Uvadex (BioDeep_00000861006)

PANOMIX_OTCML-2023

代谢物信息卡片

5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, .delta.-lactone

化学式: C12H8O4 (216.0423)
中文名称: 花椒毒素, 甲氧沙林
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: COC1=C2C(=CC3=C1OC=C3)C=CC(=O)O2
InChI: InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3

描述信息

D - Dermatologicals > D05 - Antipsoriatics > D05B - Antipsoriatics for systemic use > D05BA - Psoralens for systemic use
D - Dermatologicals > D05 - Antipsoriatics > D05A - Antipsoriatics for topical use > D05AD - Psoralens for topical use
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents
D011838 - Radiation-Sensitizing Agents > D017319 - Photosensitizing Agents > D011564 - Furocoumarins
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
C1420 - Photosensitizing Agent
D003879 - Dermatologic Agents
Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor.
Methoxsalen (8-Methoxypsoralen) is a furanocoumarin compound used in psoralen, used in studies of psoriasis, eczema, vitiligo and some sun-exposed cutaneous lymphomas, and is a P450 inhibitor.

同义名列表

118 个代谢物同义名

5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, .delta.-lactone; 5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, delta-lactone; 6-Hydroxy-7-methoxy-5-benzofuranacrylic acid delta-lactone; 7H-Furo[3,2-g][1]benzopyran-7-one, 9-methoxy-; 7H-Furo(3,2-G)(1)benzopyran-7-one, 9-methoxy-; 5-19-06-00015 (Beilstein Handbook Reference); 8-Methoxypsoralen with ultraviolet A therapy; 9-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one; 9-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one; 9-(methyloxy)-7H-furo[3,2-g]chromen-7-one; Methoxsalen with ultra-violet A theraphy; 9-Methoxyfuro[3,2-g][1]benzopyran-7-one; Methoxsalen plus ultraviolet radiation; 9-Methoxy-7H-furo[3,2-g]chromen-7-one; 8-Methoxy-[furano-3.2:6.7-coumarin]; 8-Methoxy-(furano-3.2:6.7-coumarin); 8-Methoxy(furano-3.2:6.7-coumarin); 9-methoxyfuro[3,2-g]chromen-7-one; 9-Methoxyfuro(3,2-g)chromen-7-one; 9-methoxy-7-furo[3,2-g]chromenone; 8-Methoxy-4,5,6,7-furocoumarin; 8-Methoxy-2,3,6,7-furocoumarin; 8-Methoxyfuranocoumarin; WLN: T C566 DO LVOJ BO1; Methoxsalen (JP15\USP); Methoxsalen [BAN:JAN]; SDCCGMLS-0042377.P002; Methoxy-8-psoralen; 8-Methoxypsoralene; Prestwick1_000479; Prestwick0_000479; 9-Methoxypsoralen; Prestwick3_000479; Prestwick2_000479; 8-Methoxypsoralen; Spectrum3_000499; Spectrum2_001052; Spectrum4_000052; EINECS 206-066-9; Oxsoralen lotion; Spectrum5_001891; Meladinin (VAN); NCGC00060938-02; Oxsoralen Ultra; NCGC00060938-03; SPECTRUM1500400; NCGC00060938-04; Spectrum_001023; Oxsoralen-ultra; Methoxsalen, 8-; NCGC00060938-06; NCGC00016418-01; 8-MOP Capsules; OXSORALEN (TN); A1783\0075596; KBioSS_001503; BSPBio_001997; MEGxp0_000095; DivK1c_000763; KBioGR_000543; Oprea1_166319; New-Meladinin; BSPBio_000618; BPBio1_000680; Prestwick_661; NCI60_004085; ACon1_000174; Methoxa-Dome; ZINC00381730; NINDS_000763; KBio2_001503; SMR000071170; KBio1_000763; SPBio_001004; SPBio_002557; Psoralon-MOP; KBio3_001497; KBio2_004071; CAS-298-81-7; KBio2_006639; MLS000062633; Xanthotoxine; Methoxsalen; Oxypsoralen; AIDS-001590; IDI1_000763; Xanthotoxin; BRN 0196453; 12692-94-3; M3501_SIAL; CCRIS 2083; AIDS001590; NCI-C55903; Meladinine; Methoxalen; Meladoxen; HSDB 2505; Geroxalen; NSC 45923; Oxsoralen; Meladinin; NSC45923; DRG-0088; Meloxine; 298-81-7; Ammoidin; Oxoralen; 10-32-2; Puvalen; Ammodin; C01864; Uvadex; D00139; 8-MOP; 8-MP; 8MO; Xanthotoxin; Methoxsalen

