Summary

IMPPAT Phytochemical identifier: IMPPAT3_PHYID015498

Phytochemical name: Retrorsine

Synonymous chemical names:
Retrorsine, retrorsine

External chemical identifiers:
CID:CID_5281743, ChEMBL:CHEMBL496894, ChEBI:CHEBI:8822, ZINC:ZINC000096551165, FDASRS:XJ86XWL8IY, SureChEMBL:SCHEMBL133058, MolPort-002-526-408

---

Chemical structure information

SMILES:
C/C=C\1/C[C@@H](C)[C@](O)(CO)C(=O)OCC2=CCN3[C@H]2[C@H](OC1=O)CC3

InChI:
InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3-/t11-,14-,15-,18-/m1/s1

InChIKey:
BCJMNZRQJAVDLD-CQRYIUNCSA-N

DeepSMILES:
C/C=C/C[C@@H]C)[C@]O)CO))C=O)OCC=CCN[C@H]5[C@H]OC/%15=O)))CC5

Functional groups:
C/C=C(/C)C(=O)OC, CO, COC(=O)C, CC=C(C)C, CN(C)C

Link to spectral information:
MSBNK-NaToxAq-NA002545, MSBNK-NaToxAq-NA000732, MSBNK-NaToxAq-NA000731, MSBNK-NaToxAq-NA000734, MSBNK-NaToxAq-NA000735, MSBNK-NaToxAq-NA000766, MSBNK-NaToxAq-NA000767, MSBNK-NaToxAq-NA002541, MSBNK-NaToxAq-NA002542, MSBNK-NaToxAq-NA002543, MSBNK-NaToxAq-NA002544, MSBNK-NaToxAq-NA002934, MSBNK-NaToxAq-NA003313, MSBNK-NaToxAq-NA002936, MSBNK-NaToxAq-NA002937, MSBNK-NaToxAq-NA002938, MSBNK-NaToxAq-NA003309, MSBNK-NaToxAq-NA003310, MSBNK-NaToxAq-NA003311, MSBNK-NaToxAq-NA003312, MSBNK-NaToxAq-NA000691, MSBNK-NaToxAq-NA003679, MSBNK-NaToxAq-NA003680, MSBNK-NaToxAq-NA003681, MSBNK-NaToxAq-NA003682, MSBNK-NaToxAq-NA003683, MSBNK-NaToxAq-NA002935, MSBNK-NaToxAq-NA000690, MSBNK-NaToxAq-NA000733, MSBNK-NaToxAq-NA000688, MSBNK-NaToxAq-NA000689, MSBNK-NaToxAq-NA000441, MSBNK-NaToxAq-NA000442, MSBNK-NaToxAq-NA000444, MSBNK-NaToxAq-NA000445, MSBNK-NaToxAq-NA000491, MSBNK-NaToxAq-NA000492, MSBNK-NaToxAq-NA000493, MSBNK-NaToxAq-NA000494, MSBNK-NaToxAq-NA000495, MSBNK-NaToxAq-NA000541, MSBNK-NaToxAq-NA000542, MSBNK-NaToxAq-NA000543, MSBNK-NaToxAq-NA000443, MSBNK-NaToxAq-NA000545, MSBNK-NaToxAq-NA000544, MSBNK-NaToxAq-NA000687, MSBNK-NaToxAq-NA000643, MSBNK-NaToxAq-NA000642, MSBNK-NaToxAq-NA000641, MSBNK-NaToxAq-NA000644, MSBNK-NaToxAq-NA000595, MSBNK-NaToxAq-NA000594, MSBNK-NaToxAq-NA000593, MSBNK-NaToxAq-NA000592, MSBNK-NaToxAq-NA000591, MSBNK-NaToxAq-NA000640

---

Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1CCCC(=O)OCC2=CCN3CCC(OC1=O)C23

Scaffold Graph/Node level:
CC1CCCC(O)OCC2CCN3CCC(OC1O)C23

Scaffold Graph level:
CC1CCCC(C)C(C)CC2CCC3CCC(CC1)C32

---

Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Phenylpropanoids and polyketides

ClassyFire Class: Macrolides and analogues

NP Classifier Biosynthetic pathway: Alkaloids

NP Classifier Superclass: Ornithine alkaloids

NP Classifier Class: Pyrrolizidine alkaloids

NP-Likeness score: 2.984

---

Chemical structure download