chrysoplenol D (BioDeep_00000000954)

Secondary id: BioDeep_00000266251, BioDeep_00001867572

human metabolite PANOMIX_OTCML-2023

代谢物信息卡片

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-

化学式: C18H16O8 (360.0845136)
中文名称: 猫眼草酚 D, 猫眼草酚D, 猫眼草酚
谱图信息: 最多检出来源 Viridiplantae(plant) 0.22%

分子结构信息

SMILES: C1(OC)=CC2OC(C3C=C(O)C(O)=CC=3)=C(OC)C(=O)C=2C(O)=C1OC
InChI: InChI=1S/C18H16O8/c1-23-12-7-11-13(14(21)17(12)24-2)15(22)18(25-3)16(26-11)8-4-5-9(19)10(20)6-8/h4-7,19-21H,1-3H3

描述信息

3,4,5-trihydroxy-3,6,7-trimethoxyflavone is a trimethoxyflavone that is the 3,6,7-trimethyl ether derivative of quercetagetin. It has a role as an antineoplastic agent and a metabolite. It is a trihydroxyflavone and a trimethoxyflavone. It is functionally related to a quercetagetin.
Chrysosplenol D is a natural product found in Psiadia viscosa, Chrysosplenium oppositifolium, and other organisms with data available.
See also: Vitex negundo fruit (part of).
Chrysosplenol D is a methoxy flavonoid that induces ERK1/2-mediated apoptosis in triple negative human breast cancer cells. Chrysosplenol D also exhibits anti-inflammatory and moderate antitrypanosomal activities[1][2][3][4].
Chrysosplenol D is a methoxy flavonoid that induces ERK1/2-mediated apoptosis in triple negative human breast cancer cells. Chrysosplenol D also exhibits anti-inflammatory and moderate antitrypanosomal activities[1][2][3][4].

同义名列表

18 个代谢物同义名

4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-; 2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-1-benzopyran-4-one; 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxy-4H-chromen-4-one; 2-(3,4-dihydroxyphenyl)-5-hydroxy-3,6,7-trimethoxychromen-4-one; 5,3,4-trihydroxy 3,6,7-trimethylquercetagetin; Flavone, 3,4,5-trihydroxy-3,6,7-trimethoxy-; 3,4,5-trihydroxy-3,6,7-trimethoxyflavone; 5,3,4-Trihydroxy-3,6,7-trimethoxyflavone; Quercetagetin 3,6,7-Trimethyl ether; 3,6,7-trimethylquercetagetin; 7-METHYLAXILLARIN; UNII-GV8SR5RV6Z; Chrysosplenol D; chrysoplenol D; CHRYSOSPLENOLD; MEGxp0_000419; ACon1_001031; GV8SR5RV6Z

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:18016
KEGG: C04552
PubChem: 5280699
HMDB: HMDB0130258
Metlin: METLIN51410
ChEMBL: CHEMBL491366
LipidMAPS: LMPK12112998
MeSH: chrysosplenol D
ChemIDplus: 0014965209
MetaCyc: 345-TRIHYDROXY-367-TRIMETHOXYFLAVO
CAS: 14965-20-9
medchemexpress: HY-N6007
PMhub: MS000018391
PubChem: 7157
KNApSAcK: C00004692
3DMET: B00731
NIKKAJI: J14.308A

分类词条

代谢反应

4 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

polymethylated quercetin glucoside biosynthesis II - quercetagetin series (Chrysosplenium): 3,6,7-trimethylquercetagetin + SAM ⟶ 3,6,7,4'-tetramethylquercetagetin + H⁺ + SAH
superpathway of polymethylated quercetin/quercetagetin glucoside biosynthesis (Chrysosplenium): 3,6,7-trimethylquercetagetin + SAM ⟶ 3,6,7,4'-tetramethylquercetagetin + H⁺ + SAH

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(2)

polymethylated quercetin glucoside biosynthesis II - quercetagetin series (Chrysosplenium): 3,6,7-trimethylquercetagetin + SAM ⟶ 3,6,7,4'-tetramethylquercetagetin + H⁺ + SAH
superpathway of polymethylated quercetin/quercetagetin glucoside biosynthesis (Chrysosplenium): 3,6,7-trimethylquercetagetin + SAM ⟶ 3,6,7,4'-tetramethylquercetagetin + H⁺ + SAH

