Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID002299

Phytochemical name: Reserpine

Synonymous chemical names:
reserpine

External chemical identifiers:
CID:CID_5770, ChEMBL:CHEMBL772, ChEBI:CHEBI:28487, ZINC:ZINC000003938746, FDASRS:8B1QWR724A, SureChEMBL:SCHEMBL2589, MolPort-000-881-944

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Chemical structure information

SMILES:
COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)c1cc(OC)c(c(c1)OC)OC

InChI:
InChI=1S/C33H40N2O9/c1-38-19-7-8-20-21-9-10-35-16-18-13-27(44-32(36)17-11-25(39-2)30(41-4)26(12-17)40-3)31(42-5)28(33(37)43-6)22(18)15-24(35)29(21)34-23(20)14-19/h7-8,11-12,14,18,22,24,27-28,31,34H,9-10,13,15-16H2,1-6H3/t18-,22+,24-,27-,28+,31+/m1/s1

InChIKey:
QEVHRUUCFGRFIF-MDEJGZGSSA-N

DeepSMILES:
COcccccc6)[nH]cc5CCN[C@@H]6C[C@H][C@@H]C6)C[C@H][C@@H][C@H]6C=O)OC))))OC)))OC=O)cccOC))ccc6)OC)))OC

Functional groups:
cOC, c[nH]c, CN(C)C, COC(C)=O, COC, cC(=O)OC

Link to spectral information:
MSBNK-MPI_for_Chemical_Ecology-CE000150, MSBNK-NaToxAq-NA002309, MSBNK-MPI_for_Chemical_Ecology-CE000152, MSBNK-MPI_for_Chemical_Ecology-CE000151, MSBNK-MPI_for_Chemical_Ecology-CE000149, MSBNK-LCSB-LU101306, MSBNK-MPI_for_Chemical_Ecology-CE000147, MSBNK-MPI_for_Chemical_Ecology-CE000146, MSBNK-LCSB-LU101355, MSBNK-LCSB-LU101353, MSBNK-NaToxAq-NA002310, MSBNK-MPI_for_Chemical_Ecology-CE000148, MSBNK-NaToxAq-NA002311, MSBNK-Univ_Connecticut-CO000389, MSBNK-NaToxAq-NA002313, MSBNK-Univ_Connecticut-CO000387, MSBNK-Univ_Connecticut-CO000388, MSBNK-LCSB-LU101305, MSBNK-Univ_Connecticut-CO000390, MSBNK-Washington_State_Univ-BML00161, MSBNK-Washington_State_Univ-BML00175, MSBNK-Washington_State_Univ-BML00189, MSBNK-Washington_State_Univ-BML82050, MSBNK-Washington_State_Univ-BML82051, MSBNK-Washington_State_Univ-BML82052, MSBNK-Washington_State_Univ-BML82053, MSBNK-NaToxAq-NA002312, MSBNK-LCSB-LU101304, MSBNK-Univ_Connecticut-CO000386, MSBNK-LCSB-LU101302, MSBNK-LCSB-LU101303, MSBNK-ACES_SU-AS000750, MSBNK-ACES_SU-AS001543, MSBNK-Eawag-EA268201, MSBNK-Eawag-EA268202, MSBNK-Eawag-EA268203, MSBNK-Eawag-EA268204, MSBNK-Eawag-EA268205, MSBNK-Eawag-EA268207, MSBNK-Eawag-EA268208, MSBNK-Eawag-EA268209, MSBNK-Eawag-EA268210, MSBNK-Eawag-EA268211, MSBNK-Eawag-EA268206, MSBNK-Eawag-EA268213, MSBNK-LCSB-LU101301, MSBNK-IPB_Halle-PB005764, MSBNK-IPB_Halle-PB005763, MSBNK-IPB_Halle-PB005761, MSBNK-IPB_Halle-PB005744, MSBNK-Fiocruz-FIO00577, MSBNK-IPB_Halle-PB005762, MSBNK-Eawag-EA268212, MSBNK-Fiocruz-FIO00575, MSBNK-Fiocruz-FIO00574, MSBNK-Fiocruz-FIO00573, MSBNK-Eawag-EA268214, MSBNK-Fiocruz-FIO00576

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OC1CCC2CC3c4[nH]c5ccccc5c4CCN3CC2C1)c1ccccc1

Scaffold Graph/Node level:
OC(OC1CCC2CC3C4NC5CCCCC5C4CCN3CC2C1)C1CCCCC1

Scaffold Graph level:
CC(CC1CCC2CC3C(CCC4C5CCCCC5CC34)CC2C1)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Alkaloids and derivatives

ClassyFire Class: Yohimbine alkaloids

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Tryptophan alkaloids

NP Classifier Class: Corynanthe type, Yohimbine-like alkaloids

NP-Likeness score: 0.933

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Chemical structure download