Rottlerin (BioDeep_00000002501)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(2E) -1- [ 6- [ (3-Acetyl-2,4,6-trihydroxy-5-methylphenyl) methyl ] -5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl ] -3-phenyl-2-propene-1-one

化学式: C30H28O8 (516.1784)
中文名称: 粗糠柴毒素
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 88.07%

分子结构信息

SMILES: c(C(C)=O)(c(O)1)c(O)c(Cc(c(O)3)c(O)c(C(=O)C=Cc(c4)cccc4)c(c32)OC(C)(C)C=C2)c(O)c1C
InChI: InChI=1S/C30H28O8/c1-15-24(33)19(27(36)22(16(2)31)25(15)34)14-20-26(35)18-12-13-30(3,4)38-29(18)23(28(20)37)21(32)11-10-17-8-6-5-7-9-17/h5-13,33-37H,14H2,1-4H3/b11-10+

描述信息

Rottlerin is a chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis. It has a role as an antineoplastic agent, an apoptosis inducer, a metabolite, a K-ATP channel agonist, an antihypertensive agent and an anti-allergic agent. It is an enone, a chromenol, a benzenetriol, a methyl ketone and an aromatic ketone.
Rottlerin is a natural product found in Mallotus philippensis with data available.
A chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis.
D004791 - Enzyme Inhibitors
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.546
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.549
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.548
relative retention time with respect to 9-anthracene Carboxylic Acid is 1.550
Rottlerin, a natural product purified from Mallotus Philippinensis, is a specific PKC inhibitor, with IC50 values for PKCδ of 3-6 μM, PKCα,β,γ of 30-42 μM, PKCε,η,ζ of 80-100 μM. Rottlerin acts as a direct mitochondrial uncoupler, and stimulates autophagy by targeting a signaling cascade upstream of mTORC1. Rottlerin induces apoptosis via caspase 3 activation[1][2][3]. Rottlerin inhibits HIV-1 integration and Rabies virus (RABV) infection[4][5].
Rottlerin, a natural product purified from Mallotus Philippinensis, is a specific PKC inhibitor, with IC50 values for PKCδ of 3-6 μM, PKCα,β,γ of 30-42 μM, PKCε,η,ζ of 80-100 μM. Rottlerin acts as a direct mitochondrial uncoupler, and stimulates autophagy by targeting a signaling cascade upstream of mTORC1. Rottlerin induces apoptosis via caspase 3 activation[1][2][3]. Rottlerin inhibits HIV-1 integration and Rabies virus (RABV) infection[4][5].

同义名列表

34 个代谢物同义名

(E)-1-(6-((3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl)-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl)-3-phenyl-2-propen-1-one; (E)-1-[6-[(3-Acetyl-2,4,6-trihydroxy-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one; (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methyl-phenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-chromen-8-yl]-3-phenyl-prop-2-en-1-one; 1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethyl-1-benzopyran-8-yl]-3-phenyl-2-propen-1-one; (E)-1-[6-[(3-acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one; (2E)-1-[6-(3-acetyl-2,4,6-trihydroxy-5-methylbenzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl]-3-phenylprop-2-en-1-one; (2E)-1-(6-(3-ACETYL-2,4,6-TRIHYDROXY-5-METHYLBENZYL)-5,7-DIHYDROXY-2,2-DIMETHYL-2H-CHROMEN-8-YL)-3-PHENYLPROP-2-EN-1-ONE; 1-[6-[(3-Acetyl-2,4,6-trihydroxy-5-methylphenyl)methyl]-5,7-dihydroxy-2,2-dimethylchromen-8-yl]-3-phenylprop-2-en-1-one; (E)-1-(6-(3-acetyl-2,4,6-trihydroxy-5-methylbenzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one; 1-(6-(3-acetyl-2,4,6-trihydroxy-5-methylbenzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl)-3-phenylprop-2-en-1-one; Acetophenone, 3-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2,4,6-trihydroxy-5-methyl-; 1-[6-(3-Acetyl-2,4,6-trihydroxy-5-methyl-benzyl)-5,7-dihydroxy-2,2-dimethyl-2H-chromen-8-yl]-3-phenyl-propenone; 3-((8-cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl)-2,4,6-trihydroxy-5-methyl-acetophenone; 3-[(8-Cinnamoyl-5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-6-yl)methyl]-2,4,6-trihydroxy-5-methylacetophenone; 5,7-dihydroxy-2,2-dimethyl-6-(2,4,6-trihydroxy-3-methyl-5-acetylbenzyl)-8-cinnamoyl-1,2-chromene; 5-18-05-00695 (Beilstein Handbook Reference); Rottlerin - CAS 82-08-6; BiomolKI2_000064; BCBcMAP01_000019; UNII-E29LP3ZMUH; ROTTLERIN [MI]; Lopac0_001052; Tox21_501052; IDI1_002135; mallotoxin; E29LP3ZMUH; Rottlerin; BMK1-F10; Kamalin; (2E) -1- [ 6- [ (3-Acetyl-2,4,6-trihydroxy-5-methylphenyl) methyl ] -5,7-dihydroxy-2,2-dimethyl-2H-1-benzopyran-8-yl ] -3-phenyl-2-propene-1-one; Mallotoxin; NSC 56346; NSC 94525; NSC 56346; NSC 94525; Rottlerin