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:18358
KEGG: C01864
PubChem: 4114
DrugBank: DB00553
ChEMBL: CHEMBL416
MeSH: Methoxsalen
CAS: 1246819-63-5
CAS: 12692-94-3
CAS: 298-81-7
PubChem: 4978
KNApSAcK: C00000576
PDB-CCD: 8MO
3DMET: B00362
NIKKAJI: J2.983A
medchemexpress: HY-30151
KNApSAcK: 18358

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)

126 个相关的物种来源信息

273128 - Acronychia baeuerlenii: 10.1016/S0305-1978(96)00067-1
68527 - Aegle marmelos: 10.1590/S0103-50532011000100024
231460 - Afraegle paniculata: 10.1080/15287398409530517
48026 - Ammi majus:
1053409 - Ammi visnaga: 10.1021/NP50039A030
40922 - Anethum graveolens: 10.1016/S0031-9422(00)81503-4
55605 - Angelica acutiloba: 10.1021/JF0497049
40949 - Angelica archangelica:
357970 - Angelica biserrata:
48101 - Angelica dahurica:
85712 - Angelica gigas:
265806 - Angelica japonica:
357850 - Angelica keiskei:
312530 - Angelica pubescens:
312530 - Angelica pubescens Maxim.f. biserata Shan et Yuan: -
2831629 - Angelica taiwaniana:
2831630 - Angelica tarokoensis: 10.1002/JCCS.197000012
357859 - Angelica ursina:
40888 - Anthriscus cerefolium: 10.1016/S0031-9422(00)81503-4
4045 - Apium graveolens:
3702 - Arabidopsis thaliana: 10.1111/TPJ.14311
178647 - Arracacia tolucensis: 10.1016/J.JEP.2007.05.015
282648 - Asterolasia phebalioides: 10.1016/0305-1978(94)90036-1
76951 - Atalantia ceylanica:
159026 - Atalantia racemosa:
53836 - Bituminaria bituminosa: 10.1139/B91-212
452763 - Boenninghausenia albiflora:
489421 - Cachrys sicula: 10.1016/S0031-9422(00)85511-9
1108177 - Campylotropis hirtella: 10.1248/CPB.56.1338
47643 - Caragana frutex: 10.1007/BF00575186
626692 - Caragana spinosa: 10.1007/S10600-012-0124-5
48032 - Carum carvi: 10.1016/S0031-9422(00)81503-4
37690 - Citrus trifoliata: 10.1271/BBB.80859
159034 - Clausena anisata:
94007 - Cnidium monnieri:
4047 - Coriandrum sativum: 10.1016/S0031-9422(00)81503-4
429560 - Cullen corylifolium: 10.1139/B91-212
52462 - Cuminum cyminum: 10.1016/S0031-9422(00)81503-4
4039 - Daucus carota:
489439 - Deverra tortuosa: 10.1590/S0103-50532003000100008
298346 - Dictamnus albus: 10.1007/BF00579494
714465 - Dictamnus dasycarpus:
354492 - Dinosperma melanophloium: 10.1016/S0305-1978(97)00116-6
489364 - Diplotaenia damavandica: 10.1076/PHBI.37.2.161.6080
1136744 - Esenbeckia berlandieri: 10.1016/S0305-1978(01)00138-7
549402 - Esenbeckia grandiflora:
558542 - Feroniella lucida: 10.1080/10286020.2011.572878
555413 - Ferula moschata: 10.1016/S0031-9422(99)00554-3
371383 - Ferula sumbul: 10.1016/S0031-9422(99)00554-3
48119 - Glehnia littoralis:
380072 - Heracleum asperum: 10.1007/BF00563460
380073 - Heracleum dissectum:
380075 - Heracleum grandiflorum:
380076 - Heracleum leskovii: 10.1007/BF01134615
380077 - Heracleum mantegazzianum:
40918 - Heracleum maximum:
99507 - Heracleum moellendorffii: 10.1007/BF00563460