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

98 个相关的物种来源信息

63345 Achlys triphylla: 10.1016/0031-9422(91)83058-S
35608 Artemisia annua:
72329 Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
72350 Artemisia reptans:
72345 Artemisia lucentica: 10.1016/0031-9422(88)80018-9
149445 Madia sativa: 10.1016/0031-9422(92)80273-H
1227629 Artemisia lindleyana: 10.1021/NP50043A027
119176 Pentanema britannicum: 10.1016/0031-9422(91)83681-A
282752 Achillea nana: 10.1016/0305-1978(96)88878-8
282734 Achillea erba-rotta: 10.1016/0305-1978(96)88878-8
282727 Achillea clusiana: 10.1016/0305-1978(96)88878-8
2784726 Perityle vaseyi:
2784686 Perityle rupestris: 10.1016/0305-1978(88)90007-5
176562 Perityle emoryi: 10.1016/0305-1978(88)90007-5
282770 Achillea virescens: 10.1016/0305-1978(88)90033-6
282753 Achillea nobilis: 10.1016/0305-1978(88)90033-6
262982 Artemisia apiacea: 10.1016/S0305-1978(02)00178-3
496566 Artemisia carvifolia: 10.1016/S0305-1978(02)00178-3
1287600 Artemisia australis: 10.1016/S0305-1978(02)00178-3
669133 Artemisia mongolica: 10.1016/S0305-1978(02)00178-3
1458965 Chiliadenus montanus: 10.1016/0031-9422(89)80084-6
313942 Tessaria integrifolia: 10.3136/FSTR.6.106
482479 Achillea millefolium var. borealis: 10.1016/0305-1978(88)90071-3
359922 Achillea formosa: 10.1515/ZNC-1989-3-423
301871 Leucocyclus formosus: 10.1515/ZNC-1989-3-423
413484 Vitex rotundifolia:
99024 Ajania fruticulosa: 10.1007/BF00565848
204215 Vitex trifolia:
1077900 Psiadia viscosa: 10.1016/S0031-9422(00)97976-7
282745 Achillea ligustica: 10.1016/0031-9422(88)80466-7
61245 Chrysosplenium grayanum: 10.1021/NP50075A029
2067805 Abronia latifolia: 10.1080/10575639308043848
282717 Achillea ageratum: 10.1016/S0031-9422(96)00774-1
80774 Chrysosplenium alternifolium: 10.1007/S10600-009-9422-Y
557631 Chiliadenus candicans: 10.3109/13880208809053916
119185 Pulicaria arabica: 10.3109/13880208809053916
223431 Vitex negundo var. cannabifolia: 10.3390/MOLECULES15118469
361442 Vitex negundo: 10.3390/MOLECULES15118469
54477 Vitex agnus-castus: 10.1016/S0031-9422(99)00181-8
185140 Acanthospermum australe: 10.1021/NP50050A054
664351 Cyanostegia microphylla: 10.1071/CH9671049
204214 Coleus cylindraceus: 10.1021/NP000124P
2171725 Plectranthus montanus: 10.1021/NP000124P
175519 Pluchea sagittalis: 10.1016/S0031-9422(00)84421-0
1155259 Chrysosplenium oppositifolium: 10.1248/CPB.16.2310
61239 Chrysosplenium tosaense: 10.1248/CPB.16.2310
63345 Achlys triphylla: 10.1016/0031-9422(91)83058-S
35608 Artemisia annua:
72329 Artemisia herba-alba: 10.1016/0031-9422(88)80018-9
72350 Artemisia reptans:
72345 Artemisia lucentica: 10.1016/0031-9422(88)80018-9
149445 Madia sativa: 10.1016/0031-9422(92)80273-H
1227629 Artemisia lindleyana: 10.1021/NP50043A027
119176 Pentanema britannicum: 10.1016/0031-9422(91)83681-A
282752 Achillea nana: 10.1016/0305-1978(96)88878-8
282734 Achillea erba-rotta: 10.1016/0305-1978(96)88878-8
282727 Achillea clusiana: 10.1016/0305-1978(96)88878-8
2784726 Perityle vaseyi:
2784686 Perityle rupestris: 10.1016/0305-1978(88)90007-5
176562 Perityle emoryi: 10.1016/0305-1978(88)90007-5
282770 Achillea virescens: 10.1016/0305-1978(88)90033-6
282753 Achillea nobilis: 10.1016/0305-1978(88)90033-6
262982 Artemisia apiacea: 10.1016/S0305-1978(02)00178-3
496566 Artemisia carvifolia: 10.1016/S0305-1978(02)00178-3
1287600 Artemisia australis: 10.1016/S0305-1978(02)00178-3
669133 Artemisia mongolica: 10.1016/S0305-1978(02)00178-3
1458965 Chiliadenus montanus: 10.1016/0031-9422(89)80084-6
313942 Tessaria integrifolia: 10.3136/FSTR.6.106
482479 Achillea millefolium var. borealis: 10.1016/0305-1978(88)90071-3
359922 Achillea formosa: 10.1515/ZNC-1989-3-423
301871 Leucocyclus formosus: 10.1515/ZNC-1989-3-423
413484 Vitex rotundifolia:
99024 Ajania fruticulosa: 10.1007/BF00565848
204215 Vitex trifolia:
1077900 Psiadia viscosa: 10.1016/S0031-9422(00)97976-7
282745 Achillea ligustica: 10.1016/0031-9422(88)80466-7
61245 Chrysosplenium grayanum: 10.1021/NP50075A029
2067805 Abronia latifolia: 10.1080/10575639308043848
282717 Achillea ageratum: 10.1016/S0031-9422(96)00774-1
80774 Chrysosplenium alternifolium: 10.1007/S10600-009-9422-Y
557631 Chiliadenus candicans: 10.3109/13880208809053916
119185 Pulicaria arabica: 10.3109/13880208809053916
223431 Vitex negundo var. cannabifolia: 10.3390/MOLECULES15118469
361442 Vitex negundo: 10.3390/MOLECULES15118469
54477 Vitex agnus-castus: 10.1016/S0031-9422(99)00181-8
185140 Acanthospermum australe: 10.1021/NP50050A054
664351 Cyanostegia microphylla: 10.1071/CH9671049
204214 Coleus cylindraceus: 10.1021/NP000124P
2171725 Plectranthus montanus: 10.1021/NP000124P
175519 Pluchea sagittalis: 10.1016/S0031-9422(00)84421-0
1155259 Chrysosplenium oppositifolium: 10.1248/CPB.16.2310
61239 Chrysosplenium tosaense: 10.1248/CPB.16.2310
9606 Homo sapiens: -
35608 Artemisia Annua L.: -
204215 Vitex trifolia l.var.simplicifolia Cham.: -
204215 Vitex trifolia L.: -
4045 Apium graveolens: -
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