数据库引用编号

27 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

13 个相关的物种来源信息

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 17 AKT1, BCL2, BECN1, CASP3, CASP9, CCND1, CDKN1A, MAPK14, MTOR, PIK3CA, PRKAA2, PRKCD, PRKCE, PRKX, PTK2, TP53, XIAP
Golgi apparatus, trans-Golgi network membrane 1 BECN1
Peripheral membrane protein 4 BECN1, MTOR, PRKCD, PTK2
Endosome membrane 1 BECN1
Endoplasmic reticulum membrane 3 BCL2, BECN1, MTOR
Mitochondrion membrane 1 BECN1
Cytoplasmic vesicle, autophagosome 1 BECN1
Nucleus 17 AKT1, BCL2, BECN1, CASP3, CASP9, CCND1, CDKN1A, JUN, MAPK14, MTOR, PRKAA2, PRKCD, PRKCE, PRKX, PTK2, TP53, XIAP
autophagosome 1 BECN1
cytosol 17 AKT1, BCL2, BECN1, CASP3, CASP9, CCND1, CDKN1A, MAPK14, MTOR, PIK3CA, PRKAA2, PRKCD, PRKCE, PRKCQ, PTK2, TP53, XIAP
dendrite 3 BECN1, MTOR, PRKAA2
mitochondrial membrane 1 BECN1
nuclear body 2 BECN1, CDKN1A
phagocytic vesicle 2 BECN1, MTOR
phosphatidylinositol 3-kinase complex, class III 1 BECN1
trans-Golgi network 1 BECN1
centrosome 3 CCND1, PTK2, TP53
nucleoplasm 12 AKT1, CASP3, CCND1, CDKN1A, JUN, MAPK14, MTOR, PRKAA2, PRKCD, PRKX, TP53, XIAP
RNA polymerase II transcription regulator complex 1 JUN
Cell membrane 4 AKT1, PRKCD, PRKCE, PTK2
Cytoplasmic side 2 MTOR, PTK2
lamellipodium 2 AKT1, PIK3CA
Golgi apparatus membrane 1 MTOR
Synapse 2 PRKCD, PRKCE
cell cortex 2 AKT1, PTK2
glutamatergic synapse 3 AKT1, CASP3, MAPK14
Golgi apparatus 2 PRKAA2, PRKCE
Golgi membrane 2 INS, MTOR
lysosomal membrane 1 MTOR
neuronal cell body 2 CASP3, PRKAA2
postsynapse 1 AKT1
Lysosome 1 MTOR
endosome 1 BECN1
plasma membrane 6 AKT1, PIK3CA, PRKCD, PRKCE, PRKCQ, PTK2
Membrane 6 AKT1, BCL2, MTOR, PRKAA2, PRKCD, TP53
axon 1 PRKAA2
extracellular exosome 1 PRKCD
Lysosome membrane 1 MTOR
endoplasmic reticulum 5 BCL2, BECN1, PRKCD, PRKCE, TP53
extracellular space 1 INS
perinuclear region of cytoplasm 5 CDKN1A, PIK3CA, PRKCD, PRKCE, PTK2
bicellular tight junction 1 CCND1
intercalated disc 1 PIK3CA
mitochondrion 6 BCL2, CASP9, MAPK14, PRKCD, PRKCE, TP53
protein-containing complex 5 AKT1, BCL2, CASP9, CDKN1A, TP53
intracellular membrane-bounded organelle 2 PRKCE, PTK2
Microsome membrane 1 MTOR
postsynaptic density 1 CASP3
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 1 INS
extracellular region 3 INS, MAPK14, PRKCD
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, MTOR
Mitochondrion matrix 1 TP53
mitochondrial matrix 1 TP53
anchoring junction 1 PTK2
transcription regulator complex 2 JUN, TP53
