(Q43770969)

English

palmerolide A

chemical compound

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instance of

type of chemical entity

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subclass of

macrolides

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chemical structure

Palmerolide A.png
894 × 474; 42 KB

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mass

584.346151876 dalton

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inferred from InChIKey

based on heuristic

inferred from InChI

[(2R,4Z,6E,10R,11R,12Z,14R,18Z)-11,14-dihydroxy-4-methyl-2-[(2R,3E,5E)-4-methyl-6-(3-methylbut-2-enoylamino)hexa-3,5-dien-2-yl]-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-10-yl] carbamate

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

[(2R,4E,6E,10S,11S,12Z,14S,18E)-11,14-dihydroxy-4-methyl-2-[(2R,3E,5E)-4-methyl-6-(3-methylbut-2-enoylamino)hexa-3,5-dien-2-yl]-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-10-yl] carbamate

1 reference

based on heuristic

inferred from InChI

(2E,7R,8E,14E,16E)-7beta,10beta-Dihydroxy-11alpha-(carbamoyloxy)-17-methyl-19alpha-[(1R,2E,4E)-1,3-dimethyl-5-(3-methyl-2-butenoylamino)-2,4-pentadienyl]-20-oxacycloicosa-2,8,14,16-tetraene-1-one

1 reference

based on heuristic

inferred from InChI

[(2R,4E,6E,10S,11S,12E,14S,18E)-11,14-dihydroxy-4-methyl-2-[(2R,3Z)-4-methyl-6-(3-methylbut-2-enoylamino)hexa-3,5-dien-2-yl]-20-oxo-1-oxacycloicosa-4,6,12,18-tetraen-10-yl] carbamate

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based on heuristic

inferred from InChI

chemical formula

C₃₃H₄₈N₂O₇

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canonical SMILES

CC1=CC=CCCC(C(C=CC(CCCC=CC(=O)OC(C1)C(C)C=C(C)C=CNC(=O)C=C(C)C)O)O)OC(=O)N

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isomeric SMILES

C/C/1=C\C=C\CC[C@@H]([C@H](/C=C/[C@H](CCC/C=C/C(=O)O[C@H](C1)[C@H](C)/C=C(\C)/C=C/NC(=O)C=C(C)C)O)O)OC(=O)N

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described by source

Total synthesis of the originally proposed and revised structures of palmerolide A.

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Identifiers

InChI

InChI=1S/C33H48N2O7/c1-23(2)20-31(38)35-19-18-25(4)21-26(5)30-22-24(3)12-8-6-10-14-29(42-33(34)40)28(37)17-16-27(36)13-9-7-11-15-32(39)41-30/h6,8,11-12,15-21,26-30,36-37H,7,9-10,13-14,22H2,1-5H3,(H2,34,40)(H,35,38)/b8-6+,15-11+,17-16+,19-18+,24-12+,25-21+/t26-,27+,28+,29+,30-/m1/s1

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InChIKey

HEOKDDVDVGNHMR-DAUCKHFQSA-N

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1 reference

26 December 2021

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1 reference

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Natural Product Atlas ID

NPA033521

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based on heuristic

inferred from InChIKey

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1 reference

inferred by common MeSH mappings on source and on Wikidata

stated in

UMLS 2023

retrieved

25 May 2023

(Q43770969)

palmerolide A

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