Asitrilobin B (BioDeep_00000000898)

 

Secondary id: BioDeep_00000034517, BioDeep_00000618368

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2(5H)-FURANONE, 5-METHYL-3-((2R,8R,13R)-2,8,13-TRIHYDROXY-13-((2R,5R)-TETRAHYDRO-5-((1R)-1-HYDROXYTRIDECYL)-2-FURANYL)TRIDECYL)-, (5S)-

化学式: C35H64O7 (596.4652)
中文名称:
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 74.47%

分子结构信息

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

描述信息

Annonacin is a natural product found in Xylopia aromatica, Asimina triloba, and other organisms with data available.
Asitrilobin B is found in fruits. Asitrilobin B is a constituent of the seeds of Asimina triloba (pawpaw).
Constituent of the seeds of Asimina triloba (pawpaw). Asitrilobin B is found in fruits.

同义名列表

10 个代谢物同义名

2(5H)-FURANONE, 5-METHYL-3-((2R,8R,13R)-2,8,13-TRIHYDROXY-13-((2R,5R)-TETRAHYDRO-5-((1R)-1-HYDROXYTRIDECYL)-2-FURANYL)TRIDECYL)-, (5S)-; (5S)-5-METHYL-3-((2R,8R,13R)-2,8,13-TRIHYDROXY-13-((2R,5R)-TETRAHYDRO-5-((1R)-1-HYDROXYTRIDECYL)-2-FURANYL)TRIDECYL)-2(5H)-FURANONE; (2S)-2-methyl-4-[(2R,8R,13R)-2,8,13-trihydroxy-13-[(2R,5R)-5-[(1R)-1-hydroxytridecyl]oxolan-2-yl]tridecyl]-2H-furan-5-one; 2(5H)-Furanone, 5-methyl-3-(2,8,13-trihydroxy-13-(tetrahydro-5-(1-hydroxytridecyl)-2-furanyl)tridecyl)-; 5-methyl-3-{2,8,13-trihydroxy-13-[5-(1-hydroxytridecyl)oxolan-2-yl]tridecyl}-2,5-dihydrofuran-2-one; Asitrilobin B; (+)-ANNONACIN; NCI60_004657; Annonacin A; Annonacin



