Summary

IMPPAT Phytochemical identifier: IMPHY009897

Phytochemical name: (1R,19R)-4-butan-2-yl-4,5,9-trihydroxy-8-methyl-9-propan-2-yl-2,7,11-trioxa-16-azatricyclo[11.5.1.016,19]nonadec-13-ene-3,6,10-trione

Synonymous chemical names:
spiranine

External chemical identifiers:
CID:157016

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Chemical structure information

SMILES:
CCC(C1(O)C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)C(C(OC(=O)C1O)C)(O)C(C)C)C

InChI:
InChI=1S/C23H35NO9/c1-6-13(4)23(30)18(25)19(26)32-14(5)22(29,12(2)3)20(27)31-11-15-7-9-24-10-8-16(17(15)24)33-21(23)28/h7,12-14,16-18,25,29-30H,6,8-11H2,1-5H3/t13?,14?,16-,17-,18?,22?,23?/m1/s1

InChIKey:
LYCHAEUHBIADIF-YTOCNCTHSA-N

DeepSMILES:
CCCCO)C=O)O[C@@H]CCN[C@@H]5C=CC5))COC=O)CCOC=O)C%17O))))C))O)CC)C)))))))))))))))C

Functional groups:
CC(=O)OC, 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: 1.892

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Chemical structure download