Lupenone (BioDeep_00000000090)
Secondary id: BioDeep_00000313760
PANOMIX_OTCML-2023 Antitumor activity natural product
代谢物信息卡片
化学式: C30H48O (424.3705)
中文名称: 羽扇烯酮
谱图信息:
最多检出来源 Viridiplantae(otcml) 72.37%
Last reviewed on 2024-10-23.
Cite this Page
Lupenone. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/lupenone (retrieved
2024-12-22) (BioDeep RN: BioDeep_00000000090). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: C=C(C)C1CCC2(C)CCC3(C)C(CCC4C5(C)CCC(=O)C(C)(C)C5CCC43C)C12
InChI: InChI=1S/C30H48O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-23,25H,1,9-18H2,2-8H3
描述信息
Lupenone is a triterpenoid. It has a role as a metabolite. It derives from a hydride of a lupane.
Lupenone is a natural product found in Liatris acidota, Euphorbia larica, and other organisms with data available.
A natural product found in Cupania cinerea.
Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].
Lupenone is an orally active lupine-type triterpenoid that can be isolated from Musa basjoo. Lupenone Lupenone plays a role through the PI3K/Akt/mTOR and NF-κB signaling pathways. Lupenone has anti-inflammatory, antiviral, antidiabetic and anticancer activities[1][2][3].
Lupenone, isolated from Musa basjoo, belongs to lupane type triterpenoids. Lupenone shows various pharmacological activities including anti-inflammatory, anti-virus, anti-diabetes, anti-cancer, improving Chagas disease without major toxicity[1][2].
同义名列表
9 个代谢物同义名
(1S,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,3a,4,5,5a,5b,6,7,7a,8,11a,11b,12,13,13a,13b-octadecahydro-9H-cyclopenta[a]chrysen-9-one; (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one; (1R,3aR,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-2,3,4,5,6,7,7a,10,11,11b,12,13,13a,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-one; (1R,3aR,4S,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-1-Isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-one; Lup-20(29)-en-3-one; Lup-20(30)-en-3-one; Lupenone; lupeone; Lupenone
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:67823
- KEGG: C16990
- PubChem: 92158
- Metlin: METLIN71486
- ChEMBL: CHEMBL486393
- MeSH: lupenone
- ChemIDplus: 0001617705
- KNApSAcK: C00019220
- chemspider: 83203
- CAS: 1617-70-5
- medchemexpress: HY-N2590
- PMhub: MS000025534
- MetaboLights: MTBLC67823
- NIKKAJI: J82.270A
- PubChem: 96023476
- KNApSAcK: 67823
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)
166 个相关的物种来源信息
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- 1641247 - Achyranthemum paniculatum: 10.1016/0031-9422(89)80195-5
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- 1049772 - Adenophora lamarckii: 10.1016/0305-1978(95)00082-8
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- 226229 - Adenophora pereskiifolia: 10.1016/0305-1978(95)00082-8
- 82277 - Adenophora potaninii: 10.1016/0305-1978(95)00082-8
- 226228 - Adenophora stenophylla: 10.1016/0305-1978(95)00082-8
- 82279 - Adenophora stricta: 10.1016/0305-1978(95)00082-8
- 82280 - Adenophora wawreana: 10.4268/CJCMM20111611
- 306504 - Aglaia forbesii: 10.1016/J.PHYTOCHEM.2007.06.016
- 1475121 - Aglaia rubiginosa: 10.1016/J.PHYMED.2009.10.015
- 1561840 - Albizia gummifera: 10.1016/S0367-326X(00)00276-8
