Basic information
- CAS
19246-24-3- Standard SMILES
CC(c1c[nH]c2ccccc12)[C@@H]1NC(=O)C(=Cc2c[nH]c3ccccc23)NC(=O)[C@@H]2[C@@H](O)CCN2C(=O)CNC(=O)[C@H](C)NC(=O)[C@H]([C@H](C)O)NC(=O)[C@@H](NC(=O)[C@H](CO)NC(=O)C[C@H](N)C(=O)O)[C@@H](C)OC(=O)[C@@H]2[C@H](O)CCN2C(=O)[C@H]([C@@H](O)C(C)C)NC1=O- InChIKey
FJEKCPBQVANMTA-GRZFNQFESA-N- Molecular formula
- C59H77N13O19
- Average molar mass
- 1,272.3 g/mol
- Monoisotopic mass
- 1,271.54586728
Overview
structure given in first source
Names & identifiers
- Preferred name
- Telomycin
- IUPAC
- (2S)-2-amino-4-[[(2S)-1-[[(3S,6S,12S,13S,21S,24S,27S,28R,31S,32R)-13,32-dihydroxy-24-[(1S)-1-hydroxyethyl]-3-[(1S)-1-hydroxy-2-methylpropyl]-6-[1-(1H-indol-3-yl)ethyl]-9-(1H-indol-3-ylmethylidene)-21,28-dimethyl-2,5,8,11,17,20,23,26,30-nonaoxo-29-oxa-1,4,7,10,16,19,22,25-octazatricyclo[29.3.0.012,16]tetratriacontan-27-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-4-oxobutanoic acid
- English name
- Telomycin
- Molecular formula
- C59H77N13O19
- Molecular weight
- 1272.32
Names & synonyms
Telomycin21YB614QLYA-128NSC-23506919246-24-3RefChem:187786242-913-9L-beta-aspartyl-L-seryl-L-threonyl-L-allothreonyl-L-alanylglycyl-trans-3-hydroxy-L-prolyl-eryth ro-3-hydroxy-L-leucyl-beta-methyl-L-tryptophyl-alpha,beta-didehydro-L-tryptophyl-cis-3-hydroxy-L-proline beta(1)-lactone2-amino-4-((1-((13,32-dihydroxy-24-(1-hydroxyethyl)-3-(1-hydroxy-2-methylpropyl)-6-(1-(1H-indol-3-yl)ethyl)-9-(1H-indol-3-ylmethylidene)-21,28-dimethyl-2,5,8,11,17,20,23,26,30-nonaoxo-29-oxa-1,4,7,10,16,19,22,25-octazatricyclo(29.3.0.012,16)tetratriacontan-27-yl)methylamino)-3-hydroxy-1-oxopropan-2-yl)amino)-4-oxobutanoic acidUNII-21YB614QLYEINECS 242-913-9NSC 235069
Show more names
Nsc235069Antibiotic 128A 128-HYP, A 128-OP18H-Dipyrrolo[2,1-C:2',1'-o][1,4,7,10,13,16,19,22,25]oxaoctaazacyclooctacosineN-(L-βAsp-L-Ser-)Cyclo(L-Thr*-L-aThr-L-Ala-Gly-L-t3Hyp-3-(1H-indole-3-yl)Dha-β-methyl-L-Trp-4,4-dimethyl-L-aThr-L-c3Hyp-)L-Proline, L-β-aspartyl-L-seryl-L-threonyl-L-allothreonyl-L-alanylglycyl-(3S)-3-hydroxy-L-prolyl-α,β-didehydrotryptophyl-β-methyl-L-tryptophyl-(3S)-3-hydroxy-L-leucyl-3-hydroxy-, (11→3)-lactone, (3R)-L-Proline, L-.beta.-aspartyl-L-seryl-L-threonyl-L-allothreonyl-L-alanylglycyl-trans-3-hydroxy-L-prolyl-erythro-3-hydroxy-L-leucyl-.beta.-methyl-L-tryptophyl-.alpha.,.beta.-didehydro-L-tryptophyl-cis-3-hydroxy-, .beta.1-lactone
TELOMYCIN [MI]A 128C-159Q15899312L-.BETA.-ASPARTYL-L-SERYL-L-THREONYL-L-ALLOTHREONYL-L-ALANYLGLYCYL-TRANS-3-HYDROXY-L-PROLYL-.ALPHA.,.BETA.-DIDEHYDROTRYPTOPHYL-.BETA.-METHYL-L-TRYPTOPHYL-ERYTHRO-3-HYDROXY-L-LEUCYL-CIS-3-HYDROXY-L-PROLINE .BETA.1-LACTONEL-PROLINE, L-.BETA.-ASPARTYL-L-SERYL-L-THREONYL-L-ALLOTHREONYL-L-ALANYLGLYCYL-(3S)-3-HYDROXY-L-PROLYL-.ALPHA.,.BETA.-DIDEHYDROTRYPTOPHYL-.BETA.-METHYL-L-TRYPTOPHYL-(3S)-3-HYDROXY-L-LEUCYL-3-HYDROXY-, (11->3)-LACTONE, (3R)-
