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65-86-1

65-86-1 structure
65-86-1 structure
  • Name: Orotic acid
  • Chemical Name: orotic acid
  • CAS Number: 65-86-1
  • Molecular Formula: C5H4N2O4
  • Molecular Weight: 156.096
  • Catalog: Organic raw materials Hydrocarbon compounds and their derivatives Cyclic hydrocarbon
  • Create Date: 2018-08-12 08:18:30
  • Modify Date: 2024-01-02 19:20:35
  • Orotic acid (OA) is an intermediate in pyrimidine metabolism.IC50 Value: Target: Nucleoside antimetabolite/analogin vitro: OA increases cell proliferation and decreases apoptosis in serum-starved SK-Hep1 hepatocellular carcinoma cells, which may ascribe to the inhibition of AMP-activated protein kinase (AMPK) phosphorylation and thus activation of mammalian target of rapamycin complex 1 (mTORC1) [1].in vivo: male Fischer 344 rats (130-150 g) to two-thirds PH in the absence or in the presence of OA (a 300-mg tablet of OA methyl ester implanted intraperitoneally at the time of two-thirds PH). treatment with OA resulted in a near-100% inhibition of RNR induced by two-thirds PH in rat liver, as monitored by enzyme activity and protein level [2]. The increases of hepatic OA and betaine levels in OA feeding rats was also found when compared to the normal rats [3]. Feeding 1% OA with diet decreased the phosphorylation of AMPK and increased the maturation of SREBP-1 and the expression of SREBP-responsive genes in the rat liver. OA-induced lipid accumulation was also completely inhibited by rapamycin. Mouse hepatocytes and mice were resistant to OA-induced lipogenesis because of little if any response in AMPK and downstream effectors [4].
Name orotic acid
Synonyms Orotonsan
orotic
Oropur
2,6-dihydroxypyrimidine-4-carboxylic acid
Uracil-6-carboxylic acid
Orotic acid
[3H]-Orotic acid
vitamin B13
Oroturic
4-Pyrimidinecarboxylic acid, 1,2,3,6-tetrahydro-2,6-dioxo-
H-ORO-OH
Orotsaure
MFCD00006027
1,2,3,6-tetrahydro-2,6-dioxo-4-pyrimidine carboxylic acid
EINECS 200-619-8
2,6-