Oleanonic (BioDeep_00000230803)

PANOMIX_OTCML-2023

代谢物信息卡片

(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid

化学式: C30H46O3 (454.34467659999996)
中文名称: 3-氧代-12-烯-28-齐墩果酸, 齐墩果酮酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1(C)C(CC[C@]2(C)[C@@]3([H])CC=C4[C@]5([H])CC(C)(C)CC[C@@](C(O)=O)5CC[C@](C)4[C@@](C)3CC[C@@]12[H])=O
InChI: InChI=1S/C30H46O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-22H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,27-,28+,29+,30-/m0/s1

描述信息

Oleanonic acid is a natural product found in Myrcia guianensis, Lantana montevidensis, and other organisms with data available.
Oleanonic acid (3-Oxooleanolic acid) is a triterpenoid, inhibits infection by HIV.
Oleanonic acid (3-Oxooleanolic acid) is a triterpenoid, inhibits infection by HIV.

同义名列表

14 个代谢物同义名

(4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid; (4aS,6aR,6aS,6bR,8aR,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylicacid; Olean-12-en-28-oic acid, 3-oxo-; 3-oxo-olean-12-en-28-oic acid; 3-Oxoolean-12-en-28-oic Acid; 3-Oxo-olean-12-en28-saure; Oleoside 11-methylester; 3-Ketooleanolic Acid; 3-OXOOLEANOLIC ACID; 3-Oxooleanolicacid; Oleanonic acid; Oleanonic?Acid; oleanonicacid; Oleanonic

数据库引用编号

7 个数据库交叉引用编号

PubChem: 12313704
ChEMBL: CHEMBL470029
MeSH: oleanonic acid
ChemIDplus: 0017990420
chemspider: 22912767
CAS: 17990-42-0
medchemexpress: HY-N1487

分类词条

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)

52 个相关的物种来源信息

33090 桦树皮: -
1898877 Hibiscus taiwanensis:
49817 Erythrina crista-galli: 10.1021/NP50054A024
43503 Ixora coccinea: 10.1016/J.BMCL.2010.10.058
66385 Ficus microcarpa:
210348 Brucea javanica: 10.1002/JCCS.200500117
85246 Plumeria obtusa:
372739 Gustavia longifolia: 10.1021/NP0497548
405131 Curio talinoides: 10.1016/S0031-9422(00)83830-3
1764335 Boronia gracilipes: 10.1016/0031-9422(94)00567-D
126435 Lantana camara:
649173 Lantana strigocamara:
1933710 Salvia caespitosa: 10.1080/10575630108041297
497234 Hedyotis lawsoniae: 10.1248/CPB.32.3906
124947 Cedrela odorata: 10.1016/S0031-9422(00)95206-3
992690 Ekebergia pterophylla: 10.1016/S0031-9422(97)00783-8
59172 Patrinia rupestris: 10.1002/JCCS.200700064
124949 Ekebergia capensis: 10.1016/S0731-7085(00)00404-0
336896 Mulguraea tridens: 10.1021/NP0002233
443376 Junellia seriphioides: 10.1021/NP0002233
41788 Stauntonia hexaphylla: 10.1021/NP50063A024
291326 Scrophularia ningpoensis: 10.1016/J.PHYTOCHEM.2005.03.023
281395 Cedrela fissilis: 10.1055/S-0028-1088323
496609 Cyclolepis genistoides: 10.1016/S0031-9422(97)00021-6
1134158 Myrcia guianensis: 10.1002/CBDV.201400065
883788 Ludwigia octovalvis: 10.1021/NP030267M
434238 Pistacia terebinthus:
124857 Amphipterygium adstringens: 10.1016/J.PHYTOCHEM.2003.12.012
378869 Gibbaria ilicifolia: 10.1016/0031-9422(88)80681-2
63359 Liquidambar formosana: 10.1016/J.FITOTE.2011.05.003
237938 Viburnum erubescens: 10.1016/S0031-9422(00)91382-7
38869 Salvia sclarea: 10.1016/S0031-9422(96)00709-1
485828 Cedrela montana: 10.1515/ZNC-2002-7-804
462443 Hertia pallens: 10.1016/0031-9422(89)80314-0
1650721 Rubia yunnanensis: 10.1002/JCCS.200200146
327218 Heptapleurum heptaphyllum:
489987 Gymnosporia cassinoides: 10.1016/0031-9422(92)80365-L
2822244 Maytenus canariensis: 10.1016/0031-9422(92)80365-L
157914 Ziziphus mauritiana: 10.1055/S-2003-45155
326968 Ziziphus jujuba: 10.1248/CPB.26.3075
289732 Orthopterygium: 10.1016/S0031-9422(00)84982-1
1241423 Lantana montevidensis: 10.1055/S-0035-1545209
29760 Vitis vinifera: 10.1016/S0031-9422(00)98571-6
655181 Uncaria sinensis: 10.1016/S1875-5364(13)60057-6
13699 Styrax: -
326968 Ziziphus jujuba Mill.: -
13331 Akebia quinata (Thunb.) Decne.: -
155132 Akebia trifoliata (Thunb.) Koidz.: -
155132 Akebia trifoliata (Thunb.) Koidz. var. australis (Diels) Rehd.: -
63360 Liquidambar orientalis Mill.: -
291326 Scrophularia ningpoensis Hemsl.: -
33090 Plants: -