Database identifiers
- CAS
19246-24-3- PubChem CID
- 90478641
- UNII
- 21YB614QLY
- EC Number
- 242-913-9
Properties
Computed structural properties
- XLogP
- -3.7
- Topological polar surface area
- 496 Ų
- Hydrogen bond donors
- 17
- Hydrogen bond acceptors
- 20
- Rotatable bonds
- 13
- Heavy atoms
- 91
- Formal charge
- 0
- Complexity
- 2,760
Physicochemical properties
- alpha
- 28 · D28 -133° (c = 1 in 2:1 methanol-water)
- Boiling point
- 850.94 °C · 850.94°C (rough estimate)
- Density
- 1.1263 · 1.1263 (rough estimate)
- refractive index
- 1.67 · 1.6700 (estimate)
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMF: soluble; DMSO: soluble; Ethanol: soluble; Methanol: soluble; Water: slightly soluble
- form
- A solid
- pka
- 2.41 · 2.41±0.10(Predicted)
- Sequence
- {Bas}-Ser-Thr-Thr-Ala-Gly-{Pro(3S-OH)}-{Trp(α,β-Didehydro)}-{Trp(β-Me)}-{Leu(3S-OH)}-{Pro(3R-OH)} (lactone bridge: Thr3-Pro11)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 21 YB614QLY · 21YB614QLY
- Toxicity
- 50 in · LD50 in mice (mg/kg): >1000 orally, i.v., i.p., i.m. (Tisch)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 in mice (mg/kg): >1000 orally, i.v., i.p., i.m. (Tisch)
Chemistry & industry
Applications
UsesTelomycin is a complex, high molecular weight depsipeptide discovered in 1958. The structure was subsequently solved in 1968. Telomycin possesses potent and highly selective activity against Gram positive bacteria in vitro and in vivo when given by intramuscular administration. Telomycin is poorly absorbed after oral administration. Despite its structural novelty, telomycin has received little attention.
UsesTelomycin is a complex, high molecular weight depsipeptide discovered in 1958. The structure was not solved until 1968. Telomycin possesses potent and highly selective activity against Gram positive bacteria in vitro and in vivo when given by intramuscular administration. Telomycin is poorly absorbed after oral administration. Despite its structural novelty, telomycin has received little attention.
UsesTelomycin is an antibiotic that potently inhibits gram-postive bacteria.
Suppliers17 total
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd+86-13119157289 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
西安莱茵生物科技有限公司86-(0)29-85992781 17792393971 · [email protected]
Novachemistry44-20819178-90 02081917890 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
ChemeGen 中国18818260767 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
Related reactions
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Compound notes
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