- 210371 - Albizia schimperiana: 10.1016/S0367-326X(00)00259-8
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- 3702 - Arabidopsis thaliana: 10.1021/OL800389Q
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- 467254 - Arctotheca populifolia: 10.1016/0031-9422(90)89036-9
- 259893 - Artemisia argyi: 10.1248/CPB.32.723
- 259893 - Artemisia argyi Lévl.et Vant.: -
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- 21017 - Betula alleghaniensis: 10.1016/S0031-9422(00)97169-3
- 216994 - Betula lenta:
- 1745020 - Bishopiella elegans: 10.1016/0031-9422(91)83025-G
- 1205696 - Blainvillea acmella: 10.1016/S0031-9422(00)83115-5
- 173701 - Boswellia sacra: 10.1248/CPB.58.1541
- 106616 - Bruguiera cylindrica: 10.1071/CH05010
- 106618 - Bruguiera parviflora:
- 56060 - Butea monosperma: 10.4038/JNSFSR.V18I2.8195
- 667327 - Calophyllum gracilipes: 10.1016/S0040-4039(97)01032-0
- 1321791 - Campylospermum flavum: 10.1016/S0305-1978(02)00083-2
- 85180 - Celastrus: 10.1248/CPB.48.1079
- 489979 - Celastrus hindsii: 10.1248/CPB.48.1079
- 172013 - Ceriops decandra: 10.1071/CH05087
- 13422 - Chrysanthemum: 10.1016/S0305-1978(98)00070-2
- 171767 - Chuquiraga ulicina: 10.1016/S0031-9422(99)00362-3
- 114282 - Cichorium spinosum: 10.1021/JF025848G
- 165298 - Cissus quadrangularis: 10.1016/0031-9422(91)85270-A
- 1392584 - Codonopsis benthamii: 10.1016/0305-1978(95)00082-8
- 1392586 - Codonopsis bulleyana: 10.1016/0305-1978(95)00082-8
- 1392587 - Codonopsis canescens: 10.1016/0305-1978(95)00082-8
- 1392589 - Codonopsis chlorocodon: 10.1016/0305-1978(95)00082-8
- 942849 - Codonopsis clematidea: 10.1016/0305-1978(95)00082-8
- 103999 - Codonopsis lanceolata: 10.1016/0305-1978(95)00082-8
- 1678352 - Codonopsis macrocalyx: 10.1016/0305-1978(95)00082-8
- 1392599 - Codonopsis meleagris: 10.1016/0305-1978(95)00082-8
- 86864 - Codonopsis pilosula: 10.1016/0305-1978(95)00082-8
- 1392605 - Codonopsis subglobosa: 10.1016/0305-1978(95)00082-8
- 1392606 - Codonopsis subscaposa: 10.1016/0305-1978(95)00082-8
- 1049783 - Codonopsis ussuriensis: 10.1016/0305-1978(95)00082-8
- 504179 - Croton arboreus: 10.1021/NP030485F
- 3656 - Cucumis melo: 10.1016/0031-9422(82)85222-9
- 405131 - Curio talinoides:
- 2918710 - Daphne aurantiaca: 10.1021/NP9005053
- 1954552 - Deguelia amazonica: 10.1016/S0031-9422(00)98664-3
- 1954552 - Deguelia amazonica: 10.3987/COM-92-6288
- 1225674 - Derris cuneifolia:
- 413758 - Diospyros maritima:
- 268842 - Diospyros mollis: 10.1016/S0031-9422(97)01020-0
- 268843 - Diospyros rhodocalyx: 10.1055/S-2006-958085
- 589132 - Diospyros wallichii: 10.1139/V10-084
- 54988 - Dipteryx alata: 10.3390/MOLECULES15118193
- 48244 - Discaria chacaye: 10.1016/0031-9422(73)80719-8
- 693047 - Dysoxylum malabaricum:
- 274428 - Echinops niveus: 10.1016/0031-9422(90)85217-4
- 1569394 - Eremanthus capitatus: 10.1016/0031-9422(81)85163-1
- 1548342 - Eremanthus glomerulatus:
- 568080 - Erythrophleum fordii: 10.1016/J.BMC.2008.09.021
- 1136744 - Esenbeckia berlandieri: 10.1016/S0305-1978(01)00138-7
- 154986 - Euphorbia aphylla: 10.1515/ZNC-1988-1-206
- 3991 - Euphorbia characias: 10.1515/ZNC-1988-11-1202
- 38844 - Euphorbia cyparissias:
- 212879 - Euphorbia drupifera: 10.1016/J.FITOTE.2007.02.002
- 1031526 - Euphorbia larica: 10.1351/PAC198153061101
- 1087772 - Euphorbia nicaeensis: 10.1515/ZNC-1988-11-1202
- 38846 - Euphorbia peplus: 10.1515/ZNC-1988-11-1202
- 38847 - Euphorbia segetalis:
- 38847 - Euphorbia segetalis: 10.1016/S0031-9422(03)00007-4
- 154997 - Euphorbia stygiana: 10.1016/S0031-9422(03)00007-4
- 154997 - Euphorbia stygiana: 10.1016/S0031-9422(97)01011-X
- 464037 - Festuca argentina: 10.1016/0305-1978(96)00011-7
- 1504337 - Festuca hieronymi: 10.1016/0305-1978(96)00011-7
- 1233750 - Gardenia saxatilis: 10.1016/S0378-8741(03)00261-7
- 268092 - Gelasia cretica: 10.1021/NP0103665
- 107362 - Geoffroea decorticans: 10.1016/S0031-9422(98)00277-5
- 283122 - Glochidion puberum: 10.1016/S0031-9422(00)89705-8
- 271535 - Glochidion zeylanicum: 10.1016/S0031-9422(00)85232-2
- 280743 - Haploclathra paniculata: 10.1016/S0031-9422(00)84543-4
- 1442637 - Helichrysum anomalum: 10.1016/0031-9422(89)80195-5
- 261799 - Helichrysum retortum: 10.1016/0031-9422(89)80195-5
- 434666 - Hilliardiella aristata: 10.1016/0031-9422(82)85189-3
- 268978 - Hypericum balearicum: 10.1515/ZNC-1994-5-617
- 318058 - Ixeris chinensis: 10.1248/CPB.44.509
- 179690 - Joannesia princeps: 10.1016/S0031-9422(96)00777-7
- 317279 - Kleinia galpinii: 10.1016/0031-9422(82)85252-7
- 189219 - Kleinia neriifolia: 10.1515/ZNC-1995-5-617
- 2067306 - Lepidaploa myriocephala: 10.1016/S0305-1978(02)00079-0
- 1911708 - Leucheria hahnii: 10.1016/0031-9422(89)85056-3
- 496634 - Leucheria thermarum: 10.1016/0031-9422(89)85056-3
- 102783 - Liatris acidota: 10.1016/0031-9422(83)83036-2
- 3983 - Manihot esculenta: 10.1055/S-2003-38488
- 1048568 - Metalasia capitata: 10.1016/0031-9422(90)83033-W
- 1081520 - Monteverdia ilicifolia: 10.1590/S0103-50531999000600017
- 1825850 - Monteverdia truncata: 10.1590/S0103-50531999000600017
- 45164 - Muntingia calabura: 10.1016/S0031-9422(03)00112-2
- 171746 - Mutisia acerosa: 10.1016/S0031-9422(00)89799-X
- 482584 - Nassauvia pyramidalis: 10.1016/S0031-9422(00)89799-X
- 2306952 - Nassauvia uniflora: 10.1016/S0031-9422(00)89799-X
- 2306984 - Neolitsea parvigemma: 10.1002/JCCS.199800018
- 500429 - Notholaena neglecta: 10.1021/NP50050A009
- 705300 - Ormosia henryi: 10.1016/J.FITOTE.2011.10.007
- 540062 - Oxyphyllum ulicinum: 10.1016/0031-9422(88)80118-3
- 943304 - Pachira glabra: 10.1590/S0103-50532002000200022
- 34243 - Packera streptanthifolia: 10.1016/S0031-9422(00)84168-0
- 460347 - Perezia pilifera: 10.1016/S0031-9422(00)97880-4
- 68554 - Phellodendron amurense:
- 68554 - Phellodendron amurense: 10.1248/CPB.53.1118
- 697203 - Phellodendron amurense var. wilsonii: 10.1021/NP030034V
- 354509 - Phellodendron chinense var. glabriusculum: 10.1021/NP030034V
- 212690 - Picris hieracioides: 10.1248/CPB.43.1634
- 1548366 - Piptolepis ericoides: 10.1016/0031-9422(81)85163-1
- 33090 - Plants: -
- 115002 - Platypodium elegans: 10.1016/S0367-326X(00)00279-3
- 76149 - Plumbago zeylanica: 10.1016/J.FITOTE.2004.03.009
- 1504338 - Poa huecu: 10.1021/NP50052A040
- 56065 - Pongamia pinnata:
- 2651278 - Pongamia pinnata var. pinnata: 10.1021/NP030207G
- 1227256 - Proteopsis argentea: 10.1016/0031-9422(81)85165-5
