Lupeyl acetate (BioDeep_00000000689)

Secondary id: BioDeep_00000264679, BioDeep_00000871839

PANOMIX_OTCML-2023 Volatile Flavor Compounds

代谢物信息卡片

[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate

化学式: C32H52O2 (468.3967092)
中文名称: 羽扇豆醇乙酸酯, 乙酸羽扇醇酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.55%

分子结构信息

SMILES: C=C(C)C1CCC2(C)CCC3(C)C(CCC4C5(C)CCC(OC(C)=O)C(C)(C)C5CCC43C)C12
InChI: InChI=1S/C32H52O2/c1-20(2)22-12-15-29(6)18-19-31(8)23(27(22)29)10-11-25-30(7)16-14-26(34-21(3)33)28(4,5)24(30)13-17-32(25,31)9/h22-27H,1,10-19H2,2-9H3

描述信息

Lupeol acetate is an organic molecular entity. It has a role as a metabolite.
Lupeol acetate is a natural product found in Euphorbia dracunculoides, Euphorbia larica, and other organisms with data available.
Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].
Lupeol acetate, a derivative of Lupeol, suppresses the progression of rheumatoid arthritis (RA) by inhibiting the activation of macrophages and osteoclastogenesis through downregulations of TNF-α, IL-1β, MCP-1, COX-2, VEGF and granzyme B[1].

同义名列表

20 个代谢物同义名

[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] acetate; Acetic acid (1R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-1-isopropenyl-3a,5a,5b,8,8,11a-hexamethyl-eicosahydro-cyclopenta[a]chrysen-9-yl ester; Lup-20(29)-en-3-ol, acetate, (3.beta.)-; Lup-20(29)-en-3-ol, acetate, (3beta)-; LUP-20(30)-EN-3.BETA.-OL, ACETATE; Lup-20(29)-en-3.beta.-ol, acetate; LUP-20(29)-EN-3.BETA.-YL ACETATE; Lup-20(29)-en-3beta-ol, acetate; 3-acetyllupeol, (3alpha)-isomer; 3.BETA.-OAC-20(29)-LUPENE; LUPEOL ACETATE [MI]; 3-O-Acetyllupeol; CLERODOL ACETATE; LUPENYL ACETATE; UNII-WJ3A89G0H6; Lupeyl acetate; Lupeol acetate; 3-acetyllupeol; WJ3A89G0H6; Lupeol acetate

数据库引用编号

18 个数据库交叉引用编号

ChEBI: CHEBI:69744
KEGG: C08630
PubChem: 92157
PubChem: 323074
Metlin: METLIN41272
ChEMBL: CHEMBL453802
LipidMAPS: LMPR0106130002
MeSH: 3-acetyllupeol
ChemIDplus: 0001617681
CAS: 1617-68-1
medchemexpress: HY-126114
PMhub: MS000020067
MetaboLights: MTBLC69744
PubChem: 10823
KNApSAcK: C00003750
3DMET: B02283
NIKKAJI: J145.292D
KNApSAcK: 69744

分类词条

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)

