proceranolide (Q27136589)

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chemical compound

Methyl [(1R,2S,5R,6R,13S,14R,16S)-6-(3-furyl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0(2,11).0(5,10)]heptadec-10-en-16-yl]acetate

Language	Label	Description	Also known as
English	proceranolide	chemical compound	Methyl [(1R,2S,5R,6R,13S,14R,16S)-6-(3-furyl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.0(2,11).0(5,10)]heptadec-10-en-16-yl]acetate

Statements

type of chemical entity

0 references

chemical compound

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470.230453±0 dalton

1 reference

language of work or name

Proceranolide (English)

7 October 2016

stereoisomer of

methyl 2-[(1R,2R,5R,6R,13S,14R,16S)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

methyl 2-[(1S,2S,5S,6S,13R,14R,16S)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

1 reference

based on heuristic

inferred from InChI

methyl 2-[(1R,2R,5R,6R,13S,14R,16R)-6-(furan-3-yl)-14-hydroxy-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-16-yl]acetate

1 reference

based on heuristic

inferred from InChI

chemical formula

C₂₇H₃₄O₇

1 reference

language of work or name

Proceranolide (English)

7 October 2016

canonical SMILES

CC1(C(C2(C3CCC4(C(OC(=O)CC4=C3CC(C1O)C2=O)C5=COC=C5)C)C)CC(=O)OC)C

1 reference

language of work or name

Proceranolide (English)

7 October 2016

isomeric SMILES

C[C@@]12CC[C@H]3C(=C1CC(=O)O[C@H]2C4=COC=C4)C[C@H]5[C@H](C([C@@H]([C@@]3(C5=O)C)CC(=O)OC)(C)C)O

1 reference

language of work or name

Proceranolide (English)

7 October 2016

Swietenia mahagoni

2 references

Constituents of the seeds of Swietenia mahagoni Jacq. I. Isolation, structures, and 1H- and 13C-nuclear magnetic resonance signal assignments of new tetranortriterpenoids related to swietenine and swietenolide.

Constituents of the seeds of Swietenia mahagoni JACQ. III. Structures of mahonin and secomahoganin.

2 references

Mexicanolide Limonoids from the Madagascan Meliaceae Quivisia papinae.

Mexicanolide limonoids from the Madagascan Meliaceae Quivisia papinae.

Ekebergia capensis

1 reference

Antiplasmodial triterpenoids from Ekebergia capensis.

Xylocarpus granatum

4 references

Xylocarpins A-I, Limonoids from the Chinese Mangrove Plant Xylocarpus granatum

Protoxylocarpins F-H, protolimonoids from seed kernels of Xylocarpus granatum.

Xylocarpins A-I, limonoids from the Chinese mangrove plant Xylocarpus granatum.

Xylocarpins A-I, limonoids from the Chinese mangrove plant Xylocarpus granatum.

Xylocarpus moluccensis

2 references

Limonoids from seeds of Thai Xylocarpus moluccensis

Limonoids from seeds of Thai Xylocarpus moluccensis

Cabralea canjerana

1 reference

Effect of triterpenoids and limonoids isolated from Cabralea canjerana and Carapa guianensis (Meliaceae) against Spodoptera frugiperda (J. E. Smith).

Cedrela odorata

1 reference

Limonoids from the stem bark of Cedrela odorata

Chisocheton ceramicus

1 reference

Chisomicines A-C, limonoids from Chisocheton ceramicus

Swietenia macrophylla

1 reference

Limonoids from Swietenia macrophylla and S. aubrevilleana

Identifiers

InChI=1S/C27H34O7/c1-25(2)19(12-20(28)32-5)27(4)17-6-8-26(3)18(15(17)10-16(22(25)30)23(27)31)11-21(29)34-24(26)14-7-9-33-13-14/h7,9,13,16-17,19,22,24,30H,6,8,10-12H2,1-5H3/t16-,17-,19-,22+,24-,26+,27+/m0/s1

1 reference

language of work or name

Proceranolide (English)

7 October 2016

WAIKPAHSFOBDTD-OLJNMEOCSA-N

2 references

language of work or name

Proceranolide (English)

7 October 2016

ChEBI release 2020-09-01

1 reference

language of work or name

Proceranolide (English)

7 October 2016

2 references

language of work or name

Proceranolide (English)

7 October 2016

matched by identifier from

WAIKPAHSFOBDTD-OLJNMEOCSA-N

mapping relation type

2 references

language of work or name

proceranolide (English)

7 October 2016

matched by identifier from

International Chemical Identifier

InChI=1S/C27H34O7/c1-25(2)19(12-20(28)32-5)27(4)17-6-8-26(3)18(15(17)10-16(22(25)30)23(27)31)11-21(29)34-24(26)14-7-9-33-13-14/h7,9,13,16-17,19,22,24,30H,6,8,10-12H2,1-5H3/t16-,17-,19-,22+,24-,26+,27+/m0/s1

1 reference

language of work or name

PROCERANOLIDE (English)

7 October 2016

UniChem compound ID

1 reference

NMRShiftDB structure ID

1 reference

matched by identifier from

WAIKPAHSFOBDTD-OLJNMEOCSA-N

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