Hydrangenol (BioDeep_00000007978)

   

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


Isocoumarin, 3,4-dihydro-8-hydroxy-3-(p-hydroxyphenyl)- (6CI,7CI,8CI); 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; (+/-)-Hydrangenol

化学式: C15H12O4 (256.0736)
中文名称: 绣球酚
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 96.88%

分子结构信息

SMILES: C1C(OC(=O)C2=C1C=CC=C2O)C3=CC=C(C=C3)O
InChI: InChI=1S/C15H12O4/c16-11-6-4-9(5-7-11)13-8-10-2-1-3-12(17)14(10)15(18)19-13/h1-7,13,16-17H,8H2

描述信息

Hydrangenol is a member of the class of dihydroisocoumarins that is 3,4-dihydroisocoumarin substituted by a hydroxy group at position 8 and a 4-hydroxyphenyl group at position 3. It has been isolated from the roots of Scorzonera judaica and exhibits anti-allergic activity. It has a role as an anti-allergic agent and a plant metabolite. It is a member of phenols and a member of dihydroisocoumarins. It is functionally related to a 3,4-dihydroisocoumarin.
Hydrangenol is a natural product found in Hydrangea febrifuga, Hydrangea macrophylla, and Hydrangea serrata with data available.
A member of the class of dihydroisocoumarins that is 3,4-dihydroisocoumarin substituted by a hydroxy group at position 8 and a 4-hydroxyphenyl group at position 3. It has been isolated from the roots of Scorzonera judaica and exhibits anti-allergic activity.

同义名列表

18 个代谢物同义名

Isocoumarin, 3,4-dihydro-8-hydroxy-3-(p-hydroxyphenyl)- (6CI,7CI,8CI); 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; (+/-)-Hydrangenol; Isocoumarin, 3,4-dihydro-8-hydroxy-3-(p-hydroxyphenyl)- (6CI,7CI,8CI); 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; ()-Hydrangenol; 1H-2-Benzopyran-1-one, 3,4-dihydro-8-hydroxy-3-(4-hydroxyphenyl)-; 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one; 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-1H-2-benzopyran-1-one; 3,4-Dihydro-8-hydroxy-3-(4-hydroxyphenyl)-H-2-benzopyran-1-one; 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydro-1h-isochromen-1-one; 8-hydroxy-3-(4-hydroxyphenyl)-3,4-dihydroisochromen-1-one; ISOCOUMARIN, 3,4-DIHYDRO-8-HYDROXY-3-(P-HYDROXYPHENYL)-; BIS(CYCLOPENTADIENYL)VANADIUMIODIDE; HYDRANGENOL [INCI]; (+/-)-Hydrangenol; UNII-TL8PI7PHV1; Hydrangenol; TL8PI7PHV1; HYDRANENOL; AC1L3ODH; Hydrangenol



数据库引用编号

20 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)