Chunqing Fu, Keyu Zhang, Manyuan Wang, Feng Qiu. Casticin and chrysosplenol D from Artemisia annua L. induce apoptosis by inhibiting topoisomerase IIα in human non-small-cell lung cancer cells. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2022 Jun; 100(?):154095. doi: 10.1016/j.phymed.2022.154095. [PMID: 35398735]
Sophia J Lang, Michael Schmiech, Susanne Hafner, Christian Paetz, Carmen Steinborn, Roman Huber, Menna El Gaafary, Katharina Werner, Christoph Q Schmidt, Tatiana Syrovets, Thomas Simmet. Antitumor activity of an Artemisia annua herbal preparation and identification of active ingredients. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2019 Sep; 62(?):152962. doi: 10.1016/j.phymed.2019.152962. [PMID: 31132755]
Musarat Amina, Perwez Alam, Mohammad K Parvez, Nawal M Al-Musayeib, Samerah A Al-Hwaity, Nada S Al-Rashidi, Mohammed S Al-Dosari. Isolation and validated HPTLC analysis of four cytotoxic compounds, including a new sesquiterpene from aerial parts of Plectranthus cylindraceus. Natural product research. 2018 Apr; 32(7):804-809. doi: 10.1080/14786419.2017.1363750. [PMID: 28783981]
Joseph Skaf, Omar Hamarsheh, Michael Berninger, Srikkanth Balasubramanian, Tobias A Oelschlaeger, Ulrike Holzgrabe. Improving anti-trypanosomal activity of alkamides isolated from Achillea fragrantissima. Fitoterapia. 2018 Mar; 125(?):191-198. doi: 10.1016/j.fitote.2017.11.001. [PMID: 29108932]