friedelanol (BioDeep_00000000544)

PANOMIX_OTCML-2023

代谢物信息卡片

(3S,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol

化学式: C30H52O (428.4017942)
中文名称: 表木栓醇
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 4.55%

分子结构信息

SMILES: CC1C(CCC2C1(CCC3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C)C)C)C)C)C)O
InChI: InChI=1S/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1

描述信息

Epi-Friedelanol is a triterpenoid.
Epifriedelanol is a natural product found in Plenckia populnea, Quercus glauca, and other organisms with data available.

同义名列表

20 个代谢物同义名

(3S,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol; 24,25,26-Trinoroleanan-3-ol, 5,9,13-trimethyl-, (3beta,4beta,5beta,8alpha,9beta,10alpha,13alpha,14beta)-; 24,25,26-Trinoroleanan-3-ol, 5,9,13-trimethyl-, (3beta,4beta,5beta,8alpha,9beta,10alpha,13alha,14beta)-; 5,9,13-Trimethyl-24,25,26-trinoroleanan-3-ol (3beta,4beta,5beta,8alpha,9beta,10alpha,13alha,14beta)-; 4,4a,6b,8a,11,11,12b,14a-Octamethyldocosahydropicen-3-ol; friedelinol, (3beta)-isomer; 3beta-Hydroxyfriedelane; Longan triterpane A; Friedelin-3beta-ol; Friedelan-3beta-ol; 3Beta-Friedelanol; 3beta-friedelinol; beta-Friedelinol; Epifriendelanol; epi-friedelinol; Epi-Friedelanol; Epifriedelinol; Epifriedelanol; friedelanol; friedelinol

数据库引用编号

14 个数据库交叉引用编号

ChEBI: CHEBI:80941
KEGG: C17123
PubChem: 119242
Metlin: METLIN71578
ChEMBL: CHEMBL464649
MeSH: friedelinol
ChemIDplus: 0016844716
KNApSAcK: C00031793
CAS: 16844-71-6
medchemexpress: HY-N1931
PMhub: MS000043242
PubChem: 96023588
KNApSAcK: C00030190
NIKKAJI: J16.165I

分类词条

三萜类

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)

