Compound: an inositol
SMILES: O[C@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H]([C@@H]1O)O
InChIKey: CDAISMWEOUEBRE-LKPKBOIGSA-N
Synonyms: an inositol, RefChem:1076961, inositol, Scyllo-inositol, myo-inositol, Muco-Inositol, epi-Inositol, Allo-inositol, i-Inositol, 87-89-8, D-chiro-Inositol, 643-12-9, meso-Inositol, 1D-Chiro-inositol, 488-59-5, Neo-inositol, D-(+)-chiro-Inositol, cis-Inositol, 1L-Chiro-inositol, cyclohexane-1,2,3,4,5,6-hexol, 6917-35-7, Scyllitol, Cyclohexane-1,2,3,4,5,6-hexaol, 488-58-4, Myoinositol, 551-72-4, Quercinitol, Cocositol, 41546-34-3, Inosital, Myoinosite, 643-10-7, Meat sugar, mesoinositol, Phaseomannite, Inositene, Inositina, Dambose, L-chiro-Inositol, chiro-inositol, Iso-inositol, Mesoinosit, Mesoinosite, Phaseomannitol, Inosite, Mesovit, Scyllite, Mesol, Nucite, 488-55-1, Inositol, myo-, D-chiro Inositol, Cyclohexitol, Cyclohexanehexol, d-Inositol, 488-54-0, Inositol, meso-, L-(-)-chiro-Inositol, D-myo-Inositol, cis-1,2,3,5-trans-4,6-Cyclohexanehexol, alloinositol, neoinositol, Levoinositol, Insitolum, Isoinositol, (-)-Inositol, 576-63-6, L-Inositol, L-myo-Inositol, Inositol, allo-, Inositol, muco-, Inositol, neo-, Inositol, i-, Bios I, Inositol, scyllo-, Inositol (VAN), (1R,2R,3S,4R,5r,6S)-cyclohexane-1,2,3,4,5,6-hexaol, Hexahydroxycyclohexane, scyllo-Cyclohexanehexol, (1R,2R,3S,4S,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexaol, ELND005, Inositol, cis-, Inositol, epi-, (1r,2R,3S,4r,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol, epi-Cyclohexanehexol, (+)-Inositol, (-)-chiro-Inositol, (1r,2r,3r,4r,5r,6r)-cyclohexane-1,2,3,4,5,6-hexol, Rat antispectacled eye factor, (1R,2R,3R,4S,5S,6s)-cyclohexane-1,2,3,4,5,6-hexaol, (1R,2R,3R,4R,5S,6S)-Cyclohexane-1,2,3,4,5,6-hexaol, MFCD00272608, Matezodambose, CCRIS 6745, 1,2,3,5-trans-4,6-Cyclohexanehexol, cis-, 38876-99-2, AZD 103, Chiro-inositol, (-)-, Inositol, myo, 1,2,3,4,5,6-Cyclohexanehexol, 1D-myo-Inositol, 1L-myo-Inositol, (1R,2R,3R,4R,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol, (1R,2R,3S,4R,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol, 1-L-chiro-Inositol, Inositol, D-chiro-, (+)-Chiro-Inositol, AI3-16111, J101.890F, J101.891D, NSC8101, 1,3,5/2,4,6-cyclohexanehexol, NSC 8101, NSC-8101, Chiro-inositol, (+)-, (1R,2R,3S,4S,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol, MFCD00065455, MFCD00077932, NSC-25142, NSC-55551, NSC404118, MI, myo-Inositol;meso-Inositol, 1,2,3,4,5,6-Hexahydroxycyclohexane, NSC 404118, NSC-404118, (1s,2s,3s,4s,5s,6s)-cyclohexane-1,2,3,4,5,6-hexol, 63GQX5QW03, 8LQ63P85IC, 9O6Y5O4P9W, ELND-005, R1Y9F3N15A, (1r,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol, (1s,2R,3R,4s,5S,6S)-cyclohexane-1,2,3,4,5,6-hexol, DTXSID7023146, CHEBI:17268, AZD-103, 1,2,3,4,5,6-HEXAHYDROXY-CYCLOHEXANE, 1,2,3,5/4,6-Cyclohexanehexol, 4661D3JP8D, 6R79WV4R10, M94176HJ2F, Inositol (VAN8C, NSC45517, NSC55551, NSC55552, MFCD00003863, MFCD01321249, NSC-55552, NSC-55558, 1VS4X81277, NSC-103959, NSC-127230, NCGC00159409-02, (1R,2R,3S,4R,5S,6S)-cyclohexane-1,2,3,4,5,6-hexaol, (1R,2S,3r,4R,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol, (1R,2S,3s,4R,5S,6s)-cyclohexane-1,2,3,4,5,6-hexol, 