Summary

IMPPAT Phytochemical identifier: IMPHY002488

Phytochemical name: Chukrasin A

Synonymous chemical names:
chukrasin a

External chemical identifiers:
CID:101593082

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Chemical structure information

SMILES:
COC(=O)C([C@H]1C2(C)C[C@@]34[C@]1(C)[C@@]15O[C@](O4)(O[C@@]5([C@@H]([C@]3([C@H]2OC(=O)C)O)OC(=O)C)[C@H]2[C@]([C@H]([C@H]1OC(=O)C(C)C)OC(=O)C(C)C)(C)[C@@H](OC(=O)/C/2=C(/C(C)C)O)c1cocc1)C)O

InChI:
InChI=1S/C45H58O19/c1-18(2)25(48)24-27-39(10,29(59-34(24)52)23-14-15-56-16-23)30(60-32(50)19(3)4)31(61-33(51)20(5)6)45-40(11)28(26(49)35(53)55-13)38(9)17-42(40)43(54,36(38)57-21(7)46)37(58-22(8)47)44(27,45)63-41(12,62-42)64-45/h14-16,18-20,26-31,36-37,48-49,54H,17H2,1-13H3/b25-24-/t26?,27-,28+,29+,30+,31-,36+,37-,38?,39-,40-,41-,42-,43+,44-,45+/m1/s1

InChIKey:
MBFYUIJSRLVHOM-QUPWLSPYSA-N

DeepSMILES:
COC=O)C[C@H]CC)C[C@][C@]5C)[C@]O[C@]O6)O[C@@]5[C@@H][C@]9[C@H]%12OC=O)C))))O))OC=O)C))))[C@H][C@][C@H][C@H]9OC=O)CC)C)))))OC=O)CC)C)))))C)[C@@H]OC=O)/C/6=C/CC)C))O)))))ccocc5))))))))))C)))))))))O

Functional groups:
C/C(O)=C(C)C(=O)OC, CC(=O)OC, CO, COC(C)=O, C[C@@]1(OC)OCCO1, coc

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
C=C1C(=O)OC(c2ccoc2)C2CCC34OC5OC67CC(CC6CC3(O5)C12)CC74

Scaffold Graph/Node level:
CC1C(O)OC(C2CCOC2)C2CCC34OC5OC67CC(CC6CC3(O5)C12)CC74

Scaffold Graph level:
CC1CC(C2CCCC2)C2CCC34CC5CC67CC(CC6CC3(C5)C2C1C)CC74

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Triterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Triterpenoids

NP Classifier Class: Limonoids

NP-Likeness score: 1.695

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Chemical structure download