Isoalantolactone (BioDeep_00000000128)

 

Secondary id: BioDeep_00000398721, BioDeep_00000868844, BioDeep_00001867466

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-

化学式: C15H20O2 (232.1463)
中文名称: 异丙内酯, 异土木香内酯, 异阿兰内酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 51.01%

分子结构信息

SMILES: C1CC(=C)[C@H]2[C@](C1)(C[C@@H]1[C@H](C2)C(=C)C(=O)O1)C
InChI: InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3

描述信息

Isoalantolactone is a sesquiterpene lactone of the eudesmanolide group. It has been isolated from Inula helenium. It has a role as an apoptosis inducer, an antifungal agent and a plant metabolite. It is a sesquiterpene lactone and a eudesmane sesquiterpenoid.
Isoalantolactone is a natural product found in Eupatorium cannabinum, Critonia quadrangularis, and other organisms with data available.
Isoalantolactone is found in herbs and spices. Isoalantolactone is a constituent of the essential oil of Inula helenium (elecampane)
Constituent of the essential oil of Inula helenium (elecampane). Isoalantolactone is found in herbs and spices.
Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.
Isoalantolactone is an apoptosis inducer, which also acts as an alkylating agent.

同义名列表

40 个代谢物同义名

Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR-(3a alpha,4a alpha,8a beta,9a alpha))-; Naphtho[2, decahydro-8a-methyl-3,5-bis(methylene)-, [3aR-(3a.alpha.,4a.alpha.,8a.beta.,9a.alpha.)]-; (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylene-3a,4,4a,6,7,8,9,9a-octahydrobenzo[f]benzofuran-2-one; Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-rel-; Naphtho(2,3-b)furan-2(3H)-one, decahydro-8a-methyl-3,5-bis(methylene)-, (3aR,4aS,8aR,9aR)-; Rel-(3aR,4aS,8aR,9aR)-decahydro-8a-methyl-3,5-bis(methylene)naphtho(2,3-b)furan-2(3H)-one; (3aR,4aS,8aR,9aR)-8a-methyl-3,5-bis(methylidene)decahydronaphtho[2,3-b]furan-2(3H)-one; (3AR,4AS,8AR,9AR)-DECAHYDRO-8A-METHYL-3,5-BIS(METHYLENE)NAPHTHO(2,3-B)FURAN-2(3H)-ONE; (3aR,4aS,8aR,9aR)-Decahydro-8a-methyl-3,5-bis(methylene)naphtho[2,3-b]furan-2(3H)-one; (3AR,4AS,8AR,9AR)-8A-METHYL-3,5-DIMETHYLIDENE-DODECAHYDRONAPHTHO[2,3-B]FURAN-2-ONE; (3aR,4aS,8aR,9aR)-8a-methyl-3,5-dimethylenedecahydronaphtho[2,3-b]furan-2(3H)-one; EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE, (+/-)-; (3aR,4aS,8aR,9aR)-8a-Methyl-3,5-dimethylene-decahydro-naphtho[2,3-b]furan-2-one; Eudesma-4(14),11(13)-dien-12-oic acid, 8beta-hydroxy-, gamma-lactone, (+/-)-; EUDESMA-4(14),11(13)-DIEN-12-OIC ACID, 8.BETA.-HYDROXY-, .GAMMA.-LACTONE; Eudesma-4(14),11(13)-dien-12-oic acid, 8-beta-hydroxy-, gamma-lactone; 8a-methyl-3,5-dimethylidene-dodecahydronaphtho[2,3-b]furan-2-one; 8beta-hydroxyeudesma-4(14),11(13)-dien-12-oic acid gamma-lactone; 8a-methyl-3,5-dimethylidene-octahydronaphtho[2,3-b]furan-2-one; 5.ALPHA.H-EUDESMA-4(15),11(13)-DIEN-12,8.BETA.-OLIDE; 4-17-00-05031 (Beilstein Handbook Reference); eudesma-4(14),11(13)-dieno-12,8beta-olactone; (+)-Isoalantolactone;Isohelenin; Isoalantolactone (Isohelenin); Isoalantolactone, (+/-)-; ISOALANTOLACTONE, (+)-; (+/-)-Isoalantolactone; (+)-Isoalantolactone; ISOALLANTOLACTONE; iso-alantolacton; Isoalantolactone; ISOALANTOACTONE; UNII-BYH07P620U; UNII-QTF89ZHT7V; BYH07P620U; QTF89ZHT7V; Isohelenin; AI3-31148; Isoalantolactone; Isoalantolactone



数据库引用编号

28 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。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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PharmGKB(0)

