Basic information
- CAS
71812-08-3- Standard SMILES
CN1C[C@@H]2C[C@H]3CCC(=O)[C@H]4[C@H]3N2C[C@@H]1CC1=C[C@H]4C(=O)CC1- InChIKey
UFKNDVKQCSBIQE-OCANJJRCSA-N- Molecular formula
- C19H26N2O2
- Average molar mass
- 314.4 g/mol
- Monoisotopic mass
- 314.19942808
Overview
Herquline A is an alkaloid, an organic heteropentacyclic compound, a cyclic ketone and a tertiary amino compound. It has a role as an antiviral agent, a platelet aggregation inhibitor and a Penicillium metabolite. It is a conjugate base of a herquline A(1+).
Names & identifiers
- Preferred name
- Herqueline
- IUPAC
- (2S,3R,7R,8R,14S,17S)-15-methyl-1,15-diazapentacyclo[12.3.1.13,17.18,12.02,7]icos-12(20)-ene-6,9-dione
- English name
- Herquline A
- Molecular formula
- C19H26N2O2
- Molecular weight
- 314.42194
Names & synonyms
HerquelineHerquline71812-08-3(2S,3R,7R,8R,14S,17S)-15-methyl-1,15-diazapentacyclo[12.3.1.13,17.18,12.02,7]icos-12(20)-ene-6,9-dioneDTXSID902220974H-5,2-(Iminomethano)-11,7-methenopyrrolo(3,2,1-no)(1)benzazacycloundecine-10,12-dione, 1,2,5,6,8,9,11,11a,13,14,14a,14b-dodecahydro-16-methyl-, (2R*,5R*,11S*,11aS*,14aS*,14bR*)-(-)-(2S,3R,7R,8R,14S,17S)-15-methyl-1,15-diazapentacyclo(12.3.1.13,17.18,12.02,7)icos-12(20)-ene-6,9-dioneRefChem:145820DTXCID90144588Herquline AHerquilineorb1692383
Show more names
Herquilne A
SCHEMBL30899387CHEBI:229724AKOS040756178T38015(2R,5R,11S,11aS,14aS,14bR)-rel-(-)-1,2,5,6,8,9,11,11a,13,14,14a,14b-dodecahydro-16-methyl-4H-5,2-(iminomethano)-11,7-methenopyrrolo[3,2,1-no][1]benzazacycloundecine-10,12-dione(2S,11R,11aR,14aR,14bS)-16-Methyldodecahydro-4H-5,2-(epiminomethano)-11,7-(metheno)azacycloundecino[3,2,1-hi]indole-10,12-dione(2S,5S,11R,11aR,14aR,14bS)-16-methyldodecahydro-4H-5,2-(epiminomethano)-11,7-(metheno)azacycloundecino[3,2,1-hi]indole-10,12-dione
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 40.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 598
Physicochemical properties
- storage temp.
- -20 °C · Store at -20°C
- solubility
- DMSO: soluble; Ethanol: soluble; Methanol: soluble
- form
- A solid
Chemistry & industry
Applications
DescriptionHerquline A is an alkaloid fungal metabolite originally isolated from P. herquei. It inhibits cell death induced by influenza A strain A/PR/8/34 in MDCK cells with an IC50 value of 10 μg/ml and inhibits viral replication in a plaque assay in a concentration-dependent manner. Herquline A also inhibits platelet aggregation induced by ADP and platelet-activating factor (PAF) in vitro (IC50s = 180 and 240 μM, respectively).
UsesHerquline A is an alkaloid produced by Penicillium herquei. It is an antiviral agent that inhibits influenza virus replication.Herquline A is also a platelet aggregation inhibitor.
Suppliers7 total
銳迪國際科技有限公司18024082417 · [email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海宏叶生物科技有限公司400-9205774 400-920-5774 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
ChemeGen 中国18818260767 · [email protected]
Related reactions
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Compound notes
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