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

Benjamin Kingsley Harley, Isaac Kingsley Amponsah, Inemesit Okon Ben, Nana Ama Mireku-Gyimah, Daniel Anokwah, David Neglo, Cedric Dzidzor K Amengor, Theophilus Christian Fleischer. Hypoglycaemic activity of Oleanonic acid, a 3-oxotriterpenoid isolated from Aidia Genipiflora (DC.) Dandy, involves inhibition of carbohydrate metabolic enzymes and promotion of glucose uptake. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 May; 149(?):112833. doi: 10.1016/j.biopha.2022.112833. [PMID: 35316751]
Feng Zhang, Jian Huang, Rong-Jing He, Lu Wang, Peng-Chao Huo, Xiao-Qing Guan, Sheng-Quan Fang, Yan-Wei Xiang, Shou-Ning Jia, Guang-Bo Ge. Herb-drug interaction between Styrax and warfarin: Molecular basis and mechanism. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Oct; 77(?):153287. doi: 10.1016/j.phymed.2020.153287. [PMID: 32739573]
Hui Gao, Hui Liu, Tiexin Tang, Xiaofei Huang, Dongxiu Wang, Yan Li, Pan Huang, Yingfu Peng. Oleanonic acid ameliorates pressure overload-induced cardiac hypertrophy in rats: The role of PKCζ-NF-κB pathway. Molecular and cellular endocrinology. 2018 07; 470(?):259-268. doi: 10.1016/j.mce.2017.11.007. [PMID: 29138023]
Kyuichi Kawabata, Kenji Kitamura, Kazuhiro Irie, Shoma Naruse, Tomohiro Matsuura, Tomoyuki Uemae, Shu Taira, Hajime Ohigashi, Shigeru Murakami, Masakazu Takahashi, Yoko Kaido, Bunsei Kawakami. Triterpenoids Isolated from Ziziphus jujuba Enhance Glucose Uptake Activity in Skeletal Muscle Cells. Journal of nutritional science and vitaminology. 2017; 63(3):193-199. doi: 10.3177/jnsv.63.193. [PMID: 28757534]
Joquebede R Pereira, Raphael F Queiroz, Erlânia A DE Siqueira, Ana Christina Brasileiro-Vidal, Antônio E G Sant'ana, Daniel M Silva, Paulo R A DE Mello Affonso. Evaluation of cytogenotoxicity, antioxidant and hypoglycemiant activities of isolate compounds from Mansoa hirsuta D.C. (Bignoniaceae). Anais da Academia Brasileira de Ciencias. 2017 Jan; 89(1):317-331. doi: 10.1590/0001-3765201720160585. [PMID: 28423086]
Jing Yin, Chun-Lin Ren, Ya-Guang Zhan, Chun-Xiao Li, Jia-Lei Xiao, Wei Qiu, Xin-Yu Li, Hong-Mei Peng. Distribution and expression characteristics of triterpenoids and OSC genes in white birch (Betula platyphylla suk.). Molecular biology reports. 2012 Mar; 39(3):2321-8. doi: 10.1007/s11033-011-0982-0. [PMID: 21647548]
Rasmus K Petersen, Kathrine B Christensen, Andreana N Assimopoulou, Xavier Fretté, Vassilios P Papageorgiou, Karsten Kristiansen, Irene Kouskoumvekaki. Pharmacophore-driven identification of PPARγ agonists from natural sources. Journal of computer-aided molecular design. 2011 Feb; 25(2):107-16. doi: 10.1007/s10822-010-9398-5. [PMID: 21069556]
Chia-Lin Lee, Yung-Chih Liao, Tsong-Long Hwang, Chin-Chung Wu, Fang-Rong Chang, Yang-Chang Wu. Ixorapeptide I and ixorapeptide II, bioactive peptides isolated from Ixora coccinea. Bioorganic & medicinal chemistry letters. 2010 Dec; 20(24):7354-7. doi: 10.1016/j.bmcl.2010.10.058. [PMID: 21106454]
Jun-Feng Li, Yu Zhao, Min-Min Cai, Xiao-Fei Li, Jian-Xin Li. Synthesis and evaluation of a novel series of heterocyclic oleanolic acid derivatives with anti-osteoclast formation activity. European journal of medicinal chemistry. 2009 Jul; 44(7):2796-806. doi: 10.1016/j.ejmech.2008.12.024. [PMID: 19171409]
