2,5-Di-tert-butylhydroquinone (DBHQ) - Moligand™,≥98% , CAS No.88-58-4

CAS: 88-58-4 Cat. No.: B107613 Molecular Weight: 222.32 Beilstein Registry Number: 2049542 EC Number: 201-841-8

GRADE & PURITY Moligand™, ≥98%

Synonyms

2,5-Bis(1,1-dimethylethyl)-1,4-benzenediol | 2,5-Di-tert-butyl-1,4-benzenediol | 2,5-Di-tert-butyl-1,4-benzohydroquinone | 1,4-Dihydroxy-2,5-di-tert-butylbenzene | 3,6-Di-tert-butylhydroquinone | 2,5-Ditert-butylbenzene-1,4-diol | 2,5-Dihydroxy-1,4-di-ter

Storage

Protected from light,Room temperature,Argon charged

Shipped In

Normal

Overview

2,5-Di-tert-butylhydroquinone is the oxidation substrate used to measure the catalytic activity of the copper(II) enzyme-like catalysts.2,5-Di-tert-butylhydroquinone (DBHQ) has been shown to be a selective and potent inhibitor of SERCA (endoplasmic reticulum Ca2+-ATPase) which is shown to cause induction of Ca2+ release from agonist-insensitive and agonist-sensitive intracellular stores. In isolated rat hepatocyte studies, DBHQ was reported to induce a rapid increase in cytosolic Ca2+ concentration without loss of other microsomal enzyme activity, altering membrane permeability, or modification of microsomal protein thiols.

Specifications

Synonyms

2, 5-Bis(1, 1-dimethylethyl)-1, 4-benzenediol | 2, 5-Di-tert-butyl-1, 4-benzenediol | 2, 5-Di-tert-butyl-1, 4-benzohydroquinone | 1, 4-Dihydroxy-2, 5-di-tert-butylbenzene | 3, 6-Di-tert-butylhydroquinone | 2, 5-Ditert-butylbenzene-1, 4-diol | 2, 5-Dihydroxy-1, 4-di-ter

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Inhibiting the sarcoplasmic reticulum (SR) Ca2+ uptake in the rat ventricle.Sarco-endoplasmic reticulum Ca 2+ ATPase (SERCA) inhibitor

Storage

Protected from light, Room temperature, Argon charged

Shipped In

Normal

Grade

Moligand™

Action Type

MODULATOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488179699
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179699
• Canonical Smiles: CC(C)(C)C1=CC(=C(C=C1O)C(C)(C)C)O
• IUPAC Name: 2,5-ditert-butylbenzene-1,4-diol
• InChIKey: JZODKRWQWUWGCD-UHFFFAOYSA-N
• INCHI: 1S/C14H22O2/c1-13(2,3)9-7-12(16)10(8-11(9)15)14(4,5)6/h7-8,15-16H,1-6H3
• Isomeric SMILES: CC(C)(C)C1=CC(=C(C=C1O)C(C)(C)C)O
• WGK Germany: 3
• RTECS: MX5160000
• Molecular Weight: 222.32
• Beilstein: 2049542
• Reaxy-Rn: 2049542
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2049542&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylpropanes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylpropanes
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylpropanes
• Alternative Parents: Hydroquinones 1-hydroxy-2-unsubstituted benzenoids Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Phenylpropane - Hydroquinone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.
• External Descriptors: hydroquinones

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATP2A3 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 (6 Activities)

Discover Target: ATP2A3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

Discover Target: CYP2D6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATP2A2 Tchem Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 (53 Activities)

Discover Target: ATP2A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

Discover Target: CYP1A2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

Discover Target: CYP2C9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

Discover Target: CYP2C19

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMN1 Tchem Survival motor neuron protein (34246 Activities)

Discover Target: SMN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HSPA5 Tchem 78 kDa glucose-regulated protein (3319 Activities)

Discover Target: HSPA5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

lef Anthrax lethal factor (7585 Activities)

Discover Target: lef

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ATP2A1 Sarcoplasmic/endoplasmic reticulum calcium ATP-ase (121 Activities)

Discover Target: ATP2A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mapt Microtubule-associated protein tau (6 Activities)

Discover Target: Mapt

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

Discover Target: fba

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Trpc4 Short transient receptor potential channel 4 (1615 Activities)

