067	70.67%
Carcinogenicity (trinary)	Warning	0.4277	42.77%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9603	96.03%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.9182	91.82%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7406	74.06%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.8173	81.73%
Respiratory toxicity	-	0.8333	83.33%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6247	62.47%
Acute Oral Toxicity (c)	III	0.7620	76.20%
Estrogen receptor binding	-	0.6369	63.69%
Androgen receptor binding	-	0.6881	68.81%
Thyroid receptor binding	-	0.5983	59.83%
Glucocorticoid receptor binding	-	0.7205	72.05%
Aromatase binding	-	0.6792	67.92%
PPAR gamma	-	0.8545	85.45%
Honey bee toxicity	+	0.5548	55.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	-	0.6401	64.01%

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	83.00%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.35%	92.88%

Plants that contains it

• Lygodium japonicum

Cross-Links

• PubChem: 6883
• NPASS: NPC85078
• ChEMBL: CHEMBL6622