CHEBI:82980 - (2R,4S)-terconazole

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ChEBI Name (2R,4S)-terconazole
ChEBI ID CHEBI:82980
ChEBI ASCII Name (2R,4S)-terconazole
Definition A 1-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine in which positions 2 and 4 of the 1,3-dioxolane moiety have R and S configuration, respectively.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C26H31Cl2N5O3
Net Charge 0
Average Mass 532.46200
Monoisotopic Mass 531.180
InChI InChI=1S/C26H31Cl2N5O3/c1-19(2)31-9-11-32(12-10-31)21-4-6-22(7-5-21)34-14-23-15-35-26(36-23,16-33-18-29-17-30-33)24-8-3-20(27)13-25(24)28/h3-8,13,17-19,23H,9-12,14-16H2,1-2H3/t23-,26-/m0/s1
InChIKey BLSQLHNBWJLIBQ-OZXSUGGESA-N
SMILES CC(C)N1CCN(CC1)c1ccc(OC[C@H]2CO[C@@](Cn3cncn3)(O2)c2ccc(Cl)cc2Cl)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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ChEBI Ontology
Outgoing (2R,4S)-terconazole (CHEBI:82980) is a 1-(4-{[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine (CHEBI:82979)
(2R,4S)-terconazole (CHEBI:82980) is enantiomer of (2S,4R)-terconazole (CHEBI:82981)
Incoming terconazole (CHEBI:9451) has part (2R,4S)-terconazole (CHEBI:82980)
(2S,4R)-terconazole (CHEBI:82981) is enantiomer of (2R,4S)-terconazole (CHEBI:82980)
IUPAC Name
1-(4-{[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)-4-isopropylpiperazine
Manual Xref Database
LSM-3923 LINCS
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Citations Waiting for Citations Types Sources
16217826 PubMed citation Europe PMC
17607804 PubMed citation Europe PMC
19650049 PubMed citation Europe PMC
Last Modified
25 February 2016