annonacin (Q2058866)

inferred from SMILES

chemical structure

Annonacin.png
1,058 × 751; 14 KB

0 references

mass

596.465 dalton

1 reference

(2R)-2-methyl-4-[(2S,8R,13R)-2,8,13-trihydroxy-13-[(2S,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

Annonacin (English)

14 October 2016

1 reference

(S)-3-[(2R,8R,13R)-13-[(2R)-5alpha-[(S)-1-Hydroxytridecyl]tetrahydrofuran-2beta-yl]-2,8,13-trihydroxytridecyl]-5-methylfuran-2(5H)-one

2 references

(2S)-2-methyl-4-[(2S,8S,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

2 references

(2R)-2-methyl-4-[(2S,8R,13S)-2,8,13-trihydroxy-13-[(2S,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

2 references

(2S)-2-methyl-4-[(2R,8S,13S)-2,8,13-trihydroxy-13-[(2S,5S)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

2 references

(2S)-2-methyl-4-[(2R,8S,13R)-2,8,13-trihydroxy-13-[(2R,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

2 references

(2S)-2-methyl-4-[(2S,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

2 references

(2R)-2-methyl-4-[(2S,8R,13S)-2,8,13-trihydroxy-13-[(2S,5S)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

1 reference

(2R)-2-methyl-4-[(2S,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

1 reference

1 reference

(2R)-2-methyl-4-[(2S,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

1 reference

(2S)-2-methyl-4-[(2R,8S,13S)-2,8,13-trihydroxy-13-[(2R,5S)-5-[(1S)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one

1 reference

chemical formula

C₃₅H₆₄O₇

1 reference

Annonacin (English)

20 November 2016

CCCCCCCCCCCCC(C1CCC(O1)C(CCCCC(CCCCCC(CC2=CC(OC2=O)C)O)O)O)O

1 reference

Annonacin (English)

20 November 2016

CCCCCCCCCCCC[C@H]([C@H]1CC[C@@H](O1)[C@@H](CCCC[C@@H](CCCCC[C@H](CC2=C[C@@H](OC2=O)C)O)O)O)O

1 reference

Screening of acetogenin-producing plants in Brazilian flora

Annonacin (English)

20 November 2016

4 references

Natural acetogenins from annonaceae, synthesis and mechanisms of action

Annonacin, a novel, biologically active polyketide from Annona densicoma

Cytotoxic polyketides from Annona densicoma (annonaceae): 10,13-trans-13,14-erythro-densicomacin, 10,13-trans-13,14-threo-densicomacin, and 8-hydroxyannonacin

Annona glauca

2 references

Leishmanicidal and Trypanocidal activities of Acetogenins isolated fromAnnona glauca

Glaucafilin, an acetogenin from Annona glauca

Annona glabra

3 references

Acetogenins from Annona glabra seeds

Specific interactions of monotetrahydrofuranic annonaceous acetogenins as inhibitors of mitochondrial complex I.

Acetogenins from Annona glabra seeds

Annona montana

7 references

Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana.

Three novel monotetrahydrofuran annonaceous acetogenins from Annona montana

Cytotoxic mono-tetrahydrofuran ring acetogenins from leaves of Annona montana

Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana.

Annonaceous acetogenins from the leaves of Annona montana

Nine new cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana.

Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana.

Annona muricata

7 references

New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata

Qualitative and quantitative evaluation of annonaceous acetogenins by high performance liquid chromatography

Novel cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana.

Cohibins A and B, acetogenins from roots of Annona muricata

Cytotoxicity and antileishmanial activity of Annona muricata pericarp

Two new cytotoxic monotetrahydrofuran Annonaceous acetogenins, annomuricins A and B, from the leaves of Annona muricata

Bioactive single-ring acetogenins from seed extracts of Annona muricata

Annona salzmannii

2 references

A new bistetrahydrofuran acetogenin from the roots of Annona salzmanii.

A new bistetrahydrofuran acetogenin from the roots of Annona salzmanii.

