(+)-Dehydrovomifoliol (BioDeep_00000000814)

 

Secondary id: BioDeep_00000014739, BioDeep_00000279411, BioDeep_00000867069, BioDeep_00001867554, BioDeep_00001869477

human metabolite PANOMIX_OTCML-2023


代谢物信息卡片


(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one;(6S)-6-hydroxy-3-oxo-alpha-ionone

化学式: C13H18O3 (222.1256)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(lipidsearch) 17.11%

分子结构信息

SMILES: C1(CC(C)(C)[C@](O)(C(C)=C1)/C=C/C(C)=O)=O
InChI: InChI=1S/C13H18O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,16H,8H2,1-4H3/b6-5+/t13-/m1/s1

描述信息

(+)-dehydrovomifoliol, also known as (6s)-6-hydroxy-3-oxo-alpha-ionone, is a member of the class of compounds known as sesquiterpenoids. Sesquiterpenoids are terpenes with three consecutive isoprene units. Thus, (+)-dehydrovomifoliol is considered to be an isoprenoid lipid molecule (+)-dehydrovomifoliol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-dehydrovomifoliol can be found in rice, which makes (+)-dehydrovomifoliol a potential biomarker for the consumption of this food product.
(6S)-dehydrovomifoliol is a dehydrovomifoliol that has S-configuration at the chiral centre. It has a role as a plant metabolite. It is an enantiomer of a (6R)-dehydrovomifoliol.
Dehydrovomifoliol is a natural product found in Psychotria correae, Dendrobium loddigesii, and other organisms with data available.

同义名列表

31 个代谢物同义名

(4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one;(6S)-6-hydroxy-3-oxo-alpha-ionone; 2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxo-1-buten-1-yl]-, (4S)-; 2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxo-1-butenyl]-, (4S)-; (4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-en-1-yl]cyclohex-2-en-1-one; (4S)-4-Hydroxy-3,5,5-trimethyl-4-((1E)-3-oxo-1-buten-1-yl)-2-cyclohexen-1-one; 2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, (S-(E))-; 2-Cyclohexen-1-one, 4-hydroxy-3,5,5-trimethyl-4-(3-oxo-1-butenyl)-, [S-(E)]-; (4S)-4-hydroxy-3,5,5-trimethyl-4-[(1E)-3-oxobut-1-enyl]cyclohex-2-en-1-one; (4S)-4-hydroxy-3,5,5-trimethyl-4-[(E)-3-oxobut-1-enyl]cyclohex-2-en-1-one; (4S)-4-hydroxy-3,5,5-trimethyl-4-[(Z)-3-oxobut-1-enyl]cyclohex-2-en-1-one; (4S)-4-Hydroxy-3,5,5-trimethyl-4-[3-oxobut-1-en-1-yl]cyclohex-2-en-1-one; (S,E)-4-Hydroxy-3,5,5-trimethyl-4-(3-oxobut-1-en-1-yl)cyclohex-2-enone; (6S)-6-hydroxy-3-oxo-alpha-ionone; (6R)-6-hydroxy-3-oxo-alpha-ionone; (6S)-6-Hydroxy-3-oxo-α-ionone; (6S)-6-Hydroxy-3-oxo-a-ionone; (6R)-6-Hydroxy-3-oxo-α-ionone; (6R)-6-Hydroxy-3-oxo-a-ionone; JJRYPZMXNLLZFH-URWSZGRFSA-N; (+)-(S)-Dehydrovomifoliol; 1-HYDROXY-4-KETO-2-IONONE; (S)-(+)-Dehydrovomifoliol; Dehydrovomifoliol, (S)-; Dehydrovomifoliol, (+)-; (Rac)-Dehydrovomifoliol; (6S)-dehydrovomifoliol; (+)-Dehydrovomifoliol; Dehydrovomifoliol; UNII-3J9E6P8K84; 3J9E6P8K84; Dehydrovomifoliol



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

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)