996940 - Heracleum moellendorffii var. paucivittatum: 10.1007/BF00600845
376867 - Heracleum ponticum: 10.1007/BF00563460
40919 - Heracleum sphondylium:
473995 - Heracleum yungningense: 10.1248/CPB.53.701
549423 - Hortia oreadica: 10.3390/MOLECULES190812031
2749842 - Leionema ambiens: 10.1016/0031-9422(92)83450-D
48042 - Levisticum officinale: 10.1016/S0031-9422(00)81503-4
159053 - Limonia acidissima:
681588 - Magydaris pastinacea: 10.1021/NP50050A046
1331801 - Metrodorea flavida:
549427 - Metrodorea nigra: 10.1016/0031-9422(95)00504-Z
159030 - Murraya koenigii: 10.1016/S0367-326X(99)00163-X
681593 - Niphogeton ternata: 10.1248/CPB.50.115
318024 - Notobubon galbanum: 10.1016/S0254-6299(16)30778-5
354507 - Orixa japonica:
159062 - Pamburus missionis: 10.1016/S0031-9422(00)90455-2
4041 - Pastinaca sativa:
4043 - Petroselinum crispum:
49563 - Peucedanum japonicum:
203712 - Peucedanum officinale: 10.1007/BF02066241
52477 - Peucedanum ostruthium:
282630 - Phebalium canaliculatum: 10.1016/0031-9422(92)83450-D
282637 - Phebalium filifolium: 10.1016/0031-9422(92)83450-D
282633 - Phebalium squamulosum: 10.1016/0031-9422(92)83450-D
354508 - Phellodendron chinense: 10.1139/B91-065
271192 - Pimpinella anisum:
33090 - Plants: -
948492 - Pleurospermum rivulorum: 10.1016/S0031-9422(97)00123-4
489434 - Prangos ferulacea: 10.1590/S0102-695X2008000100002
1585705 - Prangos lipskyi: 10.1007/BF00570686
1585712 - Prangos tschimganica:
325744 - Prangos uloptera:
405848 - Psilopeganum sinense: 10.1016/0305-1978(88)90011-7
100167 - Psoralea: 10.1139/B91-212
282620 - Rhadinothamnus anceps:
282619 - Rhadinothamnus rudis:
37564 - Ruta: 10.1007/BF01016480
452790 - Ruta chalepensis:
452791 - Ruta corsica: 10.1016/J.FITOTE.2003.12.014
37565 - Ruta graveolens:
266085 - Ruta montana:
452794 - Ruta pinnata: 10.1139/B93-109
203717 - Saposhnikovia divaricata:
54833 - Seseli elatum: 10.1016/0031-9422(88)80276-0
223582 - Seseli longifolium: 10.1016/0031-9422(88)80276-0
223585 - Seseli tortuosum: 10.1016/S0040-4039(00)72373-2
155265 - Sideritis syriaca: 10.1016/S0378-8741(02)00172-1
155266 - Sideritis taurica: 10.1016/S0378-8741(02)00172-1
210365 - Skimmia japonica: 10.1055/S-2006-962141
354518 - Skimmia laureola: 10.1016/S0031-9422(00)81759-8
2896591 - Stauranthus perforatus:
354521 - Tetradium daniellii:
452800 - Thamnosma texana: 10.1016/S0031-9422(00)80348-9
491192 - Tordyliopsis brunonis: 10.1021/NP50053A050
489417 - Tordylium apulum: 10.1016/S0031-9422(98)00018-1
1898452 - Trichocline caulescens: 10.1016/S0031-9422(00)98112-3
3908 - Vicia sativa: 10.1007/BF00598366
354526 - Zanthoxylum americanum:
1056472 - Zanthoxylum mayu:
2099548 - Zanthoxylum zanthoxyloides: 10.1021/NP50046A035
4577 - Zea mays: 10.1007/BF00391272
49562 - 前胡: -
33090 - 北沙参: -
33090 - 小茴香: -
312530 - 独活: -
33090 - 白芷: -
33090 - 白鲜皮: -
33090 - 蛇床子: -
203717 - 防风: -