Phuong Thien Thuong, Chul Ho Lee, Trong Tuan Dao, Phi Hung Nguyen, Wan Gi Kim, Sang Jun Lee, Won Keun Oh. Triterpenoids from the leaves of Diospyros kaki (persimmon) and their inhibitory effects on protein tyrosine phosphatase 1B. Journal of natural products. 2008 Oct; 71(10):1775-8. doi: 10.1021/np800298w. [PMID: 18798681]
Yi-Nan Zhang, Wei Zhang, Di Hong, Lei Shi, Qiang Shen, Jing-Ya Li, Jia Li, Li-Hong Hu. Oleanolic acid and its derivatives: new inhibitor of protein tyrosine phosphatase 1B with cellular activities. Bioorganic & medicinal chemistry. 2008 Sep; 16(18):8697-705. doi: 10.1016/j.bmc.2008.07.080. [PMID: 18707891]
Fawkeya A Abbas, Shaza M Al-Massarany, Shabana Khan, Tawfeq A Al-Howiriny, Jaber S Mossa, Ehab A Abourashed. Phytochemical and biological studies on Saudi Commiphora opobalsamum L. Natural product research. 2007 May; 21(5):383-91. doi: 10.1080/14786410600942025. [PMID: 17487607]
Namita Misra, Mithilesh Sharma, Kanwal Raj, Anil Dangi, Sudhir Srivastava, Shailja Misra-Bhattacharya. Chemical constituents and antifilarial activity of Lantana camara against human lymphatic filariid Brugia malayi and rodent filariid Acanthocheilonema viteae maintained in rodent hosts. Parasitology research. 2007 Feb; 100(3):439-48. doi: 10.1007/s00436-006-0312-y. [PMID: 17061115]
Sotirios Paraschos, Prokopios Magiatis, Sofia Mitakou, Kalliopi Petraki, Antonios Kalliaropoulos, Petros Maragkoudakis, Andreas Mentis, Dionyssios Sgouras, Alexios-Leandros Skaltsounis. In vitro and in vivo activities of Chios mastic gum extracts and constituents against Helicobacter pylori. Antimicrobial agents and chemotherapy. 2007 Feb; 51(2):551-9. doi: 10.1128/aac.00642-06. [PMID: 17116667]
Yaling Cai, Jinlang Ruan. [Studies on the chemical constituents from the leaf of Liquidambar formosana Hance]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2005 Apr; 28(4):294-5. doi: ". [PMID: 16104503]
Kyoung-Ah Kim, Ji-Suk Lee, Hi-Joon Park, Jin-Woo Kim, Chang-Ju Kim, In-Sop Shim, Nam-Jae Kim, Seung-Moo Han, Sabina Lim. Inhibition of cytochrome P450 activities by oleanolic acid and ursolic acid in human liver microsomes. Life sciences. 2004 Apr; 74(22):2769-79. doi: 10.1016/j.lfs.2003.10.020. [PMID: 15043991]
Aderbal Farias Magalhães, Ana Maria Goulart de Azevedo Tozzi, Celira Caparica Santos, Deborah Regina Serrano, Eliana Maria Zanotti-Magalhães, Eva Gonçalves Magalhães, Luiz Augusto Magalhães. Saponins from Swartzia langsdorffii: biological activities. Memorias do Instituto Oswaldo Cruz. 2003 Jul; 98(5):713-8. doi: 10.1590/s0074-02762003000500022. [PMID: 12973543]
C G Caldwell, S G Franzblau, E Suarez, B N Timmermann. Oleanane triterpenes from Junellia tridens. Journal of natural products. 2000 Dec; 63(12):1611-4. doi: 10.1021/np0002233. [PMID: 11141098]
B Yang, M Jin, L Tong, Y Chen. [Isolation and identification of oleanonic acid from Patrinia scabiosaefolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 1999 Jan; 22(1):23-4. doi: ". [PMID: 12575057]
Y Kashiwada, H K Wang, T Nagao, S Kitanaka, I Yasuda, T Fujioka, T Yamagishi, L M Cosentino, M Kozuka, H Okabe, Y Ikeshiro, C Q Hu, E Yeh, K H Lee. Anti-AIDS agents. 30. Anti-HIV activity of oleanolic acid, pomolic acid, and structurally related triterpenoids. Journal of natural products. 1998 Sep; 61(9):1090-5. doi: 10.1021/np9800710. [PMID: 9748372]