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

18 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表
Cytoplasm 16 ABCB1, AIMP2, ANXA5, BCL2, CASP3, CASP7, CCND1, CDK5, MAPK8, MSMP, MTOR, PIK3CA, PTEN, STAT3, VEGFA, YWHAQ
Peripheral membrane protein 2 ANXA5, MTOR
Endoplasmic reticulum membrane 2 BCL2, MTOR
Nucleus 13 AIMP2, BCL2, CASP3, CASP7, CCND1, CDK5, MAPK8, MKI67, MTOR, PTEN, STAT3, VEGFA, YWHAQ
cytosol 13 AIMP2, ANXA5, BCL2, CASP3, CASP7, CCND1, CDK5, MAPK8, MTOR, PIK3CA, PTEN, STAT3, YWHAQ
dendrite 2 CDK5, MTOR
nuclear body 1 MKI67
phagocytic vesicle 1 MTOR
centrosome 1 CCND1
nucleoplasm 10 ATP2B1, CASP3, CASP7, CCND1, CDK5, MAPK8, MKI67, MTOR, PTEN, STAT3
RNA polymerase II transcription regulator complex 1 STAT3
Cell membrane 3 ABCB1, ATP2B1, CDK5
Cytoplasmic side 1 MTOR
lamellipodium 2 CDK5, PIK3CA
Cell projection, growth cone 1 CDK5
Multi-pass membrane protein 2 ABCB1, ATP2B1
Golgi apparatus membrane 1 MTOR
Synapse 4 ATP2B1, CDK5, MAPK8, YWHAQ
cell junction 1 CDK5
cell surface 2 ABCB1, VEGFA
glutamatergic synapse 2 ATP2B1, CASP3
Golgi apparatus 1 VEGFA
Golgi membrane 1 MTOR
growth cone 1 CDK5
lysosomal membrane 1 MTOR
neuromuscular junction 1 CDK5
neuronal cell body 2 CASP3, CDK5
presynaptic membrane 1 ATP2B1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 AIMP2, CASP7
Lysosome 1 MTOR
Presynapse 1 CDK5
plasma membrane 6 ABCB1, ATP2B1, CDK5, PIK3CA, PTEN, STAT3
synaptic vesicle membrane 1 ATP2B1
Membrane 10 ABCB1, AIMP2, ANXA5, ATP2B1, BCL2, CDK5, MKI67, MTOR, VEGFA, YWHAQ
apical plasma membrane 2 ABCB1, PTEN
axon 2 CDK5, MAPK8
basolateral plasma membrane 1 ATP2B1
extracellular exosome 4 ABCB1, ANXA5, ATP2B1, YWHAQ
Lysosome membrane 1 MTOR
endoplasmic reticulum 2 BCL2, VEGFA
extracellular space 3 CASP7, MSMP, VEGFA
perinuclear region of cytoplasm 1 PIK3CA
adherens junction 1 VEGFA
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 1 BCL2
protein-containing complex 2 BCL2, YWHAQ
intracellular membrane-bounded organelle 1 ATP2B1
Microsome membrane 1 MTOR
filopodium 1 CDK5
postsynaptic density 3 CASP3, CDK5, PTEN
protein kinase 5 complex 1 CDK5
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 2 MSMP, VEGFA
extracellular region 3 ANXA5, PTEN, VEGFA
cytoplasmic side of plasma membrane 1 PTEN
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
transcription regulator complex 1 STAT3
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
external side of plasma membrane 1 ANXA5
Secreted, extracellular space, extracellular matrix 1 VEGFA
dendritic spine 1 PTEN
perikaryon 1 CDK5
nucleolus 1 MKI67
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 CDK5
pore complex 1 BCL2
focal adhesion 2 ANXA5, YWHAQ
extracellular matrix 1 VEGFA
Cell projection, dendritic spine 1 PTEN
Nucleus, PML body 2 MTOR, PTEN
PML body 2 MTOR, PTEN
collagen-containing extracellular matrix 1 ANXA5
secretory granule 1 VEGFA
lateral plasma membrane 1 ATP2B1
Cell projection, neuron projection 1 PTEN
Zymogen granule membrane 1 ANXA5
neuron projection 2 CDK5, PTEN
chromatin 1 STAT3
cell projection 2 ATP2B1, PTEN
Chromosome 1 MKI67
Secreted, extracellular space 1 CASP7
Nucleus, nucleolus 1 MKI67
Basolateral cell membrane 1 ATP2B1
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
Presynaptic cell membrane 1 ATP2B1
myelin sheath 1 BCL2
[Isoform 1]: Cytoplasm 1 CDK5
transcription repressor complex 1 CCND1
platelet alpha granule lumen 1 VEGFA
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
Schmidt-Lanterman incisure 1 PTEN
immunological synapse 1 ATP2B1
vesicle membrane 1 ANXA5
external side of apical plasma membrane 1 ABCB1
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
Cytoplasmic vesicle, phagosome 1 MTOR
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDK5
myelin sheath adaxonal region 1 PTEN
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
photoreceptor ribbon synapse 1 ATP2B1
cyclin D1-CDK4 complex 1 CCND1
[Isoform alpha]: Secreted 1 PTEN
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
