Summary

IMPPAT Phytochemical identifier: IMPHY011429

Phytochemical name: Macrocliniside A

Synonymous chemical names:
macrocliniside a

External chemical identifiers:
CID:10455028, ChEMBL:CHEMBL3622760, ZINC:ZINC000137937473

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Chemical structure information

SMILES:
OC[C@H]1O[C@@H](O[C@H]2C[C@@H]3[C@H](C2=C)[C@H]2OC(=O)C(=C)[C@@H]2C[C@H](C3=C)O)[C@@H]([C@H]([C@@H]1O)O)O

InChI:
InChI=1S/C21H28O9/c1-7-10-5-13(28-21-18(26)17(25)16(24)14(6-22)29-21)9(3)15(10)19-11(4-12(7)23)8(2)20(27)30-19/h10-19,21-26H,1-6H2/t10-,11-,12+,13-,14+,15-,16+,17-,18+,19-,21+/m0/s1

InChIKey:
ARJUJAMZTUUZNZ-NJQUUYHGSA-N

DeepSMILES:
OC[C@H]O[C@@H]O[C@H]C[C@@H][C@H]C5=C))[C@H]OC=O)C=C)[C@@H]5C[C@H]C%10=C))O)))))))))))))[C@@H][C@H][C@@H]6O))O))O

Functional groups:
C=C(C)C, C=C1CCOC1=O, CO, CO[C@@H](C)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC2C1CCC(=C)C1CC(OC3CCCCO3)C(=C)C12

Scaffold Graph/Node level:
CC1CCC2C(C)C(O)OC2C2C(C)C(OC3CCCCO3)CC12

Scaffold Graph level:
CC1CC2C(CCC(C)C3CC(CC4CCCCC4)C(C)C32)C1C

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Terpene lactones

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Sesquiterpenoids

NP Classifier Class: Guaiane sesquiterpenoids

NP-Likeness score: 2.991

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Chemical structure download