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。

亚细胞结构定位		关联基因列表
Cytoplasm	9	ANXA5, CASP3, CYP1A1, CYP2A6, HPGDS, ISG20, MAPK14, PRPF19, STAT3
Peripheral membrane protein	3	ANXA5, CYP1A1, CYP1B1
Endoplasmic reticulum membrane	5	CD4, CYP1A1, CYP1A2, CYP1B1, CYP2A6
Nucleus	6	CASP3, ISG20, MAPK14, PRPF19, RAD52, STAT3
cytosol	5	ANXA5, CASP3, HPGDS, MAPK14, STAT3
nucleoplasm	7	CASP3, HPGDS, ISG20, MAPK14, PRPF19, RAD52, STAT3
RNA polymerase II transcription regulator complex	1	STAT3
Cell membrane	3	CD4, CD8A, TNF
cell surface	1	TNF
glutamatergic synapse	2	CASP3, MAPK14
mitochondrial inner membrane	1	CYP1A1
neuronal cell body	2	CASP3, TNF
sarcolemma	1	ANXA5
plasma membrane	5	CD4, CD8A, IFNLR1, STAT3, TNF
Membrane	5	ANXA5, CYP1B1, CYP2A6, IFNLR1, PRPF19
extracellular exosome	1	ANXA5
extracellular space	5	IL10, IL2, IL4, IL6, TNF
mitochondrion	3	CYP1A1, CYP1B1, MAPK14
protein-containing complex	1	RAD52
intracellular membrane-bounded organelle	5	CYP1A1, CYP1A2, CYP1B1, CYP2A6, HPGDS
Microsome membrane	3	CYP1A1, CYP1A2, CYP1B1
postsynaptic density	1	CASP3
Single-pass type I membrane protein	3	CD4, CD8A, IFNLR1
Secreted	4	IL10, IL2, IL4, IL6
extracellular region	8	ANXA5, CD8A, IL10, IL2, IL4, IL6, MAPK14, TNF
[Isoform 2]: Secreted	1	CD8A
transcription regulator complex	1	STAT3
external side of plasma membrane	4	ANXA5, CD4, CD8A, TNF
nucleolus	1	ISG20
Cytoplasm, P-body	1	ISG20
P-body	1	ISG20
Early endosome	1	CD4
recycling endosome	1	TNF
Single-pass type II membrane protein	1	TNF
Mitochondrion inner membrane	1	CYP1A1
Membrane raft	2	CD4, TNF
Cytoplasm, cytoskeleton, spindle	1	PRPF19
focal adhesion	1	ANXA5
spindle	1	PRPF19
PML body	1	ISG20
collagen-containing extracellular matrix	1	ANXA5
nuclear speck	2	MAPK14, PRPF19
receptor complex	1	CD8A
Zymogen granule membrane	1	ANXA5
chromatin	1	STAT3
phagocytic cup	1	TNF
Nucleus, nucleolus	1	ISG20
spindle pole	1	MAPK14
spliceosomal complex	1	PRPF19
site of double-strand break	1	PRPF19
Lipid droplet	1	PRPF19
Nucleus, nucleoplasm	1	PRPF19
plasma membrane raft	1	CD8A
ficolin-1-rich granule lumen	1	MAPK14
secretory granule lumen	1	MAPK14
endoplasmic reticulum lumen	2	CD4, IL6
vesicle membrane	1	ANXA5
clathrin-coated endocytic vesicle membrane	1	CD4
Cajal body	1	ISG20
cytoplasmic microtubule	1	CYP2A6
U2-type catalytic step 1 spliceosome	1	PRPF19
protein-DNA complex	1	RAD52
death-inducing signaling complex	1	CASP3
[Isoform 1]: Cell membrane	1	CD8A
catalytic step 2 spliceosome	1	PRPF19
Prp19 complex	1	PRPF19
U2-type catalytic step 2 spliceosome	1	PRPF19
Nucleus, Cajal body	1	ISG20
[Tumor necrosis factor, soluble form]: Secreted	1	TNF
T cell receptor complex	2	CD4, CD8A
interleukin-6 receptor complex	1	IL6
endothelial microparticle	1	ANXA5
interleukin-28 receptor complex	1	IFNLR1
[C-domain 2]: Secreted	1	TNF
[Tumor necrosis factor, membrane form]: Membrane	1	TNF
[C-domain 1]: Secreted	1	TNF