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 14 CCND1, CCR6, CDK2, CDK4, COL1A1, MAPK14, MAPK8, MARVELD1, MYD88, NOS2, PIK3CA, PTGS2, STAT3, TLR4
Peripheral membrane protein 1 PTGS2
Endosome membrane 2 MYD88, TLR4
Endoplasmic reticulum membrane 3 CD4, HMOX1, PTGS2
Nucleus 12 CCND1, CDK2, CDK4, GABPA, HMOX1, JUND, MAPK14, MAPK8, MARVELD1, MYD88, NOS2, STAT3
cytosol 10 CCND1, CDK2, CDK4, HMOX1, MAPK14, MAPK8, MYD88, NOS2, PIK3CA, STAT3
centrosome 2 CCND1, CDK2
nucleoplasm 10 CCND1, CDK2, CDK4, GABPA, HMOX1, JUND, MAPK14, MAPK8, NOS2, STAT3
RNA polymerase II transcription regulator complex 2 JUND, STAT3
Cell membrane 5 CCR6, CD4, CLDN2, MARVELD1, TLR4
Cytoplasmic side 1 HMOX1
lamellipodium 1 PIK3CA
Multi-pass membrane protein 3 CCR6, CLDN2, MARVELD1
Synapse 1 MAPK8
cell surface 3 CCR6, MYD88, TLR4
glutamatergic synapse 1 MAPK14
Cytoplasm, cytosol 1 NOS2
endosome 1 CDK2
plasma membrane 9 CCR6, CD4, CLDN2, MARVELD1, MYD88, NOS2, PIK3CA, STAT3, TLR4
Membrane 4 COL1A1, HMOX1, MARVELD1, TLR4
axon 1 MAPK8
caveola 1 PTGS2
endoplasmic reticulum 2 HMOX1, PTGS2
extracellular space 3 COL1A1, HMOX1, IL6
perinuclear region of cytoplasm 4 HMOX1, NOS2, PIK3CA, TLR4
Cell junction, tight junction 1 CLDN2
bicellular tight junction 3 CCND1, CDK4, CLDN2
intercalated disc 1 PIK3CA
mitochondrion 1 MAPK14
protein-containing complex 2 MYD88, PTGS2
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 2 CD4, TLR4
Secreted 1 IL6
extracellular region 3 COL1A1, IL6, MAPK14
mitochondrial outer membrane 1 HMOX1
transcription regulator complex 4 CDK2, CDK4, JUND, STAT3
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 CDK2
Nucleus membrane 2 CCND1, CDK4
nuclear membrane 2 CCND1, CDK4
external side of plasma membrane 3 CCR6, CD4, TLR4
Secreted, extracellular space, extracellular matrix 1 COL1A1
nucleolus 1 CDK4
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
Early endosome 2 CD4, TLR4
cell-cell junction 1 CLDN2
Cytoplasm, perinuclear region 1 NOS2
Membrane raft 1 CD4
Cytoplasm, cytoskeleton 1 MARVELD1
Peroxisome 1 NOS2
collagen trimer 1 COL1A1
peroxisomal matrix 1 NOS2
collagen-containing extracellular matrix 1 COL1A1
secretory granule 1 COL1A1
nuclear speck 1 MAPK14
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
neuron projection 1 PTGS2
chromatin 4 CDK4, GABPA, JUND, STAT3
phagocytic cup 1 TLR4
cytoskeleton 1 MARVELD1
spindle pole 1 MAPK14
chromosome, telomeric region 1 CDK2
sperm midpiece 1 CCR6
sperm flagellum 1 CCR6
nuclear envelope 1 CDK2
sperm plasma membrane 1 CCR6
lipopolysaccharide receptor complex 1 TLR4
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
endoplasmic reticulum lumen 4 CD4, COL1A1, IL6, PTGS2
transcription repressor complex 2 CCND1, JUND
male germ cell nucleus 1 CDK2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
tight junction 1 CLDN2
Single-pass type IV membrane protein 1 HMOX1
clathrin-coated endocytic vesicle membrane 1 CD4
Cajal body 1 CDK2
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
basal dendrite 1 MAPK8
condensed chromosome 1 CDK2
extrinsic component of plasma membrane 1 MYD88
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
sperm principal piece 1 CCR6
cyclin-dependent protein kinase holoenzyme complex 3 CCND1, CDK2, CDK4
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
transcription factor AP-1 complex 1 JUND
T cell receptor complex 1 CD4
collagen type I trimer 1 COL1A1
cortical cytoskeleton 1 NOS2
interleukin-6 receptor complex 1 IL6
cyclin D1-CDK4 complex 2 CCND1, CDK4
cyclin D2-CDK4 complex 1 CDK4
cyclin D3-CDK4 complex 1 CDK4
cyclin A2-CDK2 complex 1 CDK2
cyclin D1-CDK6 complex 1 CCND1
cyclin A1-CDK2 complex 1 CDK2
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA


文献列表

  • Ji Hye Yoon, Sang Hee Park, Si Eun Yoon, Seong Yoon Hong, Jun Bae Lee, Jongsung Lee, Jae Youl Cho. Hydrangea serrata Hot Water Extract and Its Major Ingredient Hydrangenol Improve Skin Moisturization and Wrinkle Conditions via AP-1 and Akt/PI3K Pathway Upregulation. Nutrients. 2023 May; 15(11):. doi: 10.3390/nu15112436. [PMID: 37299400]
  • Da-Bin Myung, Hee-Soo Han, Ji-Sun Shin, Ji Yeon Park, Han Jun Hwang, Hyoung Ja Kim, Hye Shin Ahn, Sun Hee Lee, Kyung-Tae Lee. Hydrangenol Isolated from the Leaves of Hydrangea serrata Attenuates Wrinkle Formation and Repairs Skin Moisture in UVB-Irradiated Hairless Mice. Nutrients. 2019 Oct; 11(10):. doi: 10.3390/nu11102354. [PMID: 31581754]
  • Hailong Zhang, Hisashi Matsuda, Akira Kumahara, Yuki Ito, Seikou Nakamura, Masayuki Yoshikawa. New type of anti-diabetic compounds from the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae Dulcis Folium). Bioorganic & medicinal chemistry letters. 2007 Sep; 17(17):4972-6. doi: 10.1016/j.bmcl.2007.06.027. [PMID: 17609121]
  • Takaaki Yasuda, Saiko Kayaba, Kana Takahashi, Takahiro Nakazawa, Keisuke Ohsawa. Metabolic fate of orally administered phyllodulcin in rats. Journal of natural products. 2004 Sep; 67(9):1604-7. doi: 10.1021/np0400353. [PMID: 15387672]
  • Christian Eckermann, Gudrun Schröder, Stefan Eckermann, Dieter Strack, Jürgen Schmidt, Bernd Schneider, Joachim Schröder. Stilbenecarboxylate biosynthesis: a new function in the family of chalcone synthase-related proteins. Phytochemistry. 2003 Feb; 62(3):271-86. doi: 10.1016/s0031-9422(02)00554-x. [PMID: 12620338]
  • M Avenel-Audran, B M Hausen, J le Sellin, G Ledieu, J L Verret. Allergic contact dermatitis from hydrangea--is it so rare?. Contact dermatitis. 2000 Oct; 43(4):189-91. doi: 10.1034/j.1600-0536.2000.043004189.x. [PMID: 11011916]
  • H Matsuda, H Shimoda, M Yoshikawa. Structure-requirements of isocoumarins, phthalides, and stilbenes from Hydrangeae Dulcis Folium for inhibitory activity on histamine release from rat peritoneal mast cells. Bioorganic & medicinal chemistry. 1999 Jul; 7(7):1445-50. doi: 10.1016/s0968-0896(99)00058-9. [PMID: 10465418]
  • H Matsuda, H Shimoda, J Yamahara, M Yoshikawa. Immunomodulatory activity of thunberginol A and related compounds isolated from Hydrangeae Dulcis Folium on splenocyte proliferation activated by mitogens. Bioorganic & medicinal chemistry letters. 1998 Feb; 8(3):215-20. doi: 10.1016/s0960-894x(97)10221-9. [PMID: 9871657]
  • D J Yang, Z C Zhong, H Y Liu. [Chemical constituents of Hydrangea macrophylla (Thunb.) Ser]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1994 May; 19(5):293-5, 320. doi: ". [PMID: 7945870]
  • M Yoshikawa, N Chatani, E Harada, Y Nishino, J Yamahara, N Murakami. [Quantitative analysis of dihydroisocoumarin constituents of Hydrangeae Dulcis Folium by means of high performance liquid chromatography. Chemical characterization of the processing, distribution in plant, and seasonal fluctuation]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 1994 Mar; 114(3):176-81. doi: 10.1248/yakushi1947.114.3_176. [PMID: 8189355]
  • M Yoshikawa, E Uchida, N Chatani, N Murakami, J Yamahara. Thunberginols A, B, and F, new antiallergic and antimicrobial principles from hydrangeae dulcis folium. Chemical & pharmaceutical bulletin. 1992 Nov; 40(11):3121-3. doi: 10.1248/cpb.40.3121. [PMID: 1477932]
  • J H Holmes, I Kanfer, H Zwarenstein. Effect of benzodiazepine derivatives on human blood cholinesterase in vitro. Research communications in chemical pathology and pharmacology. 1978 Aug; 21(2):367-70. doi: . [PMID: 29327]