Axillarin (BioDeep_00000269973)

PANOMIX_OTCML-2023

代谢物信息卡片

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-

化学式: C17H14O8 (346.0688644)
中文名称: 槲皮万寿菊素-3,6-二甲醚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 11.76%

分子结构信息

SMILES: c1(c(c(c2c(c1)oc(c(c2=O)OC)c1ccc(c(c1)O)O)O)OC)O
InChI: InChI=1S/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3

描述信息

A dimethoxyflavone that is the 3,6-dimethyl ether derivative of quercetagetin.
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one, also known as 3,4,5,7-tetrahydroxy-3,6-dimethoxyflavone or 3,6-dimethoxyquercetagetin, is a member of the class of compounds known as 6-o-methylated flavonoids. 6-o-methylated flavonoids are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is considered to be a flavonoid lipid molecule. 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one can be found in german camomile, which makes 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4h-chromen-4-one a potential biomarker for the consumption of this food product.

同义名列表

17 个代谢物同义名

2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one; 3,6-Dimethoxy-5,7,3,4-tetrahydroxyflavone; Quercetagetin 3,6-dimethyl ether; Axillarin; 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-chromen-4-one; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4-chromenone; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxychromen-4-one; 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-chromone; 3,4,5,7-Tetrahydroxy-3,6-dimethoxyflavone; 3,6-Dimethoxyquercetagetin; MEGxp0_000118; ACon1_000535; 5188-73-8; C10021; DMQT; 2- (3,4-Dihydroxyphenyl) -5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one

数据库引用编号

15 个数据库交叉引用编号

ChEBI: CHEBI:2941
KEGG: C10021
PubChem: 5281603
ChEMBL: CHEMBL487810
LipidMAPS: LMPK12112990
KNApSAcK: C00004684
foodb: FDB002414
CAS: 5188-73-8
PMhub: MS000040804
Flavonoid: FL5FECNS0009
MetaboLights: MTBLC2941
PubChem: 12207
3DMET: B03465
NIKKAJI: J13.514C
RefMet: Axillarin

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)

