procyanidin B2 (BioDeep_00000003541)

Secondary id: BioDeep_00000017259, BioDeep_00000020178, BioDeep_00000266658

natural product PANOMIX_OTCML-2023

代谢物信息卡片

(2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol

化学式: C30H26O12 (578.1424196)
中文名称: 原花青素B2
谱图信息: 最多检出来源 Viridiplantae(plant) 2.4%

分子结构信息

SMILES: C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)O)O)O)C6=CC(=C(C=C6)O)O)O
InChI: InChI=1/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28-,29-/m1/s1

描述信息

Annotation level-1
Acquisition and generation of the data is financially supported in part by CREST/JST.
Procyanidin B2 is a natural flavonoid, with anti-cancer, antioxidant activities.
Procyanidin B2 is a natural flavonoid, with anti-cancer, antioxidant activities.

同义名列表

7 个代谢物同义名

procyanidin B2; PROCYANIDINB2; Procyanidin B2, (+)-; (2S,3S)-2-(3,4-dihydroxyphenyl)-8-[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-4-yl]chromane-3,5,7-triol; Epicatechin-(4beta->8)-ent-epicatechin; Procyanidin B1; Proanthocyanidin B2

数据库引用编号

70 个数据库交叉引用编号

ChEBI: CHEBI:75632
KEGG: C17639
KEGG: C10221
PubChem: 122738
PubChem: 442677
Metlin: METLIN47500
ChEMBL: CHEMBL38714
ChEMBL: CHEMBL4514734
CAS: 29106-49-8
CAS: 82262-99-5
MoNA: CCMSLIB00000081689
MoNA: CCMSLIB00000081690
MoNA: CCMSLIB00000081691
MoNA: PS045801
MoNA: PS045802
MoNA: PS045807
MoNA: PS045808
MoNA: PS045810
MoNA: PR310520
MoNA: PR308824
MoNA: RIKENPlaSMA006002
MoNA: RIKENPlaSMA005995
MoNA: RIKENPlaSMA005988
MoNA: RIKENPlaSMA005981
MoNA: RIKENPlaSMA005974
MoNA: RIKENPlaSMA005967
MoNA: RIKENPlaSMA005960
MoNA: RIKENPlaSMA005953
MoNA: RIKENPlaSMA005946
MoNA: RIKENPlaSMA005939
MoNA: RIKENPlaSMA005932
MoNA: RIKENPlaSMA005925
MoNA: RIKENPlaSMA002338
MoNA: RIKENPlaSMA002332
MoNA: RIKENPlaSMA002326
MoNA: RIKENPlaSMA002320
MoNA: RIKENPlaSMA002314
MoNA: RIKENPlaSMA002308
MoNA: RIKENPlaSMA002302
MoNA: RIKENPlaSMA002296
MoNA: RIKENPlaSMA002291
MoNA: RIKENPlaSMA002285
MoNA: RIKENPlaSMA002279
MoNA: RIKENPlaSMA002273
MoNA: PM018032
MoNA: PM004102
MoNA: PM003727
MoNA: MetaboBASE0943
MoNA: MetaboBASE0942
MoNA: MetaboBASE0941
MoNA: MetaboBASE0940
MoNA: MetaboBASE0939
MoNA: MetaboBASE0938
MoNA: PT204580
MoNA: PT104580
MoNA: PR100690
MoNA: PR100265
PMhub: MS000009946
ChEBI: CHEBI:75633
PubChem: 12407
LipidMAPS: LMPK12030001
KNApSAcK: C00002917
3DMET: B03648
NIKKAJI: J314.924B
PubChem: 96023983
LipidMAPS: LMPK12030002
KNApSAcK: C00009077
NIKKAJI: J56.253J
RefMet: Procyanidin B2
medchemexpress: HY-N0796

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)