4L6452S749, 587A93P465, Inositol, myo- (8CI), M01914, INS, 1,3,4,5,6-Cyclohexanehexol, 1,3,5/4,6-Cyclohexanehexol, DTXCID2065254, (1r,2R,3S,4s,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol, 1,2,4/3,5,6-cyclohexanehexol, (1R,2R,3S,4S,5S,6R)-CYCLOHEXANE-1,2,3,4,5,6-HEXOL, rel-(1R,2r,3S,4R,5s,6S)-Cyclohexane-1,2,3,4,5,6-hexaol, Mouse antialopecia factor, 1,2,3,4,5,6-Cyclohexanehexol #, cis-1,2,3,4,5,6-cyclohexanehexol, D-muco-Inositol, CAS-87-89-8, cis-1,3,5-trans-4,6-Cyclohexanehexol, SMR000857145, SMR000857319, SMR000857320, EPIINOSITOL, SR-05000001655, EINECS 201-781-2, 1,3,5/2,4,6-Hexahydroxycyclohexane, inositols, UNII-63GQX5QW03, UNII-8LQ63P85IC, UNII-9O6Y5O4P9W, UNII-R1Y9F3N15A, Inositol [Nonspecific isomer], UNII-4661D3JP8D, UNII-6R79WV4R10, UNII-M94176HJ2F, Muscle sugar, ELND 005, inositol myo-, UNII-1VS4X81277, 4irx, Inositol, chiro-, rac-chiro-inositol, Myo-inositol CRS, UNII-4L6452S749, UNII-587A93P465, Inosital (TN), Inositol (NF), CBU, EINECS 207-681-5, EINECS 207-682-0, EINECS 209-000-7, EINECS 211-393-5, EINECS 211-394-0, EINECS 230-024-9, NSC 25142, 1,2,4/3,5,6-Hexahydroxycyclohexane, CHIRO-INOSITOLS, J9.771C, allo-Inositol, 97%, i-Inositol (Standard), Inositol [USAN:NF], INOSITOL, MESO, Spectrum_001595, 2os9, INOSITOL [USAN], INOSITOL [FCC], INOSITOL [INN], orthorhombic myo-inositol, D-(+)-Chiro Inositol, DL-CHIRO-INOSITOL, INOSITOL [MI], J101.888D, J101.889B, J101.892B, INOSITOL (D), INOSITOL (L), INOSITOL [VANDF], Spectrum3_001053, Spectrum4_001193, Spectrum5_000961, myo-Inositol, >=99%, INOSITOL [MART.], bmse000102, bmse000103, bmse000113, bmse000901, bmse000922, Epitope ID:144993, INOSITOL [USP-RS], INOSITOL [WHO-DD], scyllo-Inositol, >=98%, SCHEMBL5831, SCHEMBL5832, SCHEMBL5969, NCIOpen2_008191, BSPBio_002606, KBioGR_001885, KBioSS_002075, MLS001332377, MLS001332378, MLS001335965, MLS001335966, MLS001335967, MLS001335968, orb320483, SCHEMBL187278, SCHEMBL187397, SCHEMBL187796, SCHEMBL188106, SCHEMBL188237, SCHEMBL491333, SCHEMBL959404, SCHEMBL959405, CHEMBL278373, CHEMBL468154, GTPL4495, GTPL4645, GTPL4648, GTPL4649, MEGxp0_001817, orb1299299, orb1301398, orb1310633, orb1985552, orb2939549, orb2939888, orb3139732, SCHEMBL1055883, SCHEMBL4748543, SCHEMBL6113486, SCHEMBL6378921, SCHEMBL6468882, SCHEMBL6928520, CHEMBL1222251, CHEMBL1231671, CHEMBL1950780, CHEMBL3976780, SCHEMBL12371461, SCHEMBL12377889, SCHEMBL12411898, SCHEMBL12711208, SCHEMBL12735687, SCHEMBL13058696, SCHEMBL13207905, SCHEMBL14542470, SCHEMBL21388397, ACon1_002457, CHEBI:10642, CHEBI:22357, CHEBI:23311, CHEBI:23927, CHEBI:24848, CHEBI:25492, CHEBI:27372, CHEBI:27374, CHEBI:27987, D-(+)-chiro-Inositol, 95%, HY-B1411R, KBio2_002075, KBio2_004643, KBio2_007211, KBio3_001826, L-(-)-chiro-Inositol, 95%, DTXSID30110000, DTXSID50905091, MSK1545, myo-Inositol, p.a., 98.0%, CDAISMWEOUEBRE-GNIYUCBRSA-N, CDAISMWEOUEBRE-GPIVLXJGSA-N, CDAISMWEOUEBRE-LOLGQZEGSA-N, CDAISMWEOUEBRE-NIPYSYMMSA-N, CDAISMWEOUEBRE-OQYPVSDDSA-N, (1R,2S,3S,4R,5S,6r)-cyclohexane-1,2,3,4,5,6-hexol, 