34 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 11 BCL2, E2F1, FASN, FGF21, MERTK, MTOR, POMC, SIRT1, SREBF1, SULT2A1, VEGFA
Peripheral membrane protein 1 MTOR
Endoplasmic reticulum membrane 4 BCL2, HMOX1, MTOR, SREBF1
Nucleus 9 BCL2, E2F1, HMOX1, MTOR, PPARA, SIRT1, SOX17, SREBF1, VEGFA
cytosol 9 ACOX1, BCL2, BLVRA, FASN, HMOX1, MTOR, SIRT1, SREBF1, SULT2A1
dendrite 1 MTOR
phagocytic vesicle 1 MTOR
centrosome 1 E2F1
nucleoplasm 7 E2F1, HMOX1, MTOR, PPARA, SIRT1, SOX17, SREBF1
RNA polymerase II transcription regulator complex 1 E2F1
Cell membrane 1 MERTK
Cytoplasmic side 2 HMOX1, MTOR
Multi-pass membrane protein 1 SREBF1
Golgi apparatus membrane 2 MTOR, SREBF1
cell surface 1 VEGFA
Golgi apparatus 2 FASN, VEGFA
Golgi membrane 2 MTOR, SREBF1
lysosomal membrane 1 MTOR
Cytoplasm, cytosol 1 BLVRA
Lysosome 1 MTOR
plasma membrane 3 BCHE, FASN, MERTK
Membrane 7 ACOX1, BCL2, FASN, HMOX1, MERTK, MTOR, VEGFA
extracellular exosome 3 BLVRA, FASN, MMP9
Lysosome membrane 1 MTOR
endoplasmic reticulum 4 BCL2, HMOX1, SREBF1, VEGFA
extracellular space 7 BCHE, FGF21, HMOX1, MERTK, MMP9, POMC, VEGFA
perinuclear region of cytoplasm 1 HMOX1
adherens junction 1 VEGFA
mitochondrion 2 BCL2, SIRT1
protein-containing complex 3 BCL2, E2F1, SREBF1
Microsome membrane 1 MTOR
chromatin silencing complex 1 SIRT1
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Single-pass type I membrane protein 1 MERTK
Secreted 4 BCHE, FGF21, POMC, VEGFA
extracellular region 5 BCHE, FGF21, MMP9, POMC, VEGFA
Mitochondrion outer membrane 2 BCL2, MTOR
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 3 BCL2, HMOX1, MTOR
transcription regulator complex 1 SOX17
photoreceptor outer segment 1 MERTK
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
Secreted, extracellular space, extracellular matrix 2 MMP9, VEGFA
nucleolus 1 SIRT1
heterochromatin 1 SIRT1
pore complex 1 BCL2
extracellular matrix 1 VEGFA
Peroxisome 1 ACOX1
peroxisomal matrix 1 ACOX1
peroxisomal membrane 1 ACOX1
Nucleus, PML body 2 MTOR, SIRT1
PML body 2 MTOR, SIRT1
collagen-containing extracellular matrix 1 MMP9
secretory granule 2 POMC, VEGFA
nuclear inner membrane 1 SIRT1
receptor complex 1 MERTK
chromatin 5 E2F1, PPARA, SIRT1, SOX17, SREBF1
blood microparticle 1 BCHE
fibrillar center 1 SIRT1
nuclear envelope 3 MTOR, SIRT1, SREBF1
Endomembrane system 1 MTOR
Cytoplasmic vesicle membrane 1 SREBF1
Melanosome 1 FASN
euchromatin 1 SIRT1
myelin sheath 1 BCL2
ficolin-1-rich granule lumen 1 MMP9
secretory granule lumen 1 POMC
endoplasmic reticulum lumen 1 BCHE
platelet alpha granule lumen 1 VEGFA
tertiary granule lumen 1 MMP9
Single-pass type IV membrane protein 1 HMOX1
ER to Golgi transport vesicle membrane 1 SREBF1
nuclear envelope lumen 1 BCHE
eNoSc complex 1 SIRT1
rDNA heterochromatin 1 SIRT1
Cytoplasmic vesicle, phagosome 1 MTOR
Cytoplasmic vesicle, COPII-coated vesicle membrane 1 SREBF1
Rb-E2F complex 1 E2F1
BAD-BCL-2 complex 1 BCL2
[N-VEGF]: Cytoplasm 1 VEGFA
[VEGFA]: Secreted 1 VEGFA
[Isoform L-VEGF189]: Endoplasmic reticulum 1 VEGFA
[Isoform VEGF121]: Secreted 1 VEGFA
[Isoform VEGF165]: Secreted 1 VEGFA
VEGF-A complex 1 VEGFA
[Sterol regulatory element-binding protein 1]: Endoplasmic reticulum membrane 1 SREBF1
[Processed sterol regulatory element-binding protein 1]: Nucleus 1 SREBF1
[Isoform SREBP-1aDelta]: Nucleus 1 SREBF1
[Isoform SREBP-1cDelta]: Nucleus 1 SREBF1
glycogen granule 1 FASN
[SirtT1 75 kDa fragment]: Cytoplasm 1 SIRT1