243 个相关的物种来源信息

29760 Vitis vinifera:
298643 Crataegus laevigata:
510738 Crataegus rhipidophylla:
140997 Crataegus monogyna:
3864 Lens culinaris:
3702 Arabidopsis thaliana: 10.1104/PP.109.148031
57936 Rubus chamaemorus: 10.1021/JF049450R
3746 Fragaria:
32247 Rubus idaeus: 10.1021/JF049450R
7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
3349 Pinus sylvestris: 10.1016/0031-9422(96)00122-7
13385 Calluna vulgaris: 10.1016/0031-9422(82)80150-7
3750 Malus domestica:
283210 Malus pumila:
4442 Camellia sinensis:
85223 Laurus nobilis: 10.1016/S0031-9422(97)00563-3
401069 Coleogyne ramosissima: 10.1016/S0031-9422(00)00192-8
198795 Vismia baccifera: 10.1016/S0031-9422(00)83481-0
22663 Punica granatum:
999591 Psorospermum febrifugum: 10.1016/S0031-9422(00)84902-X
184783 Areca catechu:
3625 Actinidia chinensis:
53852 Cassia fistula:
326968 Ziziphus jujuba:
123599 Larix gmelinii: 10.1016/S0031-9422(00)84524-0
182070 Saxifraga stolonifera: 10.1021/NP50040A016
76025 Fallopia multiflora: 10.1016/S0031-9422(00)83018-6
13727 Thujopsis dolabrata: 10.1248/CPB.35.1105
452972 Camellia reticulata: 10.1002/HLCA.200890142
58228 Garcinia mangostana:
256095 Gymnosporia senegalensis: 10.1016/S0031-9422(98)00571-8
43364 Aesculus hippocastanum:
36624 Rhaphiolepis indica: 10.1080/00021369.1986.10867679
61147 Kandelia candel: 10.1248/CPB.33.3142
1640457 Trichilia catigua: 10.1590/S0103-50532011001100010
98588 Rhizophora stylosa: 10.3390/12051163
323663 Dioscorea cirrhosa: 10.1248/CPB.33.3293
2872617 Uncaria gambir: 10.1248/CPB.55.268
3357 Pseudotsuga menziesii: 10.1016/0031-9422(92)80317-8
41241 Rumex acetosa: 10.1016/J.FITOTE.2009.08.015
119261 Cinnamomum burmanni: 10.1248/CPB.33.4338
119266 Cinnamomum sieboldii: 10.1248/CPB.33.4338
47247 Lotus corniculatus: 10.1016/0031-9422(95)00602-8
29639 Davallia mariesii:
328206 Davallia trichomanoides:
29743 Cryptocarya obovata: 10.1021/NP030510H
1045245 Begonia fagifolia: 10.1002/ARDP.19843170808
371650 Albizia lebbeck: 10.1016/S0031-9422(97)00489-5
128608 Cinnamomum verum:
119260 Cinnamomum aromaticum:
1155220 Cinnamomum iners:
397101 Cinnamomum bejolghota:
655181 Uncaria sinensis: 10.1142/S0192415X01000198
3641 Theobroma cacao:
1073321 Saraca asoca:
180763 Vaccinium myrtillus: 10.1016/0031-9422(75)85197-1
180772 Vaccinium vitis-idaea: 10.1016/0031-9422(75)85197-1
3435 Persea americana:
175201 Ribes sanguineum: 10.1016/0031-9422(75)85197-1
93772 Guazuma ulmifolia: 10.1016/0031-9422(95)00855-1
4640 Musa: 10.1021/JF000549H
42229 Prunus avium: 10.1021/JF000549H