- 1392590 - Pseudocodon convolvulaceus: 10.1016/0305-1978(95)00082-8
- 1071199 - Pterocarpus santalinus: 10.1016/S0031-9422(00)97131-0
- 58331 - Quercus suber: 10.1021/NP50034A017
- 1225085 - Salacia beddomei: 10.1016/0031-9422(95)00424-6
- 1685714 - Salvia multicaulis: 10.1016/S0031-9422(97)00540-2
- 1200507 - Salvia recognita: 10.1016/S0031-9422(97)01056-X
- 2650239 - Sapium stylare: 10.1016/0031-9422(93)85112-5
- 48872 - Sarmienta scandens: 10.1016/S0031-9422(00)97239-X
- 254911 - Saussurea japonica: 10.1021/NP9603941
- 197987 - Scaevola spinescens: 10.1055/S-2006-957961
- 18794 - Senecio: 10.1016/S0031-9422(00)81571-X
- 405109 - Senecio crassissimus: 10.1016/S0031-9422(00)84168-0
- 370702 - Senegalia gaumeri: 10.1515/ZNC-2002-9-1002
- 381101 - Senegalia mellifera: 10.1016/J.PHYTOCHEM.2004.03.002
- 346999 - Senna siamea: 10.1016/S0031-9422(01)00025-5
- 354518 - Skimmia laureola: 10.1016/0031-9422(88)80473-4
- 161271 - Stauntonia obovatifoliola: 10.1016/J.PHYTOCHEM.2008.03.004
- 336154 - Stenocereus beneckei: 10.1021/NP50085A017
- 189254 - Synotis nagensium: 10.1021/NP049831Z
- 3743 - Synsepalum dulcificum: 10.1007/S10600-010-9658-6
- 131536 - Taraxacum japonicum: 10.1248/BPB.22.606
- 1534674 - Tephroseris helenitis: 10.1016/S0031-9422(00)86705-9
- 1534677 - Tephroseris longifolia: 10.1016/S0031-9422(00)86705-9
- 62125 - Tephrosia villosa: 10.1016/S0031-9422(00)95025-8
- 62125 - Tephrosia villosa: 10.1021/NP0302100
- 1924228 - Terminalia glabrescens: 10.1590/S0103-50532003000300021
- 54894 - Tipuana tipu: 10.1515/ZNC-2003-3-411
- 1289396 - Vellozia declinans: 10.1016/0031-9422(92)80451-J
- 159071 - Zanthoxylum ailanthoides:
- 549434 - Zanthoxylum rhoifolium: 10.1016/0305-1978(92)90104-L
- 354530 - Zanthoxylum schinifolium: 10.5012/BKCS.2010.31.04.1081
- 33090 - 南沙参: -
- 33090 - 蒲公英: -
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。
文献列表
- Xiangpei Wang, Mei Liu, Xiaofen Li, Mei Zhang, Feng Xu, Hongyun Liu, Hongmei Wu. Utilizing molecular docking and cell validation to explore the potential mechanisms of lupenone attenuating the inflammatory response via NF-κB pathway.
Scientific reports.
2024 01; 14(1):625. doi:
10.1038/s41598-024-51150-3
. [PMID: 38182871] - Hongmei Wu, Feng Xu, Xulong Huang, Xiaofen Li, Piao Yu, Lingling Zhang, Xiaosong Yang, Juan Kong, Cheng Zhen, Xiangpei Wang. Lupenone improves type 2 diabetic nephropathy by regulating NF-κB pathway-mediated inflammation and TGF-β1/Smad/CTGF-associated fibrosis.
Phytomedicine : international journal of phytotherapy and phytopharmacology.
2023 Sep; 118(?):154959. doi:
10.1016/j.phymed.2023.154959
. [PMID: 37478684] - Sandip Debnath, Taha Alqahtani, Ali Alqahtani, Hanan M Alharbi, Shopnil Akash. Lupenone, a wonder chemical obtained from Euphorbia segetalis to boost affinity for the transcriptional factor escalating drought-tolerance in Solanum Lycopersicum: A cutting-edge computational biology approach.
PloS one.
2023; 18(11):e0281293. doi:
10.1371/journal.pone.0281293
. [PMID: 37939107] - Feng Xu, Mei Zhang, Hongmei Wu, Yuanmin Wang, Ye Yang, Xiangpei Wang. Study on the mechanism of lupenone for treating type 2 diabetes by integrating pharmacological evaluation and network pharmacology.