102 个相关的物种来源信息

1744987 - Acritopappus heterolepis: 10.1016/S0031-9422(00)83946-1
55598 - Ageratum houstonianum: 10.1016/S0031-9422(00)97171-1
681403 - Alchornea latifolia: 10.1016/S0367-326X(99)00133-1
1343630 - Anchietea pyrifolia: 10.1021/NP0700927
459890 - Anchietea salutaris: 10.1021/NP0700927
276775 - Ardisia japonica: 10.1021/NP060359M
35608 - Artemisia annua: 10.1055/S-2006-959408
1196466 - Aster baccharoides: 10.1016/S0031-9422(00)97174-7
947972 - Aster koraiensis: 10.1248/CPB.53.1194
588669 - Aster tataricus:
2707395 - Baccharis chilco: 10.1016/0031-9422(89)80047-0
1654447 - Baccharis patagonica: 10.1021/NP50055A026
1715999 - Baccharis tricuneata: 10.1016/S0031-9422(00)82620-5
890405 - Begonia malabarica: 10.1016/S0378-8741(01)00352-X
125587 - Bistorta officinalis: 10.1016/J.PHYTOCHEM.2005.07.008
319147 - Bridelia ferruginea: 10.1016/S0031-9422(00)82558-3
857496 - Caesalpinia minax: 10.1016/S0968-0896(02)00072-X
1125166 - Calea jamaicensis: 10.1021/NP50035A008
883767 - Calophyllum calaba: 10.1016/S0031-9422(00)80326-X
158927 - Calophyllum inophyllum: 10.1016/J.FITOTE.2010.02.005
3483 - Cannabis sativa:
425820 - Castanopsis eyrei: 10.1071/CH9682583
489983 - Celastrus vulcanicola: 10.1021/JF1022115
199504 - Chrysoma pauciflosculosa: 10.1016/S0031-9422(00)97524-1
165298 - Cissus quadrangularis: 10.1016/0031-9422(91)85270-A
180924 - Clusia nemorosa: 10.1016/S0031-9422(97)00746-2
507408 - Combretum imberbe: 10.1016/0031-9422(88)83135-2
72917 - Conyza canadensis: 10.1016/J.CCLET.2010.02.022
271748 - Cratoxylum arborescens: 10.1055/S-2006-951725
312560 - Cuphea appendiculata: 10.1055/S-2006-959585
312566 - Cuphea carthagenensis: 10.1055/S-2006-959585
312572 - Cuphea epilobiifolia: 10.1055/S-2006-959585
96665 - Dendropanax trifidus: 10.1021/NP0500272
564662 - Desmodium incanum: 10.1002/EJOC.200600742
128017 - Dimocarpus longan: 10.1016/S0031-9422(00)97308-4
2708818 - Drypetes gossweileri: 10.1016/S0031-9422(02)00630-1
313931 - Duhaldea cappa:
318057 - Elephantopus mollis:
396369 - Elephantopus scaber: 10.1016/S0031-9422(00)85888-4
75585 - Elliottia paniculata: 10.1248/YAKUSHI1947.94.12_1634
72917 - Erigeron canadensis: 10.1016/J.CCLET.2010.02.022
119951 - Eugenia uniflora: 10.1055/S-0028-1097540
334664 - Euphorbia antiquorum: 10.1016/0031-9422(89)80049-4
1091613 - Euphorbia boetica: 10.1016/0031-9422(88)83136-4
1281384 - Euphorbia sapinii: 10.1016/J.PHYTOL.2011.04.001
279257 - Garcinia spicata: 10.1016/S0031-9422(00)80326-X
283122 - Glochidion puberum: 10.1016/S0031-9422(00)89705-8
489987 - Gymnosporia cassinoides:
1604314 - Gynura japonica: 10.1002/JCCS.200400211
2171543 - Heliotropium ellipticum: 10.1016/S0367-326X(01)00267-2
1548383 - Hololepis pedunculata: 10.1007/S10600-006-0266-4