3663 Cucurbita pepo: 10.1021/JF000549H
301862 Annona reticulata: 10.1021/JF000549H
4615 Ananas comosus: 10.1021/JF000549H
3760 Prunus persica: 10.1021/JF000549H
3888 Pisum sativum: 10.1021/JF000549H
4039 Daucus carota: 10.1021/JF000549H
3494 Ficus carica: 10.1021/JF000549H
36616 Mespilus germanica: 10.1021/JF000549H
3885 Phaseolus vulgaris:
4236 Lactuca sativa: 10.1021/JF000549H
3758 Prunus domestica: 10.1021/JF000549H
21019 Castanea: 10.1021/JF000549H
3906 Vicia faba: 10.1021/JF000549H
23216 Rubus: 10.1021/JF000549H
4072 Capsicum annuum: 10.1021/JF000549H
4111 Solanum melongena: 10.1021/JF000549H
3827 Cicer arietinum: 10.1021/JF000549H
23211 Pyrus communis: 10.1021/JF000549H
175228 Ribes rubrum: 10.1021/JF000549H
36609 Cydonia: 10.1021/JF000549H
4565 Triticum aestivum: 10.1021/JF000549H
4081 Solanum lycopersicum: 10.1021/JF000549H
36596 Prunus armeniaca: 10.1021/JF000549H
35925 Diospyros kaki: 10.1021/JF000549H
1824952 Cecropia glaziovii: 10.1016/J.PHYMED.2008.02.006
215991 Nelia pillansii: 10.1016/S0031-9422(00)83483-4
23159 Crataegus:
50278 Cinchona pubescens: 10.1248/CPB.30.4277
282539 Hypericum erectum: 10.1055/S-2006-961020
392747 Paullinia cupana: 10.3390/12081950
354529 Zanthoxylum piperitum: 10.1271/BBB.50669
224740 Juniperus sabina: 10.1007/BF00580451
3755 Prunus dulcis: 10.1002/(SICI)1099-1565(199801/02)9:1<21::AID-PCA377>3.0.CO;2-W
28974 Averrhoa carambola: 10.1007/S11418-008-0239-Y
122832 Platanus orientalis: 10.1023/B:CONC.0000025479.07578.5D
65561 Hypericum perforatum: 10.1016/S0939-6411(03)00046-8
233750 Sideroxylon inerme: 10.1016/J.JEP.2008.06.006
218100 Alhagi sparsifolia: 10.1007/BF02291536
128640 Lindera umbellata: 10.1055/S-2007-969386
120290 Psidium guajava:
577683 Banisteriopsis caapi: 10.1016/J.JEP.2009.10.030
119954 Melastoma candidum: 10.1055/S-2006-959719
130516 Melastoma septemnervium: 10.1055/S-2006-959719
3620 Rheum: 10.1248/CPB.34.4083
82457 Cola nitida: 10.1021/JF0721038
93760 Cola acuminata: 10.1021/JF0721038
70270 Geranium sanguineum: 10.1007/BF02291537
57918 Fragaria vesca:
3486 Humulus lupulus: 10.1021/JF0116202
13750 Vaccinium macrocarpon: 10.1021/NP000128U
328196 Davallia divaricata: 10.1016/0031-9422(89)80138-4
3617 Fagopyrum esculentum: 10.1016/0031-9422(93)85231-F
323063 Croton lechleri: 10.1055/S-2003-43208
3504 Betula: 10.1016/0031-9422(89)80370-X
429299 Urceola micrantha: 10.1021/NP010414L
13339 Apocynum cannabinum: 10.1248/BPB.25.748
377125 Apocynum venetum: 10.1248/BPB.25.748
29760 Vitis vinifera:
298643 Crataegus laevigata:
510738 Crataegus rhipidophylla:
140997 Crataegus monogyna:
3864 Lens culinaris:
3702 Arabidopsis thaliana: 10.1104/PP.109.148031
57936 Rubus chamaemorus: 10.1021/JF049450R
3746 Fragaria:
32247 Rubus idaeus: 10.1021/JF049450R
7461 Apis cerana: 10.1371/JOURNAL.PONE.0175573
3349 Pinus sylvestris: 10.1016/0031-9422(96)00122-7
13385 Calluna vulgaris: 10.1016/0031-9422(82)80150-7
3750 Malus domestica:
283210 Malus pumila:
4442 Camellia sinensis:
85223 Laurus nobilis: 10.1016/S0031-9422(97)00563-3
401069 Coleogyne ramosissima: 10.1016/S0031-9422(00)00192-8
198795 Vismia baccifera: 10.1016/S0031-9422(00)83481-0
22663 Punica granatum:
999591 Psorospermum febrifugum: 10.1016/S0031-9422(00)84902-X
184783 Areca catechu:
3625 Actinidia chinensis:
53852 Cassia fistula:
326968 Ziziphus jujuba:
123599 Larix gmelinii: 10.1016/S0031-9422(00)84524-0
182070 Saxifraga stolonifera: 10.1021/NP50040A016
76025 Fallopia multiflora: 10.1016/S0031-9422(00)83018-6
13727 Thujopsis dolabrata: 10.1248/CPB.35.1105
452972 Camellia reticulata: 10.1002/HLCA.200890142
58228 Garcinia mangostana:
256095 Gymnosporia senegalensis: 10.1016/S0031-9422(98)00571-8
43364 Aesculus hippocastanum:
36624 Rhaphiolepis indica: 10.1080/00021369.1986.10867679
61147 Kandelia candel: 10.1248/CPB.33.3142
1640457 Trichilia catigua: 10.1590/S0103-50532011001100010
98588 Rhizophora stylosa: 10.3390/12051163
323663 Dioscorea cirrhosa: 10.1248/CPB.33.3293
2872617 Uncaria gambir: 10.1248/CPB.55.268
3357 Pseudotsuga menziesii: 10.1016/0031-9422(92)80317-8
41241 Rumex acetosa: 10.1016/J.FITOTE.2009.08.015
119261 Cinnamomum burmanni: 10.1248/CPB.33.4338
119266 Cinnamomum sieboldii: 10.1248/CPB.33.4338
47247 Lotus corniculatus: 10.1016/0031-9422(95)00602-8
29639 Davallia mariesii:
328206 Davallia trichomanoides:
29743 Cryptocarya obovata: 10.1021/NP030510H
1045245 Begonia fagifolia: 10.1002/ARDP.19843170808
371650 Albizia lebbeck: 10.1016/S0031-9422(97)00489-5
128608 Cinnamomum verum:
119260 Cinnamomum aromaticum:
1155220 Cinnamomum iners:
397101 Cinnamomum bejolghota:
655181 Uncaria sinensis: 10.1142/S0192415X01000198
3641 Theobroma cacao:
1073321 Saraca asoca:
180763 Vaccinium myrtillus: 10.1016/0031-9422(75)85197-1
180772 Vaccinium vitis-idaea: 10.1016/0031-9422(75)85197-1
3435 Persea americana:
175201 Ribes sanguineum: 10.1016/0031-9422(75)85197-1
93772 Guazuma ulmifolia: 10.1016/0031-9422(95)00855-1
4640 Musa: 10.1021/JF000549H
42229 Prunus avium: 10.1021/JF000549H
3663 Cucurbita pepo: 10.1021/JF000549H
301862 Annona reticulata: 10.1021/JF000549H
4615 Ananas comosus: 10.1021/JF000549H
