Summary

IMPPAT Phytochemical identifier: IMPHY011120

Phytochemical name: Spiraline

Synonymous chemical names:
spiraline

External chemical identifiers:
CID:3086069, ZINC:ZINC000135892132, FDASRS:E19XR233QA

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Chemical structure information

SMILES:
O=C1O[C@H](C)[C@@](O)(C(C)C)C(=O)OCC2=CCN3[C@H]2[C@H](OC(=O)[C@@]([C@H]1O)(O)C(C)C)CC3

InChI:
InChI=1S/C22H33NO9/c1-11(2)21(28)13(5)31-18(25)17(24)22(29,12(3)4)20(27)32-15-7-9-23-8-6-14(16(15)23)10-30-19(21)26/h6,11-13,15-17,24,28-29H,7-10H2,1-5H3/t13-,15-,16-,17+,21+,22-/m1/s1

InChIKey:
SHUMEODPCRJUBC-JLWRCLLRSA-N

DeepSMILES:
O=CO[C@H]C)[C@@]O)CC)C))C=O)OCC=CCN[C@H]5[C@H]OC=O)[C@@][C@H]%17O))O)CC)C)))))CC5

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

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C1CCC(=O)OC2CCN3CC=C(COC(=O)CCO1)C23

Scaffold Graph/Node level:
OC1CCC(O)OC2CCN3CCC(COC(O)CCO1)C23

Scaffold Graph level:
CC1CCCC(C)CCC2CCC3CCC(CC(C)CC1)C23

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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: 1.842

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Chemical structure download