182 个相关的物种来源信息

217838 - Acmella radicans: 10.1016/S0031-9422(00)84123-0
711014 - Acourtia nana: 10.1016/0031-9422(91)85125-J
387511 - Adenia hastata: 10.1055/S-2006-957747
82280 - Adenophora wawreana: 10.4268/CJCMM20111611
84857 - Alstonia boonei: 10.1002/PTR.2650070227
324585 - Ancathia igniaria: 10.1007/BF00598704
2775048 - Archidasyphyllum diacanthoides: 10.1016/S0031-9422(00)98112-3
378681 - Arctotis arctotoides: 10.1055/S-2007-969186
259893 - Artemisia argyi: 10.1248/CPB.32.723
194251 - Artocarpus altilis: 10.1016/0031-9422(91)83081-U
709040 - Artocarpus chama: 10.1016/S0031-9422(00)84340-X
2290778 - Artocarpus nobilis: 10.1016/J.PHYTOL.2010.07.008
1745002 - Austrobrickellia patens: 10.1016/S0031-9422(00)81176-0
759864 - Baccharoides anthelmintica: 10.1016/0031-9422(92)83142-L
29813 - Balanophora fungosa: 10.1248/CPB.57.1352
447008 - Balanophora harlandii: 10.1007/S10600-018-2437-5
1128101 - Balanophora indica:
1745017 - Bejaranoa balansae: 10.1016/0031-9422(95)00806-3
1745020 - Bishopiella elegans: 10.1016/0031-9422(91)83025-G
1205696 - Blainvillea acmella: 10.1016/S0031-9422(00)83115-5
130239 - Brachylaena discolor: 10.1016/S0031-9422(00)83886-8
1237404 - Brachylaena discolor var. rotundata: 10.1016/0031-9422(82)83157-9
493952 - Brachylaena huillensis: 10.1016/0031-9422(91)80119-L
2840031 - Brachylaena perrieri: 10.1016/0031-9422(91)80119-L
1542379 - Brachylaena ramiflora: 10.1021/NP0201220
714454 - Buddleja officinalis: 10.4268/CJCMM20110820
53846 - Caesalpinia pulcherrima: 10.1021/NP0201523
1125166 - Calea jamaicensis: 10.1016/S0031-9422(00)97995-0
41496 - Calendula officinalis: 10.1002/PCA.582
1548555 - Calostephane divaricata: 10.1016/S0031-9422(00)97762-8
1745026 - Campuloclinium megacephalum: 10.1016/0031-9422(91)83025-G
1928667 - Centaurea procurrens: 10.21608/RPBS.2018.5923
2072395 - Centaurea scoparia: 10.1007/S10600-007-0232-9
397370 - Centipeda minima: 10.1076/PHBI.37.4.314.5797
434639 - Chresta sphaerocephala: 10.1016/S0031-9422(82)85038-3
171767 - Chuquiraga ulicina:
143190 - Cirsium palustre: 10.1007/S10600-011-0023-1
2358360 - Cnidoscolus elasticus: 10.1021/NP50035A011
2358357 - Cnidoscolus multilobus: 10.4067/S0717-97072005000300011
2907091 - Cnidoscolus texanus: 10.1055/S-2007-990226
316878 - Cnidoscolus urens:
2358363 - Cnidoscolus vitifolius: 10.1016/S0031-9422(98)00069-7
91242 - Conyza bonariensis: 10.3390/50300571
2321275 - Coussarea paniculata: 10.1021/NP0204848
125682 - Cratystylis conocephala: 10.1016/0031-9422(88)84108-6
52844 - Cryptolepis nigrescens: 10.4268/CJCMM20150419
211151 - Cyanthillium cinereum: 10.1080/14786410500045598
434645 - Cyanthillium patulum: 10.1016/S0031-9422(00)84169-2
157702 - Cynara cornigera: 10.1016/0305-1978(88)90009-9
935151 - Cynara sibthorpiana: 10.1016/0305-1978(88)90009-9
1548336 - Cyrtocymura scorpioides:
2918710 - Daphne aurantiaca: 10.1021/NP9005053
13481 - Dasyphyllum diacanthoides: 10.1016/S0031-9422(00)98112-3
160049 - Dendrophthoe falcata: 10.1248/CPB.54.740
1184223 - Dicoma anomala: 10.1016/0031-9422(90)89034-7
984796 - Dorstenia brasiliensis: 10.1590/S0103-50531997000500016
1142948 - Dracaena cinnabari: 10.1016/0031-9422(94)00743-D
909143 - Echinops echinatus: 10.1016/J.BSE.2012.10.013
212299 - Elateriospermum tapos: 10.1021/NP070629G
318057 - Elephantopus mollis:
1569394 - Eremanthus capitatus: 10.1016/0031-9422(81)85163-1