3760 Prunus persica: 10.1021/JF000549H
3888 Pisum sativum: 10.1021/JF000549H
4039 Daucus carota: 10.1021/JF000549H
3494 Ficus carica: 10.1021/JF000549H
36616 Mespilus germanica: 10.1021/JF000549H
3885 Phaseolus vulgaris:
4236 Lactuca sativa: 10.1021/JF000549H
3758 Prunus domestica: 10.1021/JF000549H
21019 Castanea: 10.1021/JF000549H
3906 Vicia faba: 10.1021/JF000549H
23216 Rubus: 10.1021/JF000549H
4072 Capsicum annuum: 10.1021/JF000549H
4111 Solanum melongena: 10.1021/JF000549H
3827 Cicer arietinum: 10.1021/JF000549H
23211 Pyrus communis: 10.1021/JF000549H
175228 Ribes rubrum: 10.1021/JF000549H
36609 Cydonia: 10.1021/JF000549H
4565 Triticum aestivum: 10.1021/JF000549H
4081 Solanum lycopersicum: 10.1021/JF000549H
36596 Prunus armeniaca: 10.1021/JF000549H
35925 Diospyros kaki: 10.1021/JF000549H
1824952 Cecropia glaziovii: 10.1016/J.PHYMED.2008.02.006
215991 Nelia pillansii: 10.1016/S0031-9422(00)83483-4
23159 Crataegus:
50278 Cinchona pubescens: 10.1248/CPB.30.4277
282539 Hypericum erectum: 10.1055/S-2006-961020
392747 Paullinia cupana: 10.3390/12081950
354529 Zanthoxylum piperitum: 10.1271/BBB.50669
224740 Juniperus sabina: 10.1007/BF00580451
3755 Prunus dulcis: 10.1002/(SICI)1099-1565(199801/02)9:1<21::AID-PCA377>3.0.CO;2-W
28974 Averrhoa carambola: 10.1007/S11418-008-0239-Y
122832 Platanus orientalis: 10.1023/B:CONC.0000025479.07578.5D
65561 Hypericum perforatum: 10.1016/S0939-6411(03)00046-8
233750 Sideroxylon inerme: 10.1016/J.JEP.2008.06.006
218100 Alhagi sparsifolia: 10.1007/BF02291536
128640 Lindera umbellata: 10.1055/S-2007-969386
120290 Psidium guajava:
577683 Banisteriopsis caapi: 10.1016/J.JEP.2009.10.030
119954 Melastoma candidum: 10.1055/S-2006-959719
130516 Melastoma septemnervium: 10.1055/S-2006-959719
3620 Rheum: 10.1248/CPB.34.4083
82457 Cola nitida: 10.1021/JF0721038
93760 Cola acuminata: 10.1021/JF0721038
70270 Geranium sanguineum: 10.1007/BF02291537
57918 Fragaria vesca:
3486 Humulus lupulus: 10.1021/JF0116202
13750 Vaccinium macrocarpon: 10.1021/NP000128U
328196 Davallia divaricata: 10.1016/0031-9422(89)80138-4
3617 Fagopyrum esculentum: 10.1016/0031-9422(93)85231-F
323063 Croton lechleri: 10.1055/S-2003-43208
3504 Betula: 10.1016/0031-9422(89)80370-X
429299 Urceola micrantha: 10.1021/NP010414L
13339 Apocynum cannabinum: 10.1248/BPB.25.748
377125 Apocynum venetum: 10.1248/BPB.25.748
184783 Areca catechu L.: -
137221 Rheum palmatum L.: -
137226 Rheum tanguticum Maxim. ex Balf.: -
137220 Rheum officinale Baill.: -
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