63066 - Holoptelea integrifolia: 10.1055/S-0028-1099406
139741 - Ipomoea nervosa: 10.1016/S0031-9422(00)86474-2
180498 - Jatropha curcas: 10.1002/HLCA.201000313
1399699 - Leucosyke quadrinervia: 10.1016/0031-9422(93)85257-R
109849 - Macaranga tanarius: 10.1016/0031-9422(75)83047-0
463319 - Mallotus apelta: 10.1007/BF02975113
396490 - Mallotus pallidus: 10.3987/COM-04-10221
29780 - Mangifera indica:
2822244 - Maytenus canariensis:
1081527 - Maytenus salicifolia: 10.1002/MRC.1734
1081525 - Monteverdia rigida: 10.1016/J.CBI.2009.12.012
1825850 - Monteverdia truncata: 10.1002/1097-458X(200011)38:11<977::AID-MRC757>3.0.CO;2-9
1641223 - Myrovernix scaber: 10.1016/S0031-9422(00)85888-4
199265 - Olearia paniculata: 10.1071/CH9640712
1399712 - Oreocnide frutescens: 10.1016/J.FITOTE.2010.05.008
74825 - Pachysandra terminalis: 10.1016/S0040-4039(01)97003-0
1569432 - Paralychnophora bicolor: 10.1016/S0031-9422(00)83940-0
204975 - Pentaclethra eetveldeana: 10.1016/0031-9422(95)00944-2
119176 - Pentanema britannicum: 10.1016/S0031-9422(00)84603-8
254780 - Persicaria amphibia: 10.1016/J.PHYTOCHEM.2005.07.008
296037 - Phyllanthus reticulatus: 10.1016/S0031-9422(00)94448-0
2708513 - Phyllanthus watsonii: 10.1016/0031-9422(92)80125-X
1034035 - Plenckia populnea: 10.1002/1097-458X(200012)38:12<1023::AID-MRC771>3.0.CO;2-X
123450 - Pleurostylia opposita: 10.1016/0031-9422(83)83027-1
467335 - Polygonum plebeium: 10.1055/S-0028-1097706
2072282 - Pourouma guianensis: 10.1078/0944-7113-00381
28504 - Putranjiva roxburghii: 10.1016/0040-4020(68)88069-X
3767 - Pyrus pyrifolia: 10.1271/BBB.65.1198
103489 - Quercus glauca: 10.1071/CH9652043
123464 - Reissantia grahamii:
65534 - Rhodobryum roseum: 10.4268/CJCMM20111611
49619 - Rhododendron anthopogon: 10.1007/S10600-013-0640-Y
184574 - Rhododendron aureum: 10.1007/BF01032020
257785 - Rhododendron caucasicum: 10.1007/BF01032020
49622 - Rhododendron ferrugineum: 10.1007/BF00569023
141212 - Rhododendron formosanum: 10.1002/MRC.1844
634960 - Santolina oblongifolia: 10.1016/S0031-9422(00)94526-6
155263 - Sideritis soluta: 10.1016/J.PHYTOCHEM.2009.05.011
53737 - Sphagneticola trilobata:
558477 - Stevia lucida: 10.1016/S0031-9422(97)00793-0
1460259 - Swertia corymbosa: 10.1016/S0367-326X(02)00011-4
363515 - Swertia souliei: 10.1016/S0367-326X(02)00011-4
1042139 - Syzygium grande: 10.1002/MRC.1954
2696576 - Taiwanofungus camphoratus: 10.1021/NP070045E
647961 - Tanacetum densum: 10.1016/0031-9422(91)83015-D
1297873 - Ulmus davidiana: 10.1007/S12272-010-0903-0
198266 - Ulmus pumila: 10.1248/CPB.54.775
276782 - Vaccinium bracteatum: 10.1248/YAKUSHI1947.85.6_553
1048926 - Viguiera decurrens: 10.1016/S0031-9422(00)00283-1
1489957 - Vitex peduncularis: 10.1055/S-2007-969792
1603848 - Xylosma longifolia: 10.1016/J.PHYTOL.2011.04.008