Discover Target: Trpc4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in acetone, benzene, aqueous alkali, DMSO (25 mg/ml warm), and 100% ethanol.
• Sensitivity: Light & Air sensitive
• Flash Point(°F): 392°F
• Flash Point(°C): >200°C
• Boil Point(°C): 321°C
• Melt Point(°C): 214-222°C
• Molecular Weight: 222.320 g/mol
• XLogP3: 4.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.162 Da
• Monoisotopic Mass: 222.162 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 208.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Hao Wang, Naihang Kuang, Ziqiao Wang, Yanzhi Wang, Zidie Song, Chunhua Zhang.  (2023)  A coupling strategy for excellent mechanical properties and enhanced interfacial performance of polyimide/carbon fiber composite with metal-free catalyzed-curing route.  COMPOSITES SCIENCE AND TECHNOLOGY,      [PMID:] [10.1016/j.compscitech.2023.110188]

2. Feihong Zhang, Jun Li, Shuping Yang, Yanlan Bi.  (2021)  Inhibitory effect of antioxidants on biodiesel crystallization: Revealing the role of antioxidants.  FUEL,      [PMID:] [10.1016/j.fuel.2021.120782]

3. Limei Fan, Qingqing Hao, Xianwen Kan.  (2017)  Three-dimensional graphite paper based imprinted electrochemical sensor for tertiary butylhydroquinone selective recognition and sensitive detection.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2017.10.085]

4. Yijian Wu, Baoqing Shentu, Zhixue Weng.  (2016)  Synergistic effect of SBS and trimethylopropane trimethacrylate (TMPTMA) on dynamically vulcanized SEBS/PP blends.  JOURNAL OF APPLIED POLYMER SCIENCE,  134  (5):   [PMID:] [10.1002/app.44392]

5. Ran Xu, Xiaopei Sun, Chuxiang Zhou, Mei Liang, Zhengguang Heng, Huawei Zou.  (2025)  Carbon–Boron Hybrid Polyethylene with Excellent Thermal Stability and Neutron Shielding Property.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c04931]

6. Jun Zhao, Ziliang Rui, Zhiwei Hu, Zhen Shangguan, Shuai Yin, Hao Peng.  (2024)  Flexible phase change materials based on hexagonal boron nitride (hBN) surface modification and styrene-butadiene-styrene (SBS)/low-density polyethylene (LDPE) crosslinking for battery thermal management applications.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.150110]

7. Desheng Chen, Ke Liu, Zixin Ye, Gao Zhang, Jinxin Xu, Dongfang Hu, Jiong Ding.  (2024)  Heat dissipation analysis and correction of the sample in accelerating rate calorimetric experiment.  THERMOCHIMICA ACTA,      [PMID:] [10.1016/j.tca.2024.179695]

8. Dongjin Yu, Yuantong Hao, Chunsheng Cheng, Xu Ming, Jie Hu, Xiaohua Ma.  (2025)  Process and safety study of tert-butyl hydroperoxide.  CHINESE JOURNAL OF CHEMICAL ENGINEERING,      [PMID:] [10.1016/j.cjche.2025.01.010]

9. Yu Zhang, Jinlun Yan, Mingxuan Li, Xi Chen, Longli Zhang.  (2024)  The effect of free radical initiator in promoting aquathermolysis of heavy oil under mild conditions.  FUEL,      [PMID:] [10.1016/j.fuel.2024.132576]

10. Xincheng Cao, Shuya Jia, Yao Zhang, Feng Long, Yuwei Chen, Peng Liu, Xiaolei Zhang, Junming Xu, Jianchun Jiang.  (2025)  Synergistic Effect between Oxygen Vacancy and Bro̷nsted Acid Sites Boosting Efficient Hydrogenolysis of Esters to Alkanes.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c01205]

11. Hui Jing, Laiyao Geng, Youquan Ling, Yinfu Luo, Mei Liang, Zhengguang Heng, Huawei Zou, Xiaoqiang Pan, Ying Wu, Shaoyu Qiu, Runliu Qian.  (2025)  Interfacial Cross-Linking-Driven Hierarchical Crystal–Amorphous Design Enables UHMWPE with Superior Mechanical and Thermal Resistance.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.5c01252]