Pharmaceutical biology.
2022 Dec; 60(1):997-1010. doi:
10.1080/13880209.2022.2067568
. [PMID: 35635284] - Emanuelle M B M da Silva Landim, Ana Lúcia T G Ruiz, João E de Carvalho, Armando M Pomini, Lindamir H Pastorini, Silvana M Oliveira Santin. Antiproliferative activity and chemical constituents of Lonchocarpus cultratus (Fabaceae).
Natural product research.
2021 Jun; 35(12):2056-2059. doi:
10.1080/14786419.2019.1647427
. [PMID: 31401870] - Ashish Kumar, Vijai K Agnihotri. Phytochemical studies of Jurinea macrocephala roots from Western Himalaya.
Natural product research.
2020 Feb; 34(3):421-424. doi:
10.1080/14786419.2018.1530233
. [PMID: 30499332] - Lía S Valencia-Chan, Isabel García-Cámara, Luis W Torres-Tapia, Rosa E Moo-Puc, Sergio R Peraza-Sánchez. Lupane-Type Triterpenes of Phoradendron vernicosum.
Journal of natural products.
2017 11; 80(11):3038-3042. doi:
10.1021/acs.jnatprod.7b00177
. [PMID: 29120172] - Feng Xu, Hongmei Wu, Yuanmin Wang, Ye Yang, Yuan Gao, Xiangpei Wang. Determination of lupenone and β-sitosterol in Rhizoma Musae by UPLC with DAD and ELSD.
Journal of chromatographic science.
2015 Nov; 53(10):1714-9. doi:
10.1093/chromsci/bmv079
. [PMID: 26126840] - Oliver Callies, Luis M Bedoya, Manuela Beltrán, Alejandro Muñoz, Patricia Obregón Calderón, Alex A Osorio, Ignacio A Jiménez, José Alcamí, Isabel L Bazzocchi. Isolation, Structural Modification, and HIV Inhibition of Pentacyclic Lupane-Type Triterpenoids from Cassine xylocarpa and Maytenus cuzcoina.
Journal of natural products.
2015 May; 78(5):1045-55. doi:
10.1021/np501025r
. [PMID: 25927586] - Panawan Suttiarporn, Watcharapong Chumpolsri, Sugunya Mahatheeranont, Suwaporn Luangkamin, Somsuda Teepsawang, Vijittra Leardkamolkarn. Structures of phytosterols and triterpenoids with potential anti-cancer activity in bran of black non-glutinous rice.
Nutrients.
2015 Mar; 7(3):1672-87. doi:
10.3390/nu7031672
. [PMID: 25756784] - M Punnam Chander, K Vinod Kumar, A N Shriram, P Vijayachari. Anti-leptospiral activities of an endemic plant Glyptopetalum calocarpum (Kurz.) Prain used as a medicinal plant by Nicobarese of Andaman and Nicobar Islands.
Natural product research.
2015; 29(16):1575-7. doi:
10.1080/14786419.2014.985679
. [PMID: 25482276] - Feng Xu, Hongmei Wu, Xiangpei Wang, Ye Yang, Yuanmin Wang, Haibing Qian, Yanyan Zhang. RP-HPLC characterization of lupenone and β-sitosterol in rhizoma musae and evaluation of the anti-diabetic activity of lupenone in diabetic Sprague-Dawley rats.
Molecules (Basel, Switzerland).
2014 Sep; 19(9):14114-27. doi:
10.3390/molecules190914114
. [PMID: 25207716] - L M Ramadhan Al Muqarrabun, Norizan Ahmat, S Ruzaina S Aris, Nurdiana Shamsulrijal, Syarul N Baharum, Rafidah Ahmad, A Rifki Rosandy, M Nazip Suratman, H Takayama. A new sesquiterpenoid from Scaphium macropodum (Miq.) Beumee.
Natural product research.
2014; 28(9):597-605. doi:
10.1080/14786419.2014.886211
. [PMID: 24568340] - Eun-Kyung Ahn, Joa Sub Oh. Lupenone isolated from Adenophora triphylla var. japonica extract inhibits adipogenic differentiation through the downregulation of PPARγ in 3T3-L1 cells.
Phytotherapy research : PTR.
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