1569396 - Eremanthus crotonoides: 10.1016/S0031-9422(82)85038-3
1548342 - Eremanthus glomerulatus:
1569399 - Eremanthus incanus: 10.1016/S0031-9422(00)83940-0
1569402 - Eremanthus mollis: 10.1016/S0031-9422(00)98542-X
1977555 - Erythrina sigmoidea: 10.1080/10286020.2010.546352
434659 - Ethulia conyzoides: 10.1016/0031-9422(80)83031-7
1333888 - Euphorbia altotibetica: 10.1002/CHIN.200345199
154986 - Euphorbia aphylla: 10.1515/ZNC-1988-1-206
3991 - Euphorbia characias: 10.1515/ZNC-1988-11-1202
1008446 - Euphorbia dracunculoides: 10.4268/CJCMM20142015
3993 - Euphorbia esula: 10.1016/S0031-9422(00)82608-4
1046465 - Euphorbia granulata: 10.4268/CJCMM20141227
1031526 - Euphorbia larica:
154997 - Euphorbia stygiana: 10.1016/S0031-9422(03)00007-4
13523 - Euptelea polyandra: 10.1021/NP50054A031
291470 - Fagonia mollis: 10.21608/BFSA.1999.66080
3494 - Ficus carica:
309266 - Ficus cordata: 10.1515/ZNB-2008-1113
182117 - Ficus macrophylla: 10.1071/CH9650226
309328 - Ficus mucuso: 10.1021/NP100896W
66386 - Ficus pumila: 10.1248/CPB.46.1408
176535 - Florestina tripteris: 10.1016/0031-9422(88)83154-6
1548571 - Geigeria brevifolia: 10.1016/S0031-9422(82)85040-1
268092 - Gelasia cretica: 10.1021/NP0103665
871893 - Gelasia tomentosa: 10.1080/10575639208048902
191881 - Guilandina bonduc:
2780416 - Gymnanthemum coloratum: 10.1016/0031-9422(91)83457-V
2676169 - Gymnanthemum myrianthum: 10.1016/0031-9422(82)85189-3
540063 - Gypothamnium pinifolium: 10.1016/0031-9422(88)80695-2
454511 - Haloxylon salicornicum: 10.1016/J.BMCL.2010.05.061
378691 - Haplocarpha lyrata: 10.1016/S0031-9422(00)82439-5
185653 - Heliopsis longipes: 10.1016/J.PHYTOL.2011.04.014
63476 - Hemidesmus indicus: 10.1016/S0031-9422(00)97582-4
434666 - Hilliardiella aristata:
1937595 - Himatanthus articulatus:
1552227 - Hymenopappus tenuifolius: 10.1016/0031-9422(88)80612-5
318058 - Ixeris chinensis:
1519174 - Ixeris japonica: 10.1248/YAKUSHI1947.103.3_356
75953 - Lactuca indica: 10.1248/CPB.59.767
4236 - Lactuca sativa: 10.1016/0031-9422(86)88039-6
2067305 - Lepidaploa leptoclada: 10.1135/CCCC19940913
2067288 - Lessingianthus mollissimus: 10.1021/NP50044A031
516727 - Leucheria gayana: 10.1016/0031-9422(91)85274-4
1911711 - Leucheria lithospermifolia: 10.1016/0031-9422(91)85274-4
460328 - Leucheria rosea: 10.1016/0031-9422(91)85274-4
55740 - Liabum solidagineum: 10.1016/S0031-9422(00)83499-8
983222 - Liatris laevigata: 10.1016/S0031-9422(00)86968-X
983224 - Liatris microcephala: 10.1016/S0031-9422(00)84035-2
344079 - Litsea sericea: 10.1016/0031-9422(92)83139-P
1548356 - Lychnophora candelabrum: 10.1016/0305-1978(91)90062-5
375932 - Lychnophora salicifolia: 10.1016/S0031-9422(00)82422-X
3496 - Maclura pomifera: 10.1007/BF02859211
149445 - Madia sativa: 10.1016/S0031-9422(00)82425-5
2771398 - Maquira coriacea: 10.1016/S0367-326X(01)00317-3
204129 - Mesosphaerum suaveolens: 10.3923/IJP.2008.227.229
1127088 - Mikania hookeriana: 10.1016/S0305-1978(03)00061-9
233715 - Mimusops elengi: 10.1016/S0031-9422(00)90897-5
516729 - Mutisia decurrens: 10.1016/0031-9422(91)85274-4
496639 - Mutisia retrorsa: 10.1016/S0031-9422(00)85512-0
2576591 - Nahuatlea hypoleuca: 10.1016/S0031-9422(00)81575-7
128655 - Neolitsea sericea: 10.1016/0031-9422(92)83139-P
1548360 - Orthopappus angustifolius: 10.1016/S0031-9422(00)81836-1