文献列表

Oleg A Kulikov, Vasilisa I Shlyapkina, Ekaterina P Brodovskaya, Amina M Al-Khadj Aioub, Valentin P Ageev, Mikhail N Zharkov, Denis E Yakobson, Daniil S Sokushev, Nikolay A Pyataev, Gleb B Sukhorukov. Phototoxicity in vitro and safety in vivo of the emulsion photosensitizer based on furanocoumarins of Heracleum sosnowskyi. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V. 2024 May; 198(?):114257. doi: 10.1016/j.ejpb.2024.114257. [PMID: 38479564]
Kasemsiri Chandarajoti, Jiraporn Kara, Paptawan Suwanhom, Teerapat Nualnoi, Jindaporn Puripattanavong, Vannajan Sanghiran Lee, Varomyalin Tipmanee, Luelak Lomlim. Synthesis and evaluation of coumarin derivatives on antioxidative, tyrosinase inhibitory activities, melanogenesis, and in silico investigations. Scientific reports. 2024 03; 14(1):5535. doi: 10.1038/s41598-024-54665-x. [PMID: 38448547]
Tianxiang Xiao, Zhiming Yang, Wenxiu Wang, Mengqing Deng, Haoxue Peng, Zifan Huang, Jianping Liu, Kai Lu. Role of the epsilon glutathione S-transferases in xanthotoxin tolerance in Spodoptera litura. Pesticide biochemistry and physiology. 2023 Nov; 196(?):105592. doi: 10.1016/j.pestbp.2023.105592. [PMID: 37945225]
Jia Lai, Yueyue Li, Mei Ran, Qianqian Huang, Feihong Huang, Linjie Zhu, Yuesong Wu, Wenjun Zou, Xiang Xie, Yong Tang, Fei Yang, Anguo Wu, Guangbo Ge, Jianming Wu. Xanthotoxin, a novel inducer of platelet formation, promotes thrombocytopoiesis via IL-1R1 and MEK/ERK signaling. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Jul; 163(?):114811. doi: 10.1016/j.biopha.2023.114811. [PMID: 37156117]
Zhiming Yang, Tianxiang Xiao, Mengqing Deng, Wenxiu Wang, Haoxue Peng, Kai Lu. Nuclear receptors potentially regulate phytochemical detoxification in Spodoptera litura. Pesticide biochemistry and physiology. 2023 May; 192(?):105417. doi: 10.1016/j.pestbp.2023.105417. [PMID: 37105640]
César Sotelo-Leyva, Dante Avilés-Montes, Juan Manuel Rivas-González, Rodolfo Figueroa-Brito, Rodolfo Abarca-Vargas, Erubiel Toledo-Hernández, David Osvaldo Salinas-Sánchez. Xanthotoxin: an aphicidal coumarin from Ficus petiolaris against Melanaphis sacchari Zehntner (Hemiptera: Aphididae). Journal of food protection. 2023 Apr; ?(?):100084. doi: 10.1016/j.jfp.2023.100084. [PMID: 37019182]
Piseth Nhoek, Sungjin Ahn, Pisey Pel, Young-Mi Kim, Jungmoo Huh, Hyun Woo Kim, Minsoo Noh, Young-Won Chin. Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica. Journal of natural products. 2023 01; 86(1):138-148. doi: 10.1021/acs.jnatprod.2c00844. [PMID: 36529937]
Jun-Fang Wu, Ablajan Turak, Deng Zang, Guo-An Zou, Haji Akber Aisa. Sesquiterpenoids from Seriphidium transiliense and Their Melanogenic Activity. Journal of natural products. 2022 11; 85(11):2570-2582. doi: 10.1021/acs.jnatprod.2c00527. [PMID: 36326734]
Anxin Wu, Jing Lu, Guofeng Zhong, Ling Lu, Yan Qu, Chen Zhang. Xanthotoxin (8-methoxypsoralen): A review of its chemistry, pharmacology, pharmacokinetics, and toxicity. Phytotherapy research : PTR. 2022 Oct; 36(10):3805-3832. doi: 10.1002/ptr.7577. [PMID: 35913174]
Noura S Dosoky, Prabodh Satyal, William N Setzer. Authentication of Citrus spp. Cold-Pressed Essential Oils by Their Oxygenated Heterocyclic Components. Molecules (Basel, Switzerland). 2022 Sep; 27(19):. doi: 10.3390/molecules27196277. [PMID: 36234812]
Kriti Juneja, Till Beuerle, Debabrata Sircar. Enhanced Accumulation of Biologically Active Coumarin and Furanocoumarins in Callus Culture and Field-grown Plants of Ruta chalepensis Through LED Light-treatment. Photochemistry and photobiology. 2022 09; 98(5):1100-1109. doi: 10.1111/php.13610. [PMID: 35191044]
Huan Shi, Ya-Qing Chang, Xie Feng, Gui-Ya Yang, Yu-Guang Zheng, Qian Zheng, Lan-Lan Zhang, Dan Zhang, Long Guo. Chemical comparison and discrimination of two plant sources of Angelicae dahuricae Radix, Angelica dahurica and Angelica dahurica var. formosana, by HPLC-Q/TOF-MS and quantitative analysis of multiple components by a single marker. Phytochemical analysis : PCA. 2022 Jul; 33(5):776-791. doi: 10.1002/pca.3129. [PMID: 35470493]
Yu Shi, Shuo Sun, Yujun Zhang, Yingshi He, Minghong Du, Andrias O ÓReilly, Shuwen Wu, Yihua Yang, Yidong Wu. Single amino acid variations drive functional divergence of cytochrome P450s in Helicoverpa species. Insect biochemistry and molecular biology. 2022 07; 146(?):103796. doi: 10.1016/j.ibmb.2022.103796. [PMID: 35636594]
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