1,2,3,4,5/6-cyclohexanehexol, 1,2,3,4/5,6-cyclohexanehexol, 1,2,3/4,5,6-cyclohexanehexol, 1,2,4,5/3,6-cyclohexanehexol, DTXSID101028818, DTXSID101028820, DTXSID201028823, DTXSID301028826, DTXSID601028825, DTXSID901028824, HMS2091N13, HMS2230N03, HMS2235H05, HMS2235M23, HMS3369B06, HMS3369F20, HMS3373E05, HMS5083H07, Pharmakon1600-01500352, D-CHIRO-INOSITOL [USP-RS], D-CHIRO-INOSITOL [WHO-DD], HY-B1411, HY-N3021, MYO-INOSITOL [EP MONOGRAPH], NSC25142, NSC55558, TCA92244, Tox21_111642, Tox21_302035, CCG-36096, cis-Inositol, >=98.0% (TLC), EBC-03290, EBC-12162, EBC-13452, EBC-13613, EBC-13614, EBC-14037, MFCD00799555, MFCD00799556, NSC 55552, NSC 55558, NSC-45517, NSC103959, NSC127230, NSC757076, s4530, STL453612, epi-Inositol, >=98.0% (HPLC), 1,2,3,4,5,6/0-cyclohexanetetrol, AKOS006240678, AKOS006332036, AKOS015895894, AKOS015912905, AKOS015912934, AKOS015960429, AKOS015960633, AKOS015994742, AKOS024318869, AKOS027320475, AKOS027327401, Tox21_111642_1, CS-4782, CS-W010757, CS-W017225, DB03106, DB13178, DB15350, EBC-454728, HY-W010041, HY-W016509, HY-W021265, HY-W127726, KS-1284, KS-1420, MI07483, MI07484, MI07497, MI07514, MI08354, MI10118, MM16809, NSC 103959, NSC 127230, NSC-757076, SB44732, SB45039, SB46764, SB46855, D-chiro-Inositol, >=98.0% (HPLC), NCGC00159409-03, NCGC00159409-04, NCGC00159409-07, NCGC00159409-08, NCGC00169828-01, NCGC00178580-01, NCGC00178580-03, NCGC00255362-01, AC-11070, AS-10616, AS-68396, AS-68424, cyclohexane-1R,2R,3S,4S,5R,6S-hexol, LS-13189, MI170214, MI176689, NCI60_041778, SY060836, SY075848, SY076638, rac-chiro-1,2,3,4,5,6-cyclohexanehexol, SBI-0051369.P003, cis-1,2,4-trans-3,5,6-Cyclohexanehexol, DB-051583, DB-051584, DB-054642, HY-121962, myo-Inositol, for microbiology, >=99.0%, CS-0023004, CS-0039882, CS-0083766, CS-0185922, CS-0369552, I0040, I0628, I0629, I0630, I0631, I0632, I0633, NS00007581, NS00074234, NS00079417, NS00079658, NS00080052, NS00080101, NS00080335, S6176, ST50406013, T0421, EN300-82941, myo-Inositol, BioUltra, >=99.5% (HPLC), myo-Inositol, SAJ special grade, >=99.0%, myo-Inositol, Vetec(TM) reagent grade, 99%, C00137, C06151, C06152, C06153, C19891, D08079, D78450, D91187, D91188, D91189, E78671, EN300-658805, F19572, I-6500, T72516, AB00051982_13, EN300-7361851, EN300-7411506, EN300-19631206, EN300-19632288, EN300-25914216, F229295, Q407997, Q743661, Q2838375, Q2974313, Q3011024, Q3023527, Q3205874, Q3331426, Q3347078, Q3589114, SR-05000001655-1, SR-05000001655-5, W-203392, 1,2,4/3,5,6-Cyclohexane-1,2,3,4,5,6-hexol, 7B0CEF84-D9CE-4A88-AA7D-EC50C89387A5, BRD-K52618540-001-09-9, 1D7A27BF-6060-4FA9-AC46-3BD18DBA406E, 220128F1-89BF-442D-AD6D-E6D1EA7BA625, Z1486007281, (1r,2r,3r,4r,5r,6r)-1,2,3,4,5,6-Cyclohexanehexol, (1R,2S,3r,4R,5S,6r)-cyclohexane-1,2,3,4,5,6-hexol, (1R,2S,3r,4R,5S,6s)-1,2,3,4,5,6-Cyclohexanehexol, Inositol, United States Pharmacopeia (USP) Reference Standard, myo-Inositol, European Pharmacopoeia (EP) Reference Standard, rel-(1r,2r,3r,4r,5r,6r)-Cyclohexane-1,2,3,4,5,6-hexaol, rel-(1S,2s,3s,4s,5s,6s)-cyclohexane-1,2,3,4,5,6-hexaol, 1,2,3,4,5,6-Cyclohexanehexol, (cis,cis,cis,trans,cis,trans)- #, 1,2,3,4,5,6-cyclohexanehexol, (1alpha,2alpha,3alpha,4beta,5alpha,6beta), Inositol, Pharmaceutical Secondary Standard; Certified Reference Material, 1.ALPHA.,2.ALPHA.,3.BETA.,4.ALPHA.,5.BETA.,6.BETA.-CYCLOHEXANEHEXOL, 2H3, myo-Inositol, BioReagent, suitable for cell culture, suitable for insect cell culture, suitable for plant cell culture
