(Q27107363)

Microhelenin C (English)

(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-trimethyl-2,5-dioxo-3H,3aH,4H,7aH,8H,9H,9aH-azuleno[6,5-b]furan-4-yl (2Z)-2-methylbut-2-enoate

5 October 2016

stereoisomer of

2 references

inferred from InChIKey

[(1S,3aS,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate

1 reference

[(1R,3aS,5R,5aR,8aR,9S,9aS)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate

1 reference

[(1R,3aS,5R,5aR,8aR,9S,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (E)-2-methylbut-2-enoate

1 reference

[(1S,3aR,5R,5aR,8aR,9R,9aR)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate

1 reference

[(1S,3aR,5R,5aR,8aR,9S,9aS)-1,5,8a-trimethyl-2,8-dioxo-3a,4,5,5a,9,9a-hexahydro-1H-azuleno[6,5-b]furan-9-yl] (Z)-2-methylbut-2-enoate

1 reference

chemical formula

C₂₀H₂₆O₅

1 reference

Microhelenin C (English)

5 October 2016

canonical SMILES

CC=C(C)C(=O)OC1C2C(C(=O)OC2CC(C3C1(C(=O)C=C3)C)C)C

1 reference

Microhelenin C (English)

5 October 2016

isomeric SMILES

C/C=C(\C)/C(=O)O[C@H]1[C@@H]2[C@@H](C(=O)O[C@@H]2C[C@H]([C@H]3[C@]1(C(=O)C=C3)C)C)C

1 reference

Guaianolide Glucosides fromHelenium donianum

Microhelenin C (English)

5 October 2016

1 reference

Arnica acaulis

1 reference

Sesquiterpene lactones and other constituents of Arnica acaulis

Helenium microcephalum

1 reference

Antitumor agents XXXVI: Structural elucidation of sesquiterpene lactones microhelenins-A, B, and C, microlenin acetate, and plenolin from Helenium microcephalum

Monactis macbridei

1 reference

Pseudoguajanolide und andere Sesquiterpene ausMonactis macbridei

Identifiers

InChI

InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6+/t11-,12+,13+,14-,16-,17+,20+/m1/s1

1 reference

Microhelenin C (English)

5 October 2016

2 references

Microhelenin C (English)

5 October 2016

ChEBI release 2020-09-01

2 references

Microhelenin C (English)

5 October 2016

https://commonchemistry.cas.org/detail?cas_rn=63569-07-3

8 April 2021

1 reference

(3S,3aR,4S,4aR,7aR,8R,9aR)-3,4a,8-Trimethyl-2,5-dioxo-2,3,3a,4,4a,5,7a,8,9,9a-decahydroazuleno[6,5-b]furan-4-yl (2E)-2-methyl-2-butenoate (English)

5 October 2016

2 references

Microhelenin C (English)

matched by identifier from

5 October 2016

ChEBI ID

6927

mapping relation type

2 references

Microhelenin C (English)

matched by identifier from

5 October 2016

International Chemical Identifier

InChI

InChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-16-12(4)19(23)24-14(16)9-11(3)13-7-8-15(21)20(13,17)5/h6-8,11-14,16-17H,9H2,1-5H3/b10-6+/t11-,12+,13+,14-,16-,17+,20+/m1/s1

1 reference

matched by identifier from

CHEMBL454838 (English)

5 October 2016

1 reference

1 reference

1 reference

Microhelenin C (English)

5 October 2016

0 references

1 reference

Microhelenin C (English)