cyclin D1-CDK6 complex 1 CCND1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Jeevitha Priya Manoharan, Hema Palanisamy, Subramanian Vidyalakshmi. Overcoming multi drug resistance mediated by ABC transporters by a novel acetogenin- annonacin from Annona muricata L. Journal of ethnopharmacology. 2024 Mar; 322(?):117598. doi: 10.1016/j.jep.2023.117598. [PMID: 38113989]
  • Wai-Jo Jocelin Chan, Joanna E Harnett, Alexandra Meroni, Andrew J McLachlan, Jane R Hanrahan. An evaluation of the quality of Annona muricata leaf products. The Journal of pharmacy and pharmacology. 2023 Jul; ?(?):. doi: 10.1093/jpp/rgad066. [PMID: 37440207]
  • Gleison Gonçalves Ferreira, Ana Carolina Sousa Quaresma, Dayse Lúcia do Nascimento Brandão, Andrey Moacir do Rosario Marinho, José Edson de Sousa Siqueira, Kamila Leal Correa, José Otávio Carréra Silva-Júnior, Sandro Percario, Maria Fâni Dolabela. Evaluation of Genotoxicity and Toxicity of Annona muricata L. Seeds and In Silico Studies. Molecules (Basel, Switzerland). 2022 Dec; 28(1):. doi: 10.3390/molecules28010231. [PMID: 36615425]
  • Mutakin Mutakin, Rizky Fauziati, Fahrina Nur Fadhilah, Ade Zuhrotun, Riezki Amalia, Yuni Elsa Hadisaputri. Pharmacological Activities of Soursop (Annona muricata Lin.). Molecules (Basel, Switzerland). 2022 Feb; 27(4):. doi: 10.3390/molecules27041201. [PMID: 35208993]
  • Kevin Tran, Sean Ryan, Miranda McDonald, Andrew L Thomas, José Guilherme S Maia, Robert E Smith. Annonacin and Squamocin Contents of Pawpaw (Asimina triloba) and Marolo (Annona crassiflora) Fruits and Atemoya (A. squamosa × A. cherimola) Seeds. Biological trace element research. 2021 06; 199(6):2320-2329. doi: 10.1007/s12011-020-02320-7. [PMID: 32761515]
  • Kimberley Foster, Omolola Oyenihi, Sunelle Rademan, Joseph Erhabor, Motlalepula Matsabisa, James Barker, Moses K Langat, Amy Kendal-Smith, Helen Asemota, Rupika Delgoda. Selective cytotoxic and anti-metastatic activity in DU-145 prostate cancer cells induced by Annona muricata L. bark extract and phytochemical, annonacin. BMC complementary medicine and therapies. 2020 Dec; 20(1):375. doi: 10.1186/s12906-020-03130-z. [PMID: 33302945]
  • Mohd Rohaizad Md Roduan, Roslida Abd Hamid, Norhafizah Mohtarrudin. Modulation of cancer signalling pathway(s) in two -stage mouse skin tumorigenesis by annonacin. BMC complementary and alternative medicine. 2019 Sep; 19(1):238. doi: 10.1186/s12906-019-2650-1. [PMID: 31481122]
  • Paige J Monsen, Frederick A Luzzio. Antiangiogenic Activity and Chemical Derivatization of the Neurotoxic Acetogenin Annonacin Isolated from Asimina triloba. Journal of natural products. 2018 08; 81(8):1905-1909. doi: 10.1021/acs.jnatprod.8b00284. [PMID: 30028612]
  • Andreas Yiallouris, Ioannis Patrikios, Elizabeth O Johnson, Evangelia Sereti, Konstantinos Dimas, Cristian De Ford, Natalia U Fedosova, Wolfgang F Graier, Kleitos Sokratous, Kyriakos Kyriakou, Anastasis Stephanou. Annonacin promotes selective cancer cell death via NKA-dependent and SERCA-dependent pathways. Cell death & disease. 2018 07; 9(7):764. doi: 10.1038/s41419-018-0772-x. [PMID: 29988040]
  • F Corrales Chahar, S B Díaz, A Ben Altabef, C Gervasi, P E Alvarez. Characterization of interactions of eggPC lipid structures with different biomolecules. Chemistry and physics of lipids. 2018 01; 210(?):60-69. doi: 10.1016/j.chemphyslip.2017.11.013. [PMID: 29158127]
  • Mohd Rohaizad Md Roduan, Roslida Abd Hamid, Hamizah Sulaiman, Norhafizah Mohtarrudin. Annona muricata leaves extracts prevent DMBA/TPA-induced skin tumorigenesis via modulating antioxidants enzymes system in ICR mice. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Oct; 94(?):481-488. doi: 10.1016/j.biopha.2017.07.133. [PMID: 28779710]
  • Robert Rottscholl, Marlen Haegele, Britta Jainsch, Hong Xu, Gesine Respondek, Matthias Höllerhage, Thomas W Rösler, Emilie Bony, Jessica Le Ven, Vincent Guérineau, Isabelle Schmitz-Afonso, Pierre Champy, Wolfgang H Oertel, Elizabeth S Yamada, Günter U Höglinger. Chronic consumption of Annona muricata juice triggers and aggravates cerebral tau phosphorylation in wild-type and MAPT transgenic mice. Journal of neurochemistry. 2016 11; 139(4):624-639. doi: 10.1111/jnc.13835. [PMID: 27569447]
