Isoferulic Acid - Moligand™, 10mM in DMSO , Inhibitor of phosphomevalonate kinase, CAS No.537-73-5, Inhibitor of phosphomevalonate kinase

CAS: 537-73-5 Cat. No.: I424601 Molecular Weight: 194.18 Beilstein Registry Number: 10437 EC Number: 208-676-0
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GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
DTXSID501009309 | Isoferulate | XSQ2K2G7MC | (E)-3-(3-hydroxy-4-methoxyphenyl)acrylicacid | DTXCID90908460 | Hesperetic acid | SCHEMBL249042 | 2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)- | 3-(3-Hydroxy-4-methoxyphenyl)acrylic acid | trans-Isoferulic
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Status
Price
Qty
1ml
I424601-1ml
1

$53.90

$62.90
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Why this grade

Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
DTXSID501009309 | Isoferulate | XSQ2K2G7MC | (E)-3-(3-hydroxy-4-methoxyphenyl)acrylicacid | DTXCID90908460 | Hesperetic acid | SCHEMBL249042 | 2-Propenoic acid, 3-(3-hydroxy-4-methoxyphenyl)- | 3-(3-Hydroxy-4-methoxyphenyl)acrylic acid | trans-Isoferulic
Specifications & Purity
Moligand™, 10mM in DMSO
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
INHIBITOR
Mechanism of action
Inhibitor of phosphomevalonate kinase
Names and Identifiers
Canonical SmilesCOC1=C(C=C(C=C1)C=CC(=O)O)O
IUPAC Name(E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoic acid
InChIKeyQURCVMIEKCOAJU-HWKANZROSA-N
INCHI1S/C10H10O4/c1-14-9-4-2-7(6-8(9)11)3-5-10(12)13/h2-6,11H,1H3,(H,12,13)/b5-3+
Isomeric SMILES COC1=C(C=C(C=C1)/C=C/C(=O)O)O
WGK Germany 2
RTECS UD3365400
Molecular Weight 194.18
Beilstein 10437
Reaxy-Rn 2212758
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2212758&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassCinnamic acids and derivatives
SubclassHydroxycinnamic acids and derivatives
Intermediate Tree Nodes Not available
Direct ParentHydroxycinnamic acids
Alternative Parents Coumaric acids and derivatives  Cinnamic acids  Methoxyphenols  Styrenes  Phenoxy compounds  Methoxybenzenes  Anisoles  Alkyl aryl ethers  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Cinnamic acid - Coumaric acid or derivatives - Hydroxycinnamic acid - Methoxyphenol - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Ether - Organic oxygen compound - Carbonyl group - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as hydroxycinnamic acids. These are compounds containing an cinnamic acid where the benzene ring is hydroxylated.
External Descriptors ferulic acids
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
PMVK Tchem Phosphomevalonate kinase (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-1080 (3966 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HYAL1 Tbio Hyaluronidase-1 (8 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Ralstonia solanacearum (520 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Melt Point(°C)230°C
Molecular Weight194.180 g/mol
XLogP31.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass194.058 Da
Monoisotopic Mass194.058 Da
Topological Polar Surface Area66.800 Ų
Heavy Atom Count14
Formal Charge0
Complexity224.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Li Min, Wang Yayao, Xiao Jianxing, Yan Xingfu, Liu Bingru.  (2023)  Allelopathic inhibition effects and mechanism of phenolic acids to Microcystis aeruginosa.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (15): (45388-45397).  [PMID:36705822] [10.1007/s11356-022-24992-5]
2. Shuai Zhang, Qin Ma, Lihong Dong, Xuchao Jia, Lei Liu, Fei Huang, Guang Liu, Zhida Sun, Jianwei Chi, Mingwei Zhang, Ruifen Zhang.  (2022)  Phenolic profiles and bioactivities of different milling fractions of rice bran from black rice.  FOOD CHEMISTRY,      [PMID:35042109] [10.1016/j.foodchem.2021.132035]
3. Fengjie Yu, Jianing Zhang, Yunmin Tao, Chunping Du, Wenchao Yang, Wenbin Chen, Xijuan Tu.  (2021)  High-throughput subzero-temperature assisted homogenous liquid-liquid extraction for the fast sample preparation of multiple phenolic compounds in propolis.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:34147873] [10.1016/j.jchromb.2021.122823]