文献列表

  • Oleg S Yuzikhin, Natalia E Gogoleva, Alexander I Shaposhnikov, Tatyana A Konnova, Elena V Osipova, Darya S Syrova, Elena A Ermakova, Valerii P Shevchenko, Igor Yu Nagaev, Konstantin V Shevchenko, Nikolay F Myasoedov, Vera I Safronova, Alexey L Shavarda, Anton A Nizhnikov, Andrey A Belimov, Yuri V Gogolev. Rhizosphere Bacterium Rhodococcus sp. P1Y Metabolizes Abscisic Acid to Form Dehydrovomifoliol. Biomolecules. 2021 02; 11(3):. doi: 10.3390/biom11030345. [PMID: 33668728]
  • Yulin Ren, Gerardo D Anaya-Eugenio, Austin A Czarnecki, Tran Ngoc Ninh, Chunhua Yuan, Hee-Byung Chai, Djaja D Soejarto, Joanna E Burdette, Esperanza J Carcache de Blanco, A Douglas Kinghorn. Cytotoxic and NF-κB and mitochondrial transmembrane potential inhibitory pentacyclic triterpenoids from Syzygium corticosum and their semi-synthetic derivatives. Bioorganic & medicinal chemistry. 2018 08; 26(15):4452-4460. doi: 10.1016/j.bmc.2018.07.025. [PMID: 30057155]
  • Hyo Hee Yang, Kyung-Eon Oh, Yang Hee Jo, Jong Hoon Ahn, Qing Liu, Ayman Turk, Jae Young Jang, Bang Yeon Hwang, Ki Yong Lee, Mi Kyeong Lee. Characterization of tyrosinase inhibitory constituents from the aerial parts of Humulus japonicus using LC-MS/MS coupled online assay. Bioorganic & medicinal chemistry. 2018 01; 26(2):509-515. doi: 10.1016/j.bmc.2017.12.011. [PMID: 29254897]
  • Nina Corlay, Leen Delang, Emmanuelle Girard-Valenciennes, Johan Neyts, Patricia Clerc, Jacqueline Smadja, Françoise Guéritte, Pieter Leyssen, Marc Litaudon. Tigliane diterpenes from Croton mauritianus as inhibitors of chikungunya virus replication. Fitoterapia. 2014 Sep; 97(?):87-91. doi: 10.1016/j.fitote.2014.05.015. [PMID: 24879904]
  • Jong Hoon Ahn, Eun Sil Kim, Chul Lee, Soonok Kim, Soo-Hyun Cho, Bang Yeon Hwang, Mi Kyeong Lee. Chemical constituents from Nelumbo nucifera leaves and their anti-obesity effects. Bioorganic & medicinal chemistry letters. 2013 Jun; 23(12):3604-8. doi: 10.1016/j.bmcl.2013.04.013. [PMID: 23642481]
  • Xue-Song Li, Xiao-Jiang Zhou, Xing-Jie Zhang, Jia Su, Xue-Jing Li, Yong-Ming Yan, Yong-Tang Zheng, Yan Li, Liu-Meng Yang, Yong-Xian Cheng. Sesquiterpene and norsesquiterpene derivatives from Sanicula lamelligera and their biological evaluation. Journal of natural products. 2011 Jun; 74(6):1521-5. doi: 10.1021/np200146x. [PMID: 21561060]
  • Cheng-Wu Fang, Jia-Jia Chen, Shou-Jin Liu. [Studies on the chemical constituents of rhizoma of Coniogramme japonica]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Apr; 33(4):557-9. doi: ". [PMID: 20845785]
  • Lip Yong Chung, Mee Wah Lo, Muhammad Rais Mustafa, Swee Hock Goh, Zamrie Imiyabir. 5-Hydroxytryptamine2A receptor binding activity of compounds from Litsea sessilis. Phytotherapy research : PTR. 2009 Mar; 23(3):330-4. doi: 10.1002/ptr.2627. [PMID: 18844258]
  • H J Zhang, P A Tamez, D H Vu, T T Ghee, V H Nguyen, T X Le, M H Le, M C Nguyen, T T Do, D D Soejarto, H H Fong, J M Pezzuto. Antimalarial compounds from Rhaphidophora decursiva. Journal of natural products. 2001 Jun; 64(6):772-7. doi: 10.1021/np010037c. [PMID: 11421741]