134 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 12 ANXA5, BCL2, BIRC5, CASP3, CCNB1, HPGDS, MAPK14, MAPK8, NFKB1, NR4A1, PIK3C3, PIK3CA
Peripheral membrane protein 2 ANXA5, GORASP1
Endoplasmic reticulum membrane 2 BCL2, HMOX1
Cytoplasmic vesicle, autophagosome 1 PIK3C3
Nucleus 11 BCL2, BIRC5, CASP3, CCNB1, GABPA, HMOX1, MAPK14, MAPK8, NFKB1, NR4A1, PARP1
autophagosome 1 PIK3C3
cytosol 14 ANXA5, BCL2, BIRC5, CASP3, CCNB1, HMOX1, HPGDS, MAPK14, MAPK8, NFKB1, NR4A1, PARP1, PIK3C3, PIK3CA
nuclear body 1 PARP1
phosphatidylinositol 3-kinase complex, class III 1 PIK3C3
centrosome 1 CCNB1
nucleoplasm 11 BIRC5, CASP3, CCNB1, GABPA, HMOX1, HPGDS, MAPK14, MAPK8, NFKB1, NR4A1, PARP1
Cell membrane 1 TNF
Cytoplasmic side 2 GORASP1, HMOX1
lamellipodium 1 PIK3CA
Golgi apparatus membrane 1 GORASP1
Synapse 1 MAPK8
cell surface 2 TNF, TNFRSF10B
glutamatergic synapse 3 CASP3, MAPK14, PIK3C3
Golgi apparatus 1 GORASP1
Golgi membrane 1 GORASP1
neuronal cell body 2 CASP3, TNF
sarcolemma 1 ANXA5
Cytoplasm, cytosol 2 NR4A1, PARP1
Presynapse 1 NR4A1
endosome 1 PIK3C3
plasma membrane 3 PIK3CA, TNF, TNFRSF10B
Membrane 7 ANXA5, BCL2, CCNB1, HMOX1, PARP1, PIK3C3, TNFRSF10B
axon 1 MAPK8
extracellular exosome 1 ANXA5
endoplasmic reticulum 2 BCL2, HMOX1
extracellular space 3 HMOX1, IL4, TNF
perinuclear region of cytoplasm 2 HMOX1, PIK3CA
intercalated disc 1 PIK3CA
mitochondrion 5 BCL2, MAPK14, NFKB1, NR4A1, PARP1
protein-containing complex 3 BCL2, BIRC5, PARP1
intracellular membrane-bounded organelle 1 HPGDS
postsynaptic density 1 CASP3
Secreted 1 IL4
extracellular region 6 ANXA5, DNAH9, IL4, MAPK14, NFKB1, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 2 BCL2, HMOX1
mitochondrial matrix 1 CCNB1
transcription regulator complex 3 NFKB1, NR4A1, PARP1
motile cilium 1 DNAH9
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 2 BCL2, NR4A1
external side of plasma membrane 2 ANXA5, TNF
microtubule cytoskeleton 1 BIRC5
nucleolus 1 PARP1
midbody 2 BIRC5, PIK3C3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
pore complex 1 BCL2
Cytoplasm, cytoskeleton, spindle 1 BIRC5
focal adhesion 1 ANXA5
microtubule 2 BIRC5, DNAH9
spindle 1 BIRC5
GABA-ergic synapse 1 PIK3C3
cis-Golgi network 1 GORASP1
Peroxisome 1 PIK3C3
collagen-containing extracellular matrix 1 ANXA5
axoneme 2 DNAH9, PIK3C3
nuclear speck 1 MAPK14
interphase microtubule organizing center 1 BIRC5
Late endosome 1 PIK3C3
Zymogen granule membrane 1 ANXA5
chromatin 4 GABPA, NFKB1, NR4A1, PARP1
phagocytic cup 1 TNF
phagocytic vesicle membrane 1 PIK3C3
Chromosome 2 BIRC5, PARP1
centriole 1 BIRC5
Nucleus, nucleolus 1 PARP1
spindle pole 2 CCNB1, MAPK14
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
nuclear chromosome 1 BIRC5
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
site of double-strand break 1 PARP1
nuclear envelope 1 PARP1
Chromosome, centromere 1 BIRC5
Chromosome, centromere, kinetochore 1 BIRC5
phagophore assembly site 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type I 1 PIK3C3
phosphatidylinositol 3-kinase complex, class III, type II 1 PIK3C3
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 2 MAPK14, NFKB1
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
specific granule lumen 1 NFKB1
kinetochore 1 BIRC5
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 GORASP1
presynaptic endosome 1 PIK3C3
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
Golgi apparatus, cis-Golgi network membrane 1 GORASP1
Single-pass type IV membrane protein 1 HMOX1
chromosome, centromeric region 1 BIRC5
outer kinetochore 1 CCNB1
vesicle membrane 1 ANXA5
chromosome passenger complex 1 BIRC5
cytoplasmic microtubule 1 BIRC5
protein-DNA complex 1 PARP1
spindle microtubule 1 BIRC5
survivin complex 1 BIRC5
basal dendrite 1 MAPK8
death-inducing signaling complex 1 CASP3
site of DNA damage 1 PARP1
postsynaptic endosome 1 PIK3C3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
Autolysosome 1 PIK3C3
cyclin B1-CDK1 complex 1 CCNB1
endothelial microparticle 1 ANXA5
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 1 NFKB1
NF-kappaB p50/p65 complex 1 NFKB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
distal portion of axoneme 1 DNAH9


文献列表

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  • Soon Sung Lim, Sun Seong Im, Ju Ryoung Kim, Hyun Ae Lim, Chan Ho Jang, Young Kyoon Kim, T Konishi, Eun Ji Kim, Jung Han Yoon Park, Jong-Sang Kim. Induction of detoxifying enzyme by sesquiterpenes present in Inula helenium. Journal of medicinal food. 2007 Sep; 10(3):503-10. doi: 10.1089/jmf.2006.209. [PMID: 17887945]
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