4. Haiying Cai, Qi Zhang, Lingzhi Shen, Jie Luo, Ruiyu Zhu, Jianwei Mao, Minjie Zhao, Chenggang Cai.  (2019)  Phenolic profile and antioxidant activity of Chinese rice wine fermented with different rice materials and starters.  LWT-FOOD SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.lwt.2019.05.003]
5. Wenbin Chen, Xijuan Tu, Dehui Wu, Zhaosheng Gao, Siyuan Wu, Shaokang Huang.  (2019)  Comparison of the Partition Efficiencies of Multiple Phenolic Compounds Contained in Propolis in Different Modes of Acetonitrile–Water-Based Homogenous Liquid–Liquid Extraction.  MOLECULES,  24  (3): (442).  [PMID:30691151] [10.3390/molecules24030442]
6. Yang Lu, Shuhua Shan, Hanqing Li, Jiangying Shi, Xiaoli Zhang, Zhuoyu Li.  (2018)  Reversal Effects of Bound Polyphenol from Foxtail Millet Bran on Multidrug Resistance in Human HCT-8/Fu Colorectal Cancer Cell.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:29730933] [10.1021/acs.jafc.8b01659]
7. Han Peng, Zeyuan Deng, Xuan Chen, Yong Sun, Bing Zhang, Hongyan Li.  (2018)  Major chemical constituents and antioxidant activities of different extracts from the peduncles of Hovenia acerba Lindl.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2018.1497059]
8. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang.  (2017)  Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr).  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2017.03.003]
9. Lei Liu, Jinjie Guo, Ruifen Zhang, Zhencheng Wei, Yuanyuan Deng, Jinxin Guo, Mingwei Zhang.  (2015)  Effect of degree of milling on phenolic profiles and cellular antioxidant activity of whole brown rice.  FOOD CHEMISTRY,      [PMID:25952874] [10.1016/j.foodchem.2015.03.151]
10. Houmei Liu, Xiaojing Liang, Xusheng Wang, Yong Guo, Xia Liu.  (2014)  Polyelectrolyte assembled graphene oxide coated silica composite as sorbent for solid-phase extraction of cinnamic acid and its derivatives.  RSC Advances,  (6): (4420-4427).  [PMID:] [10.1039/C4RA13331E]
11. Haisha Yang, Yuqiong Dong, Huijing Du, Haiming Shi, Yunhua Peng, Xiaobo Li.  (2011)  Antioxidant Compounds from Propolis Collected in Anhui, China.  MOLECULES,  16  (4): (3444-3455).  [PMID:21512452] [10.3390/molecules16043444]
12. Xiaoqin La, Xiaoting He, Jingyi Liang, Zhaoyan Zhang, Hanqing Li, Yizhi Liu, Ting Liu, Zhuoyu Li, Changxin Wu.  (2024)  Gastroprotective Effect of Isoferulic Acid Derived from Foxtail Millet Bran against Ethanol-Induced Gastric Mucosal Injury by Enhancing GALNT2 Enzyme Activity.  Nutrients,  16  (13): (2148).  [PMID:38999895] [10.3390/nu16132148]
13. Min Li, Zhen-Fang Shang, Zhi-Jing Ni, Hui-Jun Zhao, Qian Lei, Zhao-Jun Wei.  (2024)  Growth and metabolism regulation of cinnamic acid and its derivatives to Auxenochlorella pyrenoidosa.  Algal Research-Biomass Biofuels and Bioproducts,      [PMID:] [10.1016/j.algal.2024.103742]
14. Kunying Nie, Jiali Zhang, Haitao Xu, Keyun Ren, Chunlei Yu, Qi Zhang, Falan Li, Qingqing Yang.  (2024)  Reverse design of haptens based on antigen spatial conformation to prepare anti-capsaicinoids&gingerols antibodies for monitoring of gutter cooking oil.  Food Chemistry-X,      [PMID:38524780] [10.1016/j.fochx.2024.101273]
15. Haoping Liu, Hua Zhang, Mengting Geng, Dingxin Shi, Dongsheng Liu, Yanxiao Jiao, Zhiqiang Lei, You Peng.  (2024)  The Impact of Cooking on Antioxidant and Enzyme Activities in Ruichang Yam Polyphenols.  Foods,  14  (1): (14).  [PMID:39796304] [10.3390/foods14010014]
16. Shi Shen, Jingbo Wang, Qin Zhuo, Xi Chen, Tingting Liu, Shuang-Qing Zhang.  (2018)  Quantitative and Discriminative Evaluation of Contents of Phenolic and Flavonoid and Antioxidant Competence for Chinese Honeys from Different Botanical Origins.  MOLECULES,  23  (5): (1110).  [PMID:29738446] [10.3390/molecules23051110]
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