131 个相关的物种来源信息

496566 青蒿: -
1738156 Picradeniopsis pringlei: 10.1016/0031-9422(90)80042-F
35608 Artemisia annua:
119176 Pentanema britannicum:
301877 Tanacetum balsamita:
282770 Achillea virescens:
41614 Asteriscus sericeus: 10.1515/ZNC-1997-3-401
282720 Achillea aspleniifolia: 10.1515/ZNC-1997-3-401
13329 Achillea millefolium: 10.1515/ZNC-1997-3-401
318068 Xanthium strumarium: 10.1515/ZNC-1997-3-401
176559 Pericome caudata: 10.1016/S0031-9422(00)82480-2
55611 Artemisia tridentata:
72349 Artemisia nova: 10.1016/S0021-9673(01)97678-2
230216 Agnorhiza bolanderi:
230217 Agnorhiza elata: 10.1016/S0031-9422(00)84740-8
230224 Agnorhiza reticulata: 10.1016/S0031-9422(00)84740-8
230220 Agnorhiza invenusta: 10.1016/S0031-9422(00)84740-8
72345 Artemisia lucentica: 10.1016/0031-9422(88)80018-9
72350 Artemisia reptans: 10.1016/0031-9422(88)80018-9
72329 Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
1033235 Centaurea bracteata:
230198 Balsamorhiza deltoidea: 10.1016/0305-1978(87)90102-5
149445 Madia sativa: 10.1016/0031-9422(92)80273-H
17778 Calycadenia: 10.1016/0031-9422(92)80273-H
1227629 Artemisia lindleyana: 10.1021/NP50043A027
128002 Tanacetum vulgare: 10.1016/S0031-9422(99)00021-7
127999 Tanacetum parthenium:
230197 Balsamorhiza careyana: 10.1016/0305-1978(88)90034-8
13328 Achillea: 10.1016/0305-1978(96)88878-8
282745 Achillea ligustica: 10.1016/0305-1978(88)90033-6
282739 Achillea grandifolia:
1287600 Artemisia australis:
496566 Artemisia carvifolia:
262982 Artemisia apiacea:
230219 Wyethia helenioides: 10.1016/S0031-9422(00)81244-3
1654445 Baccharis neaei: 10.1021/NP50045A025
86312 Artemisia ludoviciana:
482479 Achillea millefolium var. borealis: 10.1016/0305-1978(88)90071-3
425879 Holocarpha heermannii: 10.1016/0305-1978(94)90092-2
64995 Cheirolophus intybaceus: 10.1016/S0031-9422(00)89537-0
72355 Artemisia umbelliformis: 10.1515/ZNC-1995-5-604
72353 Artemisia splendens: 10.1515/ZNC-1995-5-604
1287603 Artemisia diffusa: 10.1515/ZNC-1995-5-604
72347 Artemisia molinieri: 10.1515/ZNC-1995-5-604
1227621 Artemisia douglasiana: 10.1515/ZNC-1995-5-604
127995 Gonospermum ferulaceum: 10.1016/0031-9422(90)83068-C
127983 Gonospermum gomerae:
1873171 Iva axillaris:
647961 Tanacetum densum: 10.1016/0031-9422(93)85040-X
1227615 Artemisia alba: 10.1016/S0031-9422(00)81695-7
205368 Artemisia incanescens: 10.1016/S0031-9422(00)81695-7
99024 Ajania fruticulosa:
183056 Neurolaena lobata: 10.1016/0031-9422(81)85176-X
59430 Helichrysum: 10.1515/ZNC-1992-1-203
145831 Stizolophus coronopifolius: 10.1016/S0031-9422(00)85520-X
191157 Flourensia: 10.1016/0031-9422(75)83120-7
1077932 Cleome amblyocarpa: 10.1016/0305-1978(92)90084-Q
2067805 Abronia latifolia: 10.1080/10575639308043848
2065844 Ambrosia chamissonis:
335183 Cistus sintenisii:
566271 Cistus albanicus:
185140 Acanthospermum australe: 10.1021/NP50050A054
927720 Artemisia copa: 10.1055/S-2005-873177
1548625 Pluchea chingoyo: 10.1016/S0031-9422(00)82733-8
298346 Dictamnus albus: 10.1055/S-2006-962047
98504 Matricaria chamomilla: 10.1002/CBER.19751080208
1738156 Picradeniopsis pringlei: 10.1016/0031-9422(90)80042-F
35608 Artemisia annua:
119176 Pentanema britannicum:
301877 Tanacetum balsamita:
282770 Achillea virescens:
41614 Asteriscus sericeus: 10.1515/ZNC-1997-3-401
282720 Achillea aspleniifolia: 10.1515/ZNC-1997-3-401
13329 Achillea millefolium: 10.1515/ZNC-1997-3-401
318068 Xanthium strumarium: 10.1515/ZNC-1997-3-401
176559 Pericome caudata: 10.1016/S0031-9422(00)82480-2
55611 Artemisia tridentata:
72349 Artemisia nova: 10.1016/S0021-9673(01)97678-2
230216 Agnorhiza bolanderi:
230217 Agnorhiza elata: 10.1016/S0031-9422(00)84740-8
230224 Agnorhiza reticulata: 10.1016/S0031-9422(00)84740-8
230220 Agnorhiza invenusta: 10.1016/S0031-9422(00)84740-8
72345 Artemisia lucentica: 10.1016/0031-9422(88)80018-9
72350 Artemisia reptans: 10.1016/0031-9422(88)80018-9
72329 Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
1033235 Centaurea bracteata:
230198 Balsamorhiza deltoidea: 10.1016/0305-1978(87)90102-5
149445 Madia sativa: 10.1016/0031-9422(92)80273-H
17778 Calycadenia: 10.1016/0031-9422(92)80273-H
1227629 Artemisia lindleyana: 10.1021/NP50043A027
128002 Tanacetum vulgare: 10.1016/S0031-9422(99)00021-7
127999 Tanacetum parthenium:
230197 Balsamorhiza careyana: 10.1016/0305-1978(88)90034-8
13328 Achillea: 10.1016/0305-1978(96)88878-8
282745 Achillea ligustica: 10.1016/0305-1978(88)90033-6
282739 Achillea grandifolia:
1287600 Artemisia australis:
496566 Artemisia carvifolia:
262982 Artemisia apiacea:
230219 Wyethia helenioides: 10.1016/S0031-9422(00)81244-3
1654445 Baccharis neaei: 10.1021/NP50045A025
86312 Artemisia ludoviciana:
482479 Achillea millefolium var. borealis: 10.1016/0305-1978(88)90071-3
425879 Holocarpha heermannii: 10.1016/0305-1978(94)90092-2
64995 Cheirolophus intybaceus: 10.1016/S0031-9422(00)89537-0
72355 Artemisia umbelliformis: 10.1515/ZNC-1995-5-604
72353 Artemisia splendens: 10.1515/ZNC-1995-5-604
1287603 Artemisia diffusa: 10.1515/ZNC-1995-5-604
72347 Artemisia molinieri: 10.1515/ZNC-1995-5-604
1227621 Artemisia douglasiana: 10.1515/ZNC-1995-5-604
127995 Gonospermum ferulaceum: 10.1016/0031-9422(90)83068-C
127983 Gonospermum gomerae:
1873171 Iva axillaris:
647961 Tanacetum densum: 10.1016/0031-9422(93)85040-X
1227615 Artemisia alba: 10.1016/S0031-9422(00)81695-7
205368 Artemisia incanescens: 10.1016/S0031-9422(00)81695-7
99024 Ajania fruticulosa:
183056 Neurolaena lobata: 10.1016/0031-9422(81)85176-X
59430 Helichrysum: 10.1515/ZNC-1992-1-203
145831 Stizolophus coronopifolius: 10.1016/S0031-9422(00)85520-X
191157 Flourensia: 10.1016/0031-9422(75)83120-7
1077932 Cleome amblyocarpa: 10.1016/0305-1978(92)90084-Q
2067805 Abronia latifolia: 10.1080/10575639308043848
2065844 Ambrosia chamissonis:
335183 Cistus sintenisii:
566271 Cistus albanicus:
185140 Acanthospermum australe: 10.1021/NP50050A054
927720 Artemisia copa: 10.1055/S-2005-873177
1548625 Pluchea chingoyo: 10.1016/S0031-9422(00)82733-8
298346 Dictamnus albus: 10.1055/S-2006-962047
98504 Matricaria chamomilla: 10.1002/CBER.19751080208