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

Jing Zhang, Yang He, Ying Zhou, Liping Hong, Zhansheng Jiang, Ying Zhao, Zhanyu Pan. Epifriedelinol Ameliorates DMBA-Induced Breast Cancer in Albino Rats by Regulating the PI3K/AKT Pathway. The Tohoku journal of experimental medicine. 2022 Jul; 257(4):283-289. doi: 10.1620/tjem.2022.j030. [PMID: 35598971]
D Credo, F P Mabiki, F Machumi, M Chacha, C Cornett, B Styrishave. Anti-Newcastle Disease Virus activity of 3β and 3α Friedelanol Triterpenoids from the leaves of Synadenium glaucescens Pax. Tropical biomedicine. 2022 Jun; 39(2):257-264. doi: 10.47665/tb.39.2.016. [PMID: 35838100]
Fabio Ferrini, Daniele Fraternale, Sabrina Donati Zeppa, Giancarlo Verardo, Andrea Gorassini, Vittoria Carrabs, Maria Cristina Albertini, Piero Sestili. Yield, Characterization, and Possible Exploitation of Cannabis Sativa L. Roots Grown under Aeroponics Cultivation. Molecules (Basel, Switzerland). 2021 Aug; 26(16):. doi: 10.3390/molecules26164889. [PMID: 34443479]
Patrícia Marques Rodrigues, João Victor Dutra Gomes, Claudia Masrouah Jamal, Álvaro Cunha Neto, Maria Lucilia Santos, Christopher William Fagg, Yris Maria Fonseca-Bazzo, Pérola de Oliveira Magalhães, Paloma Michelle de Sales, Dâmaris Silveira. Triterpenes from Pouteria ramiflora (Mart.) Radlk. Leaves (Sapotaceae). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Nov; 109(Pt 2):1063-1068. doi: 10.1016/j.fct.2017.05.026. [PMID: 28533130]
Jie Yang, Jing Fa, Bingxing Li. APOPTOSIS INDUCTION OF EPIFRIEDELINOL ON HUMAN CERVICAL CANCER CELL LINE. African journal of traditional, complementary, and alternative medicines : AJTCAM. 2017; 14(4):80-86. doi: 10.21010/ajtcam.v14i4.10. [PMID: 28638870]
De-Feng Yin, Kai Zhou, Ji-Tao Liu, Li Hu, Ying Liu, Jun Deng, Song-Ping Wang, Ying Xiong, Wu Zhong. Development and validation of an LC/MS/MS method for simultaneous determination of shionone and epi-friedelinol in rat plasma for pharmacokinetic study after oral administration of Aster tataricus extract. Biomedical chromatography : BMC. 2016 Jul; 30(7):1112-1117. doi: 10.1002/bmc.3658. [PMID: 26581126]
Ling-Yun Jia, Jing Wang, Chong-Ning Lv, Tan-Ye Xu, Ben-Zhi Jia, Jin-Cai Lu. A new cycloartane nortriterpenoid from stem and leaf of Quercus variabilis. Journal of Asian natural products research. 2013 Sep; 15(9):1050-4. doi: 10.1080/10286020.2012.762911. [PMID: 23869388]
Jun Chen, Jian-Hua Wei, Shao-Fang Cai, Hong-Jian Zhang, Xiao-Hua Zhang, Wen-Jing Liang, Shan-Guang Wu. [Chemical constituents in whole herb of Bidens pilosa var. radiata]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 Mar; 36(3):410-3. doi: . [PMID: 24010324]
Yi-Na Wang, Jin-Yan Cai, Lin Zhao, En Zhu, De-Zhi Zhang. [Study on chemical constituents from Anoectochilus chapaensis]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Jun; 35(6):911-3. doi: . [PMID: 23236826]
Hyo Hyun Yang, Jong-Keun Son, Bochan Jung, Mingshan Zheng, Jae-Ryong Kim. Epifriedelanol from the root bark of Ulmus davidiana inhibits cellular senescence in human primary cells. Planta medica. 2011 Mar; 77(5):441-9. doi: 10.1055/s-0030-1250458. [PMID: 21049397]
David Torres-Romero, Beatriz King-Díaz, Reto J Strasser, Ignacio A Jiménez, Blas Lotina-Hennsen, Isabel L Bazzocchi. Friedelane triterpenes from Celastrus vulcanicola as photosynthetic inhibitors. Journal of agricultural and food chemistry. 2010 Oct; 58(20):10847-54. doi: 10.1021/jf1022115. [PMID: 20873773]
Shao-Hui Zhu, Qian-Jun Zhang, Qing Chen, Tuo Zhou, Rong-Jun Yao. [Study on the chemical constituents of Dichrocephala integrifolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jan; 33(1):53-5. doi: . [PMID: 20518304]
Ke Pi, Qian-Jun Zhang, Ming-Yue Mou, Song Bai, Qing Chen, Rong-Jun Yao. [Study on liposoluble constituents of Teucrium labiosum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2008 Jul; 31(7):1003-5. doi: ". [PMID: 18973016]
Rong-Jyh Lin, Chung-Yi Chen, Wen-Li Lo. Cytotoxic activity of Ipomoea cairica. Natural product research. 2008 Jun; 22(9):747-53. doi: 10.1080/14786410701628739. [PMID: 18569716]
Karuppiah Pillai Manoharan, Fan Jing Song, Tan Kwong Huat Benny, Daiwen Yang. Triterpenoids from Eugenia grandis: structure elucidation by NMR spectroscopy. Magnetic resonance in chemistry : MRC. 2007 Mar; 45(3):279-81. doi: 10.1002/mrc.1954. [PMID: 17226892]
Shuai Li, Ruo-Yun Chen, De-Quan Yu. [Study on chemical constituents of Myricaria paniculata I]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Mar; 32(5):403-6. doi: ". [PMID: 17511145]
Jian Wei, Hai-yan Zhu, De-feng Shen, Bo Yang, Xiao-sheng Yang. [Studies on the chemical constituents of Vaccinium iteophyllum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Jan; 30(1):47-9. doi: ". [PMID: 17539303]
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C Moiteiro, F Justino, R Tavares, M J Marcelo-Curto, M H Florêncio, M S Nascimento, M Pedro, F Cerqueira, M M Pinto. Synthetic secofriedelane and friedelane derivatives as inhibitors of human lymphocyte proliferation and growth of human cancer cell lines in vitro. Journal of natural products. 2001 Oct; 64(10):1273-7. doi: 10.1021/np010217m. [PMID: 11678649]
J K Kundu, A S Rouf, M N Hossain, C M Hasan, M A Rashid. Antitumor activity of epifriedelanol from Vitis trifolia. Fitoterapia. 2000 Sep; 71(5):577-9. doi: 10.1016/s0367-326x(00)00191-x. [PMID: 11449513]
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