Deoxycorticosterone acetate(DOCA) - Moligand™,≥99% , Mineralocorticoid receptor agonist, CAS No.56-47-3, Mineralocorticoid receptor agonist

CAS: 56-47-3 Cat. No.: D129628 Molecular Weight: 372.5 Beilstein Registry Number: 2570798 EC Number: 200-275-9

GRADE & PURITY Moligand™, ≥99%

Synonyms

Cortexone acetate | Percotol | 11-Deoxycorticosterone acetate | Decosterone | Docaquosum | DOCA | DESOXYCORTICOSTERONE ACETATE | Decostrate | Descorterone | Decosteron | Desoxycortone acetate | Dorcostrin | Krinocorts | Sincortex | DOC-21-acetate | MLS000

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Deoxycorticosterone acetate is a steroid hormone used for intramuscular injection for replacement therapy of the adrenocortical steroid.

Specifications

Synonyms

Cortexone acetate | Percotol | 11-Deoxycorticosterone acetate | Decosterone | Docaquosum | DOCA | DESOXYCORTICOSTERONE ACETATE | Decostrate | Descorterone | Decosteron | Desoxycortone acetate | Dorcostrin | Krinocorts | Sincortex | DOC-21-acetate | MLS000

Specifications & Purity

Moligand™, ≥99%

Biochemical and Physiological Mechanisms

Steroid hormone commonly used to induce hypertension in experimental animals. This form of hypertension is dependent on altered regulation of central pressor mechanisms including the brain renin-angiotensin system.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

AGONIST

Mechanism of action

Mineralocorticoid receptor agonist

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

≥99%

Product Properties

• ALogP: 3.1

Names and Identifiers

• Pubchem Sid: 504750969
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750969
• Canonical Smiles: CC(=O)OCC(=O)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
• IUPAC Name: [2-[(8S,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] acetate
• InChIKey: VPGRYOFKCNULNK-ACXQXYJUSA-N
• INCHI: 1S/C23H32O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h12,17-20H,4-11,13H2,1-3H3/t17-,18-,19-,20+,22-,23-/m0/s1
• Isomeric SMILES: CC(=O)OCC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
• WGK Germany: 3
• RTECS: HG0525000
• Molecular Weight: 372.5
• Beilstein: 2570798
• Reaxy-Rn: 1894700
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1894700&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Pregnane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Pregnane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Gluco/mineralocorticoids, progestogins and derivatives
• Alternative Parents: 20-oxosteroids 3-oxo delta-4-steroids Delta-4-steroids Cyclohexenones Alpha-acyloxy ketones Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Progestogin-skeleton - 20-oxosteroid - 3-oxo-delta-4-steroid - 3-oxosteroid - Oxosteroid - Delta-4-steroid - Cyclohexenone - Alpha-acyloxy ketone - Carboxylic acid ester - Cyclic ketone - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Organooxygen compound - Organic oxide - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.
• External Descriptors: corticosteroid hormone

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)

PGR Tclin Progesterone receptor (8562 Activities)

Discover Target: PGR

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

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

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

GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)

Discover Target: GLP1R

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

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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

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

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

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

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

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

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

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

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

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

TGR Thioredoxin glutathione reductase (28579 Activities)

Discover Target: TGR

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, ethanol (6 mg/mL at 25 °C), chloroform (100 mg/mL), and DMSO (11 mg/mL at 25 °C). Insoluble in water.
• Specific Rotation[α]: 20/D： +170.0 to +180.0 deg(C=1, Dioxane)
• Melt Point(°C): 157°C
• Molecular Weight: 372.500 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 372.23 Da
• Monoisotopic Mass: 372.23 Da
• Topological Polar Surface Area: 60.400 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 707.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• 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 Jiameng, Chang Liping, Wang Dandong, Ji Chuanyuan, Zhang Shaolan, Hou Yunlong, Wu Yiling.  (2022)  Periplocin Alleviates Cardiac Remodeling in DOCA-Salt–Induced Heart Failure Rats.  Journal of Cardiovascular Translational Research,  16  (1): (127-140).  [PMID:35616880] [10.1007/s12265-022-10277-2]

2. Yanhong Liu, Lingchao Li, Jiyong Liu, Mengnan Yang, Honglan Wang, Xuxin Chu, Jianping Zhou, Meirong Huo, Tingjie Yin.  (2020)  Biomineralization-inspired dasatinib nanodrug with sequential infiltration for effective solid tumor treatment.  BIOMATERIALS,      [PMID:33189053] [10.1016/j.biomaterials.2020.120481]

3. Yuanyuan Xu, Younan Ren, Jie Zhang, Bo Niu, Mengru Liu, Tifei Xu, Xian Zhang, Jianhua Shen, Kai Wang, Zhengyu Cao.  (2024)  Discovery of pyridazinone derivatives bearing tetrahydroimidazo[1,2-a]pyrazine scaffold as potent inhibitors of transient receptor potential canonical 5 to ameliorate hypertension-induced renal injury in rats.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:38878518] [10.1016/j.ejmech.2024.116565]

4. Tingting Zhou, Zhiwei Wang, Xiaowang Lv, Mengting Guo, Ning Zhang, Liangju Liu, Li Geng, Jing Shao, Ka Zhang, Mengru Gao, Aiqin Mao, Yifei Zhu, Fan Yu, Lei Feng, Xiaoyan Wang, Qixiao Zhai, Wei Chen, Xin Ma.  (2025)  Targeting gut S. aureofaciens Tü117 serves as a new potential therapeutic intervention for the prevention and treatment of hypertension.  Cell Metabolism,      [PMID:39908987] [10.1016/j.cmet.2025.01.004]

5. Long Xu, Xinyan Wu, Luosha Long, Suchun Li, Meiying Huang, Meng Li, Pinning Feng, Moshe Levi, Wei Chen, Lei Wang, Chunling Li, Weidong Wang.  (2025)  TGR5 attenuates DOCA-salt hypertension through regulating histone H3K4 methylation of ENaC in the kidney.  METABOLISM-CLINICAL AND EXPERIMENTAL,      [PMID:39824478] [10.1016/j.metabol.2025.156133]