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

Katarzyna Gaweł-Bęben, Marcelina Strzępek-Gomółka, Marcin Czop, Zuriyadda Sakipova, Kazimierz Głowniak, Wirginia Kukula-Koch. Achillea millefolium L. and Achillea biebersteinii Afan. Hydroglycolic Extracts-Bioactive Ingredients for Cosmetic Use. Molecules (Basel, Switzerland). 2020 Jul; 25(15):. doi: 10.3390/molecules25153368. [PMID: 32722270]
Ayumi Uehara, Tsukasa Iwashina. Flavonoids from the Japanese monotypic genus, Nipponanthemum. Natural product communications. 2012 Aug; 7(8):1005-6. doi: . [PMID: 22978216]
Peter Forgo, István Zupkó, Judit Molnár, Andrea Vasas, György Dombi, Judit Hohmann. Bioactivity-guided isolation of antiproliferative compounds from Centaurea jacea L. Fitoterapia. 2012 Jul; 83(5):921-5. doi: 10.1016/j.fitote.2012.04.006. [PMID: 22537643]
Malindra Juan-Badaturuge, Solomon Habtemariam, Caroline Jackson, Michael J K Thomas. Antioxidant principles of Tanacetum vulgare L. aerial parts. Natural product communications. 2009 Nov; 4(11):1561-4. doi: ". [PMID: 19967991]
Valeria Moscatelli, Oksana Hnatyszyn, Cristina Acevedo, Javier Megías, María José Alcaraz, Graciela Ferraro. Flavonoids from Artemisia copa with anti-inflammatory activity. Planta medica. 2006 Jan; 72(1):72-4. doi: 10.1055/s-2005-873177. [PMID: 16450301]
Guillermo Schmeda-Hirschmann, Alejandro Tapia, Cristina Theoduloz, Jaime Rodríguez, Susana López, Gabriela Egly Feresin. Free radical scavengers and antioxidants from Tagetes mendocina. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 May; 59(5-6):345-53. doi: 10.1515/znc-2004-5-610. [PMID: 18998399]
So Ra Kim, Mi Jung Park, Mi Kyeong Lee, Sang Hyun Sung, Eun Jung Park, Jinwoong Kim, Sun Yeou Kim, Tae H Oh, George J Markelonis, Young Choong Kim. Flavonoids of Inula britannica protect cultured cortical cells from necrotic cell death induced by glutamate. Free radical biology & medicine. 2002 Apr; 32(7):596-604. doi: 10.1016/s0891-5849(02)00751-7. [PMID: 11909694]
J C Meng, Y F Hu, J H Chen, R X Tan. Antifungal highly oxygenated guaianolides and other constituents from Ajania fruticulosa. Phytochemistry. 2001 Dec; 58(7):1141-5. doi: 10.1016/s0031-9422(01)00389-2. [PMID: 11730880]
Li, Meng, Cheng, Higa, Tanaka, Tan. New guaianolides and xanthine oxidase inhibitory flavonols from ajania fruticulosa. Journal of natural products. 1999 Jul; 62(7):1053-5. doi: 10.1021/np990009i. [PMID: 10425142]
M A al-Yahya, A M el-Sayed, J S Mossa, J F Kozlowski, M D Antoun, M Ferin, W M Baird, J M Cassady. Potential cancer chemopreventive and cytotoxic agents from Pulicaria crispa. Journal of natural products. 1988 May; 51(3):621-4. doi: 10.1021/np50057a038. [PMID: 3404160]