  • Natacha Bonneau, Isabelle Schmitz-Afonso, Alain Brunelle, David Touboul, Pierre Champy. Method development for quantification of the environmental neurotoxin annonacin in Rat plasma by UPLC-MS/MS and application to a pharmacokinetic study. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2015 Nov; 1004(?):46-52. doi: 10.1016/j.jchromb.2015.09.039. [PMID: 26444335]
  • Elizabeth S Yamada, Gesine Respondek, Stefanie Müssner, Anderson de Andrade, Matthias Höllerhage, Christel Depienne, Agnès Rastetter, Agathe Tarze, Bertrand Friguet, Mohamed Salama, Pierre Champy, Wolfgang H Oertel, Günter U Höglinger. Annonacin, a natural lipophilic mitochondrial complex I inhibitor, increases phosphorylation of tau in the brain of FTDP-17 transgenic mice. Experimental neurology. 2014 Mar; 253(?):113-25. doi: 10.1016/j.expneurol.2013.12.017. [PMID: 24389273]
  • Yun-Jie Dang, Han-Zhou Feng, Limei Zhang, Chun-Hui Hu, Chun-Yan Zhu. In situ absorption in rat intestinal tract of solid dispersion of annonaceous acetogenins. Gastroenterology research and practice. 2012; 2012(?):879676. doi: 10.1155/2012/879676. [PMID: 22536222]
  • Lisa F Potts, Frederick A Luzzio, Scott C Smith, Michal Hetman, Pierre Champy, Irene Litvan. Annonacin in Asimina triloba fruit: implication for neurotoxicity. Neurotoxicology. 2012 Jan; 33(1):53-8. doi: 10.1016/j.neuro.2011.10.009. [PMID: 22130466]
  • Glen E Kisby, Peter S Spencer. Is neurodegenerative disease a long-latency response to early-life genotoxin exposure?. International journal of environmental research and public health. 2011 10; 8(10):3889-921. doi: 10.3390/ijerph8103889. [PMID: 22073019]
  • Orlando Vieira de Sousa, Glauciemar Del-Vechio Vieira, José de Jesus R G de Pinho, Célia Hitomi Yamamoto, Maria Silvana Alves. Antinociceptive and anti-inflammatory activities of the ethanol extract of Annona muricata L. leaves in animal models. International journal of molecular sciences. 2010 May; 11(5):2067-78. doi: 10.3390/ijms11052067. [PMID: 20559502]
  • Annie Lannuzel, Merle Ruberg, Patrick P Michel. Atypical parkinsonism in the Caribbean island of Guadeloupe: etiological role of the mitochondrial complex I inhibitor annonacin. Movement disorders : official journal of the Movement Disorder Society. 2008 Nov; 23(15):2122-8. doi: 10.1002/mds.22300. [PMID: 18816693]
  • Annie Lannuzel, G U Höglinger, S Verhaeghe, L Gire, S Belson, M Escobar-Khondiker, P Poullain, W H Oertel, E C Hirsch, B Dubois, M Ruberg. Atypical parkinsonism in Guadeloupe: a common risk factor for two closely related phenotypes?. Brain : a journal of neurology. 2007 Mar; 130(Pt 3):816-27. doi: 10.1093/brain/awl347. [PMID: 17303592]
  • J De S Luna, J M De Carvalho, M R F De Lima, L W Bieber, Edson De S Bento, X Franck, A E G Sant'ana. Acetogenins in Annona muricata L. (annonaceae) leaves are potent molluscicides. Natural product research. 2006 Mar; 20(3):253-7. doi: 10.1080/14786410500161445. [PMID: 16401556]
  • A Lannuzel, G U Höglinger, P Champy, P P Michel, E C Hirsch, M Ruberg. Is atypical parkinsonism in the Caribbean caused by the consumption of Annonacae?. Journal of neural transmission. Supplementum. 2006; ?(70):153-7. doi: 10.1007/978-3-211-45295-0_24. [PMID: 17017523]
  • Pierre Champy, Alice Melot, Vincent Guérineau Eng, Christophe Gleye, Djibril Fall, Gunter U Höglinger, Merle Ruberg, Annie Lannuzel, Olivier Laprévote, Alain Laurens, Reynald Hocquemiller. Quantification of acetogenins in Annona muricata linked to atypical parkinsonism in guadeloupe. Movement disorders : official journal of the Movement Disorder Society. 2005 Dec; 20(12):1629-33. doi: 10.1002/mds.20632. [PMID: 16078200]