Annona cherimola

1 reference

Annomocherin, annonacin and annomontacin: a novel and two known bioactive mono-tetrahydrofuran annonaceous acetogenins from Annona cherimolia seeds

Annona senegalensis

1 reference

Annosenegalin and annogalene: two cytotoxic mono-tetrahydrofuran acetogenins from Annona senegalensis and Annona cherimolia

Annona squamosa

1 reference

[Annonacins and Annonastatin from Annona squamosa]

Asimina longifolia

1 reference

Longicin and goniothalamicinone: novel bioactive monotetrahydrofuran acetogenins from Asimina longifolia

Asimina parviflora

1 reference

Parvifloracin and parviflorin: cytotoxic bistetrahydrofuran acetogenins with 35 carbons from Asimina parviflora (Annonaceae)

Asimina triloba

2 references

Three new adjacent bis-tetrahydrofuran acetogenins with four hydroxyl groups from Asimina triloba

Antiangiogenic Activity and Chemical Derivatization of the Neurotoxic Acetogenin Annonacin Isolated from Asimina triloba

Goniothalamus amuyon

1 reference

Antitumor Cytotoxicity and Stereochemistry of Polyketides fromGoniothalamus amuyon

Goniothalamus dolichocarpus

2 references

Styrylpyrone Derivatives From Goniothalamus dolichocarpus

Styrylpyrone Derivatives From Goniothalamus dolichocarpus

Goniothalamus donnaiensis

1 reference

New Type of Mono-tetrahydrofuran Ring Acetogenins fromGoniothalamus donnaiensis

Goniothalamus gardneri

1 reference

Two linear acetogenins from Goniothalamus gardneri

Goniothalamus giganteus

1 reference

Goniothalamicin and annonacin: bioactive acetogenins from Goniothalamus giganteus (Annonaceae).

Xylopia aromatica

1 reference

Bioactive annonaceous acetogenins from the bark of Xylopia aromatica

Annona reticulata

2 references

Studies on the acetogenins of Formosan annonaceous plants. II. Cytotoxic acetogenins from Annona reticulata

Annonacin, a mono-tetrahydrofuran acetogenin, arrests cancer cells at the G1 phase and causes cytotoxicity in a Bax- and caspase-3-related pathway.

Goniothalamus undulatus

1 reference

Cytotoxic activity of acetogenins and styryl lactones isolated from Goniothalamus undulatus Ridl. root extracts against a lung cancer cell line (COR-L23).

Asimina angustifolia

1 reference

Longicin and goniothalamicinone: novel bioactive monotetrahydrofuran acetogenins from Asimina longifolia

Knema pierrei

1 reference

New Type of Mono-tetrahydrofuran Ring Acetogenins fromGoniothalamus donnaiensis

Knema furfuracea

1 reference

New Type of Mono-tetrahydrofuran Ring Acetogenins fromGoniothalamus donnaiensis

subject has role

neurotoxin

0 references

Identifiers

InChI

InChI=1S/C35H64O7/c1-3-4-5-6-7-8-9-10-11-15-21-31(38)33-23-24-34(42-33)32(39)22-17-16-19-29(36)18-13-12-14-20-30(37)26-28-25-27(2)41-35(28)40/h25,27,29-34,36-39H,3-24,26H2,1-2H3/t27-,29+,30+,31+,32+,33+,34+/m0/s1

1 reference

XNODZYPOIPVPRF-CGWDHHCXSA-N

Annonacin (English)

20 November 2016

1 reference

Global Substance Registration System

Annonacin (English)

20 November 2016

2 references

UNII

40372ET6TM

XNODZYPOIPVPRF-CGWDHHCXSA-N

annonacin (English)

20 November 2016

10 April 2021

https://commonchemistry.cas.org/detail?cas_rn=111035-65-5

1 reference

English

title

(5S)-5-Methyl-3-[(2R,8R,13R)-2,8,13-trihydroxy-13-{(2R,5R)-5-[(1R)-1-hydroxytridecyl]tetrahydro-2-furanyl}tridecyl]-2(5H)-furanone (English)

20 November 2016

1 reference

Annonacin (English)

20 November 2016

1 reference

DSSTOX compound identifier

English

title

CHEMBL67945 (English)

20 November 2016

1 reference

0 references

0 references

1 reference

Global Substance Registration System

UNII

40372ET6TM