Yanxia Yu, Chunying Zuo, Mingrui Li, Yuanyuan Tang, Lingxi Li, Fang Wang, Shuting Zhang, Baoshan Sun. Novel l-Cysteine Incomplete Degradation Method for Preparation of Procyanidin B2-3'-O-Gallate and Exploration of its in Vitro Anti-inflammatory Activity and in Vivo Tissue Distribution. Journal of agricultural and food chemistry. 2024 Feb; 72(8):4023-4034. doi: 10.1021/acs.jafc.3c05616. [PMID: 38357881]
Junren Chen, Kexin Zhong, Yiqi Jing, Shengmeng Liu, Siqi Qin, Fu Peng, Dan Li, Cheng Peng. Procyanidin B2: A promising multi-functional food-derived pigment for human diseases. Food chemistry. 2023 Sep; 420(?):136101. doi: 10.1016/j.foodchem.2023.136101. [PMID: 37059021]
Yongqiang Zhou, Sumei Li, Bowen Pan, Junwei Xiao, Tingting Tang, Shouxia Xie, Xin Yang, Guihui Wu, Jinxin Xiao, Jian Yang, Ying Zhou, Yuxin Pang, Ying Wei. Antiviral activity and active components of the leaves from Sabia parviflora Wall. ex Roxb. Natural product research. 2023 Aug; ?(?):1-4. doi: 10.1080/14786419.2023.2239995. [PMID: 37526578]
Binhong Hu, Songqing Liu, Yuanyue Luo, Jingyu Pu, Xin Deng, Wenjing Zhou, Yuqing Dong, Yichuan Ma, Gang Wang, Fan Yang, Tianhui Zhu, Jiasui Zhan. Procyanidin B2 alleviates uterine toxicity induced by cadmium exposure in rats: The effect of oxidative stress, inflammation, and gut microbiota. Ecotoxicology and environmental safety. 2023 Jul; 263(?):115290. doi: 10.1016/j.ecoenv.2023.115290. [PMID: 37515969]
Tharindu L Suraweera, J P Jose Merlin, Graham Dellaire, Zhaolin Xu, H P Vasantha Rupasinghe. Genistein and Procyanidin B2 Reduce Carcinogen-Induced Reactive Oxygen Species and DNA Damage through the Activation of Nrf2/ARE Cell Signaling in Bronchial Epithelial Cells In Vitro. International journal of molecular sciences. 2023 Feb; 24(4):. doi: 10.3390/ijms24043676. [PMID: 36835090]
Safa Rguez, Majdi Hammami, Wissem Aidi Wannes, Ibtissem Hamrouni Sellami. Bioguided fractionation of procyanidin B2 as potent anti coxsackie virus B and Herpes simplex from cypress (Cupressus sempervirens L.). International journal of environmental health research. 2022 Oct; ?(?):1-10. doi: 10.1080/09603123.2022.2137475. [PMID: 36264708]
Jinqian Chen, Hao Zhang, Xia Hu, Mengyuan Xu, Yanjun Su, Chunze Zhang, Yuan Yue, Xiaomin Zhang, Xinyu Wang, Wei Cui, Zhenyu Zhao, Xichuan Li. Phloretin exhibits potential food-drug interactions by inhibiting human UDP-glucuronosyltransferases in vitro. Toxicology in vitro : an international journal published in association with BIBRA. 2022 Oct; 84(?):105447. doi: 10.1016/j.tiv.2022.105447. [PMID: 35868516]
Chuanping Zhao, Jiamei Tang, Xiaoya Li, Zihan Yan, Liangliang Zhao, Wenbo Lang, Chunmao Yuan, Chengyan Zhou. Beneficial effects of procyanidin B2 on adriamycin-induced nephrotic syndrome mice: the multi-action mechanism for ameliorating glomerular permselectivity injury. Food & function. 2022 Aug; 13(16):8436-8464. doi: 10.1039/d1fo03616e. [PMID: 35861207]
Li Huang, Kun-Peng Yang, Qing Zhao, Hui-Jing Li, Jin-Yi Wang, Yan-Chao Wu. Corrosion resistance and antibacterial activity of procyanidin B2 as a novel environment-friendly inhibitor for Q235 steel in 1 M HCl solution. Bioelectrochemistry (Amsterdam, Netherlands). 2022 Feb; 143(?):107969. doi: 10.1016/j.bioelechem.2021.107969. [PMID: 34637961]
Xinchuan Zheng, Yongjun Yang, Yongling Lu, Qian Chen. Affinity-Guided Isolation and Identification of Procyanidin B2 from Mangosteen (Garcinia mangostana L.) Rinds and its In Vitro LPS Binding and Neutralization Activities. Plant foods for human nutrition (Dordrecht, Netherlands). 2021 Dec; 76(4):442-448. doi: 10.1007/s11130-021-00920-9. [PMID: 34480677]
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