centriolar satellite 1 PRKCQ
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 2 PTK2, TP53
Nucleus membrane 2 BCL2, CCND1
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, CCND1
dendritic spine 1 PTK2
microtubule cytoskeleton 1 AKT1
nucleolus 2 CDKN1A, TP53
cell-cell junction 2 AKT1, PRKCD
vesicle 1 AKT1
Cytoplasm, perinuclear region 3 PRKCD, PRKCE, PTK2
pore complex 1 BCL2
Cell junction, focal adhesion 1 PTK2
Cytoplasm, cytoskeleton 3 PRKCE, PTK2, TP53
focal adhesion 1 PTK2
spindle 1 AKT1
Nucleus, PML body 2 MTOR, TP53
PML body 2 MTOR, TP53
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
nuclear speck 2 MAPK14, PRKAA2
neuron projection 1 PRKCD
ciliary basal body 2 AKT1, PTK2
chromatin 2 JUN, TP53
cell projection 1 PTK2
cell periphery 1 PRKCE
cytoskeleton 1 PTK2
Cytoplasm, cytoskeleton, cilium basal body 1 PTK2
spindle pole 1 MAPK14
nuclear chromosome 1 JUN
Cytoplasm, cell cortex 1 PTK2
site of double-strand break 1 TP53
nuclear envelope 1 MTOR
Endomembrane system 2 MTOR, PRKCD
endosome lumen 1 INS
phagophore assembly site 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type I 1 BECN1
phosphatidylinositol 3-kinase complex, class III, type II 1 BECN1
cytoplasmic stress granule 1 PRKAA2
euchromatin 1 JUN
germ cell nucleus 1 TP53
replication fork 1 TP53
myelin sheath 1 BCL2
intermediate filament cytoskeleton 1 PRKCE
stress fiber 1 PTK2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 INS, MAPK14
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
nuclear matrix 2 PRKCD, TP53
transcription repressor complex 2 CCND1, TP53
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
azurophil granule lumen 1 PRKCD
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 PRKCQ
aggresome 1 PRKCQ
apoptosome 1 CASP9
[Isoform 1]: Nucleus 1 TP53
Synapse, synaptosome 1 PRKCD
death-inducing signaling complex 1 CASP3
nucleotide-activated protein kinase complex 1 PRKAA2
Cytoplasmic vesicle, phagosome 1 MTOR
cyclin-dependent protein kinase holoenzyme complex 2 CCND1, CDKN1A
transcription factor AP-1 complex 1 JUN
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
PCNA-p21 complex 1 CDKN1A
endolysosome 1 PRKCD
cyclin D1-CDK6 complex 1 CCND1
cytoplasmic side of mitochondrial outer membrane 1 BECN1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
[Beclin-1-C 35 kDa]: Mitochondrion 1 BECN1
[Beclin-1-C 37 kDa]: Mitochondrion 1 BECN1


文献列表

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