130290 - Pachylaena atriplicifolia: 10.1016/S0031-9422(00)90867-7
1569432 - Paralychnophora bicolor: 10.1016/S0031-9422(00)83940-0
463613 - Paranephelius uniflorus: 10.1016/S0031-9422(00)84042-X
1548621 - Pegolettia retrofracta: 10.1016/S0031-9422(00)97892-0
63483 - Pergularia daemia: 10.1002/JPS.3030360808
42345 - Phoenix dactylifera: 10.1016/0031-9422(83)80054-5
446128 - Phoenix theophrasti: 10.1016/0031-9422(83)80054-5
296035 - Phyllanthus urinaria: 10.1055/S-2006-958083
1885128 - Picris cyanocarpa: 10.1055/S-2006-962463
212690 - Picris hieracioides: 10.1248/CPB.43.1634
1548366 - Piptolepis ericoides: 10.1016/0031-9422(81)85163-1
1745127 - Planaltoa lychnophoroides: 10.1016/S0031-9422(00)95294-4
33090 - Plants: -
130299 - Plazia daphnoides: 10.1016/0031-9422(88)80695-2
1184246 - Pleiotaxis rugosa: 10.1016/0031-9422(82)80158-1
1548623 - Pluchea arguta: 10.1016/0031-9422(86)80034-6
76149 - Plumbago zeylanica: 10.1016/J.FITOTE.2004.03.009
52847 - Plumeria: 10.1201/9780203022320.CH4
62097 - Plumeria rubra: 10.1055/S-0029-1240611
397169 - Pouteria torta: 10.1590/S0102-695X2005000300002
1227256 - Proteopsis argentea: 10.1016/0031-9422(81)85165-5
169141 - Pseudocyphellaria aurata: 10.1071/CH9900623
999612 - Psorospermum androsaemifolium: 10.1002/CJOC.201190065
119188 - Pulicaria incisa: 10.1055/S-0034-1382449
53728 - Ratibida columnifera: 10.1016/S0031-9422(00)81502-2
43208 - Reichardia tingitana: 10.1016/0031-9422(91)80045-3
1548370 - Rolandra fruticosa: 10.1016/S0031-9422(00)97890-7
1933716 - Salvia cyanescens: 10.1016/S0031-9422(97)00146-5
57203 - Sambucus adnata: 10.1248/CPB.59.1396
4202 - Sambucus nigra: 10.1055/S-0028-1097541
886941 - Saussurea candicans: 10.1016/0031-9422(88)80305-4
405109 - Senecio crassissimus: 10.1016/S0031-9422(00)84168-0
407078 - Sideroxylon rotundifolium: 10.1055/S-0028-1097766
59297 - Solidago canadensis: 10.1016/J.BMC.2004.08.048
50193 - Sonchus asper: 10.1135/CCCC19793391
1136794 - Spiracantha cornifolia: 10.1016/0031-9422(90)87130-M
413302 - Streptocaulon juventas: 10.1016/J.FITOTE.2004.06.007
3743 - Synsepalum dulcificum: 10.1007/S10600-010-9658-6
403124 - Tabernaemontana catharinensis: 10.1016/S0021-9673(98)00084-3
52861 - Tabernaemontana divaricata: 10.1021/NP50057A012
761072 - Tabernaemontana heterophylla: 10.1590/1809-43921983132409
761076 - Tabernaemontana laeta: 10.1590/S0103-50532001000300008
761084 - Tabernaemontana odoratissima: 10.1016/S0031-9422(00)90127-4
403125 - Tabernaemontana pachysiphon: 10.1016/S0031-9422(00)83488-3
761103 - Tabernaemontana ventricosa: 10.1021/NP50046A049
506632 - Tamaulipa azurea: 10.1016/0031-9422(91)83025-G
2803980 - Taraxacum hallaisanense: 10.1007/BF02986020
131536 - Taraxacum japonicum: 10.1248/BPB.22.606
170727 - Taraxacum platycarpum: 10.1248/CPB.60.205
434697 - Tarlmounia elliptica: 10.1016/0031-9422(82)80164-7
52862 - Thevetia peruviana:
460359 - Urmenetea atacamensis: 10.1016/0031-9422(88)80708-8
1620208 - Verbesina virginica: 10.1016/S0031-9422(00)91034-3
2067322 - Vernonanthura fagifolia: 10.1016/S0031-9422(00)84169-2
1508306 - Vernonanthura phosphorica: 10.1016/S0031-9422(00)84169-2
992807 - Vernonia colorata: 10.1016/0031-9422(91)83457-V
1224204 - Vernonia elaeagnifolia: 10.1016/0031-9422(82)80164-7
85297 - Xerosicyos danguyi: 10.1016/S0305-1978(98)00070-2
159071 - Zanthoxylum ailanthoides:

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

Qun Shi, Yi-Wei Sun, Dali Meng. Phytochemical and cytotoxic studies on the roots of Euphorbia fischeriana. Bioorganic & medicinal chemistry letters. 2017 01; 27(2):266-270. doi: 10.1016/j.bmcl.2016.11.063. [PMID: 27913179]
Patrícia de Brum Vieira, Nícolas Luiz Feijó Silva, Gloria Narjara Santos da Silva, Denise Brentan Silva, Norberto Peporine Lopes, Simone Cristina Baggio Gnoatto, Márcia Vanusa da Silva, Alexandre José Macedo, Jaume Bastida, Tiana Tasca. Caatinga plants: Natural and semi-synthetic compounds potentially active against Trichomonas vaginalis. Bioorganic & medicinal chemistry letters. 2016 May; 26(9):2229-36. doi: 10.1016/j.bmcl.2016.03.061. [PMID: 27020521]
Nesrin M Fayek, Azza R Abdel Monem, Mohamed Y Mossa, Meselhy R Meselhy, Amani H Shazly. Chemical and biological study of Manilkara zapota (L.) Van Royen leaves (Sapotaceae) cultivated in Egypt. Pharmacognosy research. 2012 Apr; 4(2):85-91. doi: 10.4103/0974-8490.94723. [PMID: 22518080]
Taha S El-Alfy, Shahira M Ezzat, Ahmed K Hegazy, Aziza M M Amer, Gehan M Kamel. Isolation of biologically active constituents from Moringa peregrina (Forssk.) Fiori. (family: Moringaceae) growing in Egypt. Pharmacognosy magazine. 2011 Apr; 7(26):109-15. doi: 10.4103/0973-1296.80667. [PMID: 21716619]
Rajnish Gupta, Jai B S Kachhawa, R S Gupta, Anil Kumar Sharma, M C Sharma, M P Dobhal. Phytochemical evaluation and antispermatogenic activity of Thevetia peruviana methanol extract in male albino rats. Human fertility (Cambridge, England). 2011 Mar; 14(1):53-9. doi: 10.3109/14647273.2010.542230. [PMID: 21466267]
Mohammad Ali, Nisha Chaudhary. Ficus hispida Linn.: A review of its pharmacognostic and ethnomedicinal properties. Pharmacognosy reviews. 2011 Jan; 5(9):96-102. doi: 10.4103/0973-7847.79104. [PMID: 22096323]
Daniel L Lucetti, Elaine Cp Lucetti, Mary Anne M Bandeira, Helenicy Nh Veras, Aline H Silva, Luzia Kalyne Am Leal, Amanda A Lopes, Victor Cc Alves, Gabriela S Silva, Gerly Anne Brito, Glauce B Viana. Anti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel. Journal of inflammation (London, England). 2010 Dec; 7(?):60. doi: 10.1186/1476-9255-7-60. [PMID: 21167055]
Jean Jules Kezetas Bankeu, Sufyan Awad Alkarim Mustafa, Anar Sahib Gojayev, Bruno Djakou Lenta, Didérot Tchamo Noungoué, Silvère Augustin Ngouela, Khalid Asaad, Mohammed Iqbal Choudhary, Sean Prigge, Akif Alekper Guliyev, Augustin Ephrem Nkengfack, Etienne Tsamo, Muhammad Shaiq Ali. Ceramide and Cerebroside from the stem bark of Ficus mucuso (Moraceae). Chemical & pharmaceutical bulletin. 2010 Dec; 58(12):1661-5. doi: 10.1248/cpb.58.1661. [PMID: 21139276]
Joseph J Magadula. A bioactive isoprenylated xanthone and other constituents of Garcinia edulis. Fitoterapia. 2010 Jul; 81(5):420-3. doi: 10.1016/j.fitote.2009.12.002. [PMID: 20006684]
Yan-Wen Li, Zhi-Rong Sun, Zhi-Yong Li, Jia-Xing Jin, Wen-Quan Wang, Yu-Ning Yan. [Studies on the chemical constituents of Ficus microcarpa]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jun; 33(6):918-20. doi: . [PMID: 21049616]
Cr Pawar, Sj Surana. Antioxidant Properties of the Methanol Extract of the Wood and Pericarp of Caesalpinia decapetala. Journal of young pharmacists : JYP. 2010 Jan; 2(1):45-9. doi: 10.4103/0975-1483.62212. [PMID: 21331190]
Mitja Martelanc, Irena Vovk, Breda Simonovska. Separation and identification of some common isomeric plant triterpenoids by thin-layer chromatography and high-performance liquid chromatography. Journal of chromatography. A. 2009 Sep; 1216(38):6662-70. doi: 10.1016/j.chroma.2009.07.038. [PMID: 19695573]
Manish A Rachchh, Sunita M Jain. Gastroprotective effect of Benincasa hispida fruit extract. Indian journal of pharmacology. 2008 Nov; 40(6):271-5. doi: 10.4103/0253-7613.45154. [PMID: 21279184]
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