Theoretical properties:
molecular_formula: C6H12O6
molecular_weight: 180.16 g/mol
exact_mass: 180.06338810 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 0
heavy_atom_count: 12
topological_polar_surface_area: 121 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
{"pubchem": "Myo-inositol is an inositol having myo- configuration. It has a role as a member of compatible osmolytes, a nutrient, an EC 3.1.4.11 (phosphoinositide phospholipase C) inhibitor, a mouse metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite, a human metabolite and a Daphnia magna metabolite.", "chebi": "Belonging to the inositol family of compounds, D-chiro-inositol (DCI) is an isomer of glucose. It is an important secondary messenger in insulin signal transduction.", "chembl": "Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "In biochemistry, medicine, and related sciences, inositol generally refers to myo-inositol (formerly meso-inositol), the most important stereoisomer of the chemical compound cyclohexane-1,2,3,4,5,6-hexol. Its formula is C6H12O6; the molecule has a ring of six carbon atoms, each with a hydrogen atom and a hydroxy group (\u2013OH). In myo-inositol, two of the hydroxyls, neither adjacent nor opposite, lie above the respective hydrogens relative to the mean plane of the ring.\nThe compound is a carbohydrate, specifically a sugar alcohol (as distinct from simple sugars like glucose) with half the sweetness of sucrose (table sugar). It is one of the most ancient components of living beings with multiple functions in eukaryotes, including structural lipids and secondary messengers. A human kidney makes about two grams per day from glucose, but other tissues synthesize it too. The highest concentration is in the brain, where it plays an important role in making other neurotransmitters and some steroid hormones bind to their receptors. In other tissues, it mediates cell signal transduction in response to a variety of hormones, neurotransmitters, and growth factors and participates in osmoregulation. In most mammalian cells the concentrations of myo-inositol are 5 to 500 times greater inside cells than outside them.\nA 2023 meta-analysis found that inositol is a safe and effective treatment in the management of polycystic ovary syndrome (PCOS). However, there is only evidence of very low quality for its efficacy in increasing fertility for IVF in women with PCOS.\nThe other naturally occurring stereoisomers of cyclohexane-1,2,3,4,5,6-hexol are scyllo-, muco-, D-chiro-, L-chiro-, and neo-inositol, although they occur in minimal quantities compared to myo-inositol. The other possible isomers are allo-, epi-, and cis-inositol.\n\n"}