Orotic acid - Moligand™, 10mM in DMSO , CAS No.65-86-1

CAS: 65-86-1 Cat. No.: O425324 Molecular Weight: 156.1 Beilstein Registry Number: 383901 EC Number: 200-619-8

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

Orotic acid|65-86-1|6-Carboxyuracil|Oropur|Orodin|Orotonin|Orotyl|Orotonsan|Vitamin B13|Whey factor|Oroturic|2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid|Uracil-6-carboxylic acid|Animal galactose factor|6-Uracilcarboxylic acid|Molkensaeure|Oro

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Orotic acid is a heterocyclic compound and an acid. It was once believed to be part of the vitamin B complex and was called vitamin B13, but it is now known that it is not a vitamin but is instead manufactured in the body by intestinal flora. Its salts, known as orotates, are sometimes used as mineral carriers in some dietary supplements, to increase their bioavailability. It is an intermediate in de novo pyrimidine biosynthesis that may be used to study the specificity and kinetics of orotate phosphoribosyltransferase (OPRT) which catalyzes the reversible phosphoribosyl transfer from 5′-phospho-α-d-ribose 1′-diphosphate (PRPP) to orotic acid, forming pyrophosphate and orotidine 5′-monophosphate (OMP). It may be used to study dependent cell signaling pathways and transcription regulation mechanisms that induce hepatic lipogenesis.
An intermediate in de novo pyrimidine biosynthesis.

Specifications

Synonyms

Orotic acid | 65-86-1 | 6-Carboxyuracil | Oropur | Orodin | Orotonin | Orotyl | Orotonsan | Vitamin B13 | Whey factor | Oroturic | 2, 6-dioxo-1, 2, 3, 6-tetrahydropyrimidine-4-carboxylic acid | Uracil-6-carboxylic acid | Animal galactose factor | 6-Uracilcarboxylic acid | Molkensaeure | Oro

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

Intermediate in pyrimidine metabolism. Increases hepatic triacylglycerol levels in vivo . Cardioprotective.

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™

Names and Identifiers

• Canonical Smiles: C1=C(NC(=O)NC1=O)C(=O)O
• IUPAC Name: 2,4-dioxo-1H-pyrimidine-6-carboxylic acid
• InChIKey: PXQPEWDEAKTCGB-UHFFFAOYSA-N
• INCHI: 1S/C5H4N2O4/c8-3-1-2(4(9)10)6-5(11)7-3/h1H,(H,9,10)(H2,6,7,8,11)
• Isomeric SMILES: C1=C(NC(=O)NC1=O)C(=O)O
• WGK Germany: 3
• RTECS: RM3180000
• Alternate CAS: 34717-03-8
• Molecular Weight: 156.1
• Beilstein: 383901
• Reaxy-Rn: 383901
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=383901&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives
        • Level5 Pyrimidinecarboxylic acids and derivatives
          • Level6 Pyrimidinecarboxylic acids

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Pyrimidinecarboxylic acids and derivatives
• Direct Parent: Pyrimidinecarboxylic acids
• Alternative Parents: Hydropyrimidine carboxylic acids and derivatives Pyrimidones Vinylogous amides Heteroaromatic compounds Ureas Lactams Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine-6-carboxylic acid - Hydropyrimidine carboxylic acid derivative - Pyrimidone - Hydropyrimidine - Heteroaromatic compound - Vinylogous amide - Urea - Lactam - Azacycle - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidinecarboxylic acids. These are pyrimidines with a structure containing a carboxyl group attached to the pyrimidine ring.
• External Descriptors: pyrimidinemonocarboxylic acid

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)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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

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

SLC2A9 Tbio Solute carrier family 2, facilitated glucose transporter member 9 (15 Activities)

Discover Target: SLC2A9

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

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

ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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

DHODH Dihydroorotate dehydrogenase (fumarate) (195 Activities)

Discover Target: DHODH

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

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 156.100 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.017 Da
• Monoisotopic Mass: 156.017 Da
• Topological Polar Surface Area: 95.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 268.000
• 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. Yongyan Yang, Gangying Feng, Jingfei Wang, Ruiting Zhang, Shuangling Zhong, Jia Wang, Xuejun Cui.  (2022)  Injectable chitosan-based self-healing supramolecular hydrogels with temperature and pH dual-responsivenesses.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:36460241] [10.1016/j.ijbiomac.2022.11.279]

2. Feng Ye, Qiufeng Ye, Haihua Zhan, Yeqian Ge, Xiaotao Ma, Yingying Xu, Xu Wang.  (2019)  Synthesis and Study of Zinc Orotate and Its Synergistic Effect with Commercial Stabilizers for Stabilizing Poly(Vinyl Chloride).  Polymers,  11  (2): (194).  [PMID:30960179] [10.3390/polym11020194]

3. Yongqi Feng, Piming Ma, Pengwu Xu, Ruyin Wang, Weifu Dong, Mingqing Chen, Cornelis Joziasse.  (2017)  The crystallization behavior of poly(lactic acid) with different types of nucleating agents.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:28830776] [10.1016/j.ijbiomac.2017.08.095]

4. Wei Yin, Huihui Chai, Renhua Liu, Changhu Chu, John A. Palasota, Xiaohui Cai.  (2014)  Click N-benzyl iminodiacetic acid: Novel silica-based tridentate zwitterionic stationary phase for hydrophilic interaction liquid chromatography.  TALANTA,      [PMID:25476290] [10.1016/j.talanta.2014.08.077]

5. Hongyue Guo, Renhua Liu, Jinjin Yang, Bingcheng Yang, Xinmiao Liang, Changhu Chu.  (2011)  A novel click lysine zwitterionic stationary phase for hydrophilic interaction liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:22226552] [10.1016/j.chroma.2011.12.033]

6. Meng Yan, Yuan Zhong, Sheng Ni, Shirong Zhang, Yingying Jiang, Li Zhu, Kun Zhang, Kaiyong Cai, Kai Qu, Chuanwei Li, Wei Wu.  (2025)  CCR2-Engineered Macrophage Membrane-Coated Metal-Polyphenol Nanozyme to Enhance Antioxidation Activity for Inhibiting the Atherosclerotic Progression.  Advanced Healthcare Materials,      [PMID:40974123] [10.1002/adhm.202502151]

7. Xing Shu-Juan, Gao Ying-Feng, Liu Lu, Sui Bing-Dong, Da Ning-Ning, Liu Jin-Yu, Wang Hao, Yuan Yuan, Qin Yuan, Liu Pei-Sheng, Ying Si-Qi, Zhang Kai, Liu Jie-Xi, Chen Ji, Liu Yi-Han, Xie Xin, Jin Yan, Zhang Sha, Zheng Chen-Xi.  (2025)  Integrated Phenotypic and Transcriptomic Analyses of Osteoporosis in Type 2 Diabetic Mice.  International Journal of Medical Sciences,  22  (8): (1773-1790).  [PMID:40225857] [10.7150/ijms.109537]

8. Zhipeng Zhu, Yuqian Xiang, Xiaohui Yan, Chenglong Shi, Cheng Chen, Hongxing Liu, Bin Wang, Yanshuo Li, Dapeng Wu.  (2025)  Stable cross-linked polyacrylamide stationary phase based on atom transfer radical polymerization for hydrophilic interaction liquid chromatography.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113818]