  • Pierre Champy, Günter U Höglinger, Jean Féger, Christophe Gleye, Reynald Hocquemiller, Alain Laurens, Vincent Guérineau, Olivier Laprévote, Fadia Medja, Anne Lombès, Patrick P Michel, Annie Lannuzel, Etienne C Hirsch, Merle Ruberg. Annonacin, a lipophilic inhibitor of mitochondrial complex I, induces nigral and striatal neurodegeneration in rats: possible relevance for atypical parkinsonism in Guadeloupe. Journal of neurochemistry. 2004 Jan; 88(1):63-9. doi: 10.1046/j.1471-4159.2003.02138.x. [PMID: 14675150]
  • A Lannuzel, P P Michel, G U Höglinger, P Champy, A Jousset, F Medja, A Lombès, F Darios, C Gleye, A Laurens, R Hocquemiller, E C Hirsch, M Ruberg. The mitochondrial complex I inhibitor annonacin is toxic to mesencephalic dopaminergic neurons by impairment of energy metabolism. Neuroscience. 2003; 121(2):287-96. doi: 10.1016/s0306-4522(03)00441-x. [PMID: 14521988]
  • Azucena González-Coloma, Ana Guadaño, Concepción de Inés, Rafael Martínez-Díaz, Diego Cortes. Selective action of acetogenin mitochondrial complex I inhibitors. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2002 Nov; 57(11-12):1028-34. doi: 10.1515/znc-2002-11-1213. [PMID: 12562089]
  • Chih-Chuang Liaw, Fang-Rong Chang, Chih-Yuan Lin, Chi-Jung Chou, Hui-Fen Chiu, Ming-Jung Wu, Yang-Chang Wu. New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata. Journal of natural products. 2002 Apr; 65(4):470-5. doi: 10.1021/np0105578. [PMID: 11975482]
  • Li-Quan Wang, Byung-Sun Min, Yan Li, Norio Nakamura, Guo-Wei Qin, Can-Jun Li, Masao Hattori. Annonaceous acetogenins from the leaves of Annona montana. Bioorganic & medicinal chemistry. 2002 Mar; 10(3):561-5. doi: 10.1016/s0968-0896(01)00303-0. [PMID: 11814843]
  • L Q Wang, Y Li, B S Min, N Nakamura, G W Qin, C J Li, M Hattori. Cytotoxic mono-tetrahydrofuran ring acetogenins from leaves of Annona montana. Planta medica. 2001 Dec; 67(9):847-52. doi: 10.1055/s-2001-18847. [PMID: 11745023]
  • D H Kim, J K Son, M H Woo. Annomocherin, annonacin and annomontacin: a novel and two known bioactive mono-tetrahydrofuran annonaceous acetogenins from Annona cherimolia seeds. Archives of pharmacal research. 2001 Aug; 24(4):300-6. doi: 10.1007/bf02975096. [PMID: 11534761]
  • M C Jaramillo, G J Arango, M C González, S M Robledo, I D Velez. Cytotoxicity and antileishmanial activity of Annona muricata pericarp. Fitoterapia. 2000 Apr; 71(2):183-6. doi: 10.1016/s0367-326x(99)00138-0. [PMID: 10727816]
  • M H Woo, S O Chung, D H Kim. cis-Annonacin and (2,4)-cis-and trans-isoannonacins: cytotoxic monotetrahydrofuran annonaceous acetogenins from the seeds of Annona cherimolia. Archives of pharmacal research. 1999 Oct; 22(5):524-8. doi: 10.1007/bf02979164. [PMID: 10549583]
  • Y Chen, D Q Yu. [Classification and NMR characteristics of the gamma-lactone and THF rings of antitumor bioactive Annonaceous acetogenins]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998 Jul; 33(7):553-60. doi: ". [PMID: 12016892]
  • H Shimada, J F Kozlowski, J L Mclaughlin. The localisations in liposomal membranes of the tetrahydrofuran ring moieties of the annonaceous acetogenins, annonacin and sylvaticin, as determined by 1H NMR spectroscopy. Pharmacological research. 1998 May; 37(5):357-64. doi: 10.1006/phrs.1998.0314. [PMID: 9642031]
  • J G Yu, H Q Gui, X Z Luo, L Sun, P Zhu, Z L Yu. [Studies on the chemical constituents of Annona muricata]. Yao xue xue bao = Acta pharmaceutica Sinica. 1997 Jun; 32(6):431-7. doi: . [PMID: 11596323]
  • J L Landolt, K I Ahammadsahib, R M Hollingworth, R Barr, F L Crane, N L Buerck, G P McCabe, J L McLaughlin. Determination of structure-activity relationships of Annonaceous acetogenins by inhibition of oxygen uptake in rat liver mitochondria. Chemico-biological interactions. 1995 Oct; 98(1):1-13. doi: 10.1016/0009-2797(95)03628-y. [PMID: 7586047]
  • A Alkofahi, J K Rupprecht, D L Smith, C J Chang, J L McLaughlin. Goniothalamicin and annonacin: bioactive acetogenins from Goniothalamus giganteus (Annonaceae). Experientia. 1988 Jan; 44(1):83-5. doi: 10.1007/bf01960258. [PMID: 3350126]