Basic information
- CAS
87081-36-5- Standard SMILES
CC(/C=C/C1OC(=O)C=CC1C)=C\C(C)C/C=C/C(C)=C/C(C)C(=O)C(C)C(O)C(C)C/C(C)=C/C(=O)O- InChIKey
QECBVZBMGUAZDL-DLWOFZAMSA-N- Molecular formula
- C32H46O6
- Average molar mass
- 526.7 g/mol
- Monoisotopic mass
- 526.32943918
Names & identifiers
- Preferred name
- (2E,10E,12E,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid
- IUPAC
- (2E,10E,12E,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acid
- English name
- LEPTOMYCIN A
- Molecular formula
- C32H46O6
- Molecular weight
- 526.7
Names & synonyms
87081-36-5(2E,10E,12E,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxononadeca-2,10,12,16,18-pentaenoic acidC32H46O6NSC 369326NSC369326SCHEMBL14190847MFCD01711669BS-1083NSC-3693262,10,12,16,18-Nonadecapentaenoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-3,5,7,9,11,15,17-heptamethyl-6-hydroxy-8-oxo-DA-54856L1760
Show more names
PD-118607Antibiotic PD-118607Antibiotic ATS-1287ALEPTOMYCIN A USP/EP/BPQECBVZBMGUAZDL-DLWOFZAMSA-NATS 1287A, PD 118607, JildaMycin19-(3,6-Dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid19-(3,6-dihydro-3-methyl-6-oxo-2h-pyran-2-yl)-3,5,7,9,11,15,17-heptamethyl-6-hydroxy-8-oxo-2,10,12,16,18-nonadecapentaenoic acid(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-[(2S,3S)-3-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid
NS00011727Leptomycin A; Antibiotic ATS 1287A; Antibiotic PD 118607; Jildamycin(2E,10E,12E,16E,18E)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-19-(3-methyl-6-oxo-2,3-dihydropyran-2-yl)-8-oxo-nonadeca-2,10,12,16,18-pentaenoic acid(2E,5S,6R,7S,9R,10E,12E,15R,16Z,18E)-6-Hydroxy-3,5,7,9,11,15,17-heptamethyl-19-[(2S,3S)-3-methyl-6-oxo-2,3-dihydropyran-2-yl]-8-oxononadeca-2,10,12,16,18-pentaenoic acid2,12,16,18-Nonadecapentaenoic acid, 19-(3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl)-6-hydroxy-3,5,7,9,11,15,17-heptamethyl-8-oxo-
Database identifiers
- CAS
87081-36-5- PubChem CID
- 5384875
- Nikkaji
- J2.842.317I
Properties
Computed structural properties
- XLogP
- 7.4
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 14
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 1,010
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Flash point
- 9 ℃ · 9℃
- storage temp.
- -20 °C · -20°C
- solubility
- Ethanol: Soluble; Methanol: Soluble
- form
- methanol solution
- color
- Colorless to light yellow
- Symbol(GHS)
- 2 · GHS02,GHS06,GHS08
- Signal word
- Danger
- Hazard statements
- 225 · H225-H301+H311+H331-H370
- Precautionary statements
- 210 · P210-P260-P280-P301+P310-P311
- Hazard Codes
- F,T
- Risk Statements
- 11 · 11-23/24/25-39/23/24/25
- Safety Statements
- 16 · 16-36/37-45
- RIDADR
- 1230 · UN 1230 3/PG 2
- WGK Germany
- 1 · 1
- HS Code
- 3822000000 · 3822000000
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
- wgk
- 1
- ridadr
- UN 1230 3/PG 2
- hs_code
- 3822000000
- risk_code
- 11-23/24/25-39/23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- hazard_code
- F,T
- safety_code
- 16-36/37-45
- Hazard statements
- H225-H301+H311+H331-H370
- Precautionary statements
- P210-P260-P280-P301+P310-P311
Chemistry & industry
Applications
DescriptionLeptomycin A is an inhibitor of CRM1 (exportin 1) that blocks CRM1 interaction with nuclear export signals, preventing the nuclear export of a broad range of proteins. Leptomycin A inhibits Rev translocation, though less potently than leptomycin B with IC50 values of 0.8 and 0.1 nM, respectively after 7 hours. Rev export to the cytoplasm is required for HIV-1 replication. Leptomycin A was originally identified as an antifungal agent.
UsesLeptomycin A, a methyl analogue of leptomycin B, is a minor component of the leptomycin complex produced by selected Streptomyces species. Leptomycin B is a potent inhibitor of the nuclear transport receptor CRM1. Leptomycin A is also likely to inhibit nuclear transport and may offer differences in exporter selectivity. Leptomycin A shows antimicrobial activity against Schizosaccaromyces pombe and Mucor rouxianus.
UsesLeptomycin A is an antifungal antibiotic.
Suppliers40 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
苏州五月六进出口贸易有限公司17715515539 · [email protected]
上海赛可锐生物科技有限公司021-58000709 13120558703 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
湖南瑞威尔生物科技有限公司18627957289 18173226957 · [email protected]
江西瑞威尔生物科技有限公司18502728206 · [email protected]
孟成科技（上海）有限公司400-820-6829 · [email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
Shanghai Witofly Chemical Co.,Ltd[email protected]
Wuhan Jingkang en Biomedical Technology Co., Ltd+86-0086-13720134139 · [email protected]
上海楼岚生物科技有限公司021-52996696，15000506266 15000506266
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]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
郑州艾克姆化工有限公司0371-0371-55629727 13323845623 · [email protected]
西安莱茵生物科技有限公司86-(0)29-85992781 17792393971 · [email protected]
威尔曼医药集团有限公司15807197853 18971451745 · [email protected]
Novachemistry44-20819178-90 02081917890 · [email protected]
陕西缔都医药化工有限公司029-81154043 17391733319 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 13028896684 · [email protected]
范德(北京)生物科技有限责任公司15911056312 · [email protected]
长沙福臻生物科技有限公司15111215862 18229892877 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
上海陌孚医药科技有限公司4000862158 18117107507 · [email protected]
Shanghai Minbiotech Co., Ltd.+8617315815539 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
ChemeGen 中国18818260767 · [email protected]
铭龙（咸宁）医药有限公司186-7296-9259 18771307593 · [email protected]
上海佰世凯生物科技有限公司021-20908456 · [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 13675144456 · [email protected]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
湖北清北云研医药科技有限责任公司18162595016; 18162595016 · [email protected]
Additional notes
DefinitionChEBI: A leptomycin having all-trans double bonds and a seventh methyl substituent at position 17.
Related reactions
0 records
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Compound notes
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