(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.

Annoglabayin, a novel dimeric kaurane diterpenoid, and apoptosis in Hep G2 cells of annomontacin from the fruits of Annona glabra

Annona montana

5 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

Annonaceous acetogenins from the leaves of Annona montana

Nine new cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana.

Annona muricata

11 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

Novel cytotoxic annonaceous acetogenins from Annona muricata

Five novel mono-tetrahydrofuran ring acetogenins from the seeds of Annona muricata

Cohibins C and D, two important metabolites in the biogenesis of acetogenins from Annona muricata and Annona nutans

Annona muricata (Annonaceae): A Review of Its Traditional Uses, Isolated Acetogenins and Biological Activities

Annona salzmannii

1 reference

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

1 reference

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

Annonacin (English)

20 November 2016

1 reference

Global Substance Registration System

Annonacin (English)

20 November 2016

2 references

UNII

40372ET6TM

annonacin (English)

20 November 2016

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

10 April 2021

1 reference

(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

2 references

matched by identifier from

Annonacin (English)

retrieved

20 November 2016

InChIKey

1 reference

matched by identifier from

CHEMBL67945 (English)

20 November 2016

1 reference

1 reference

InChIKey

DSSTOX compound identifier

0 references

2 references

Global Substance Registration System

UNII

40372ET6TM

matched by identifier from

annonacin (English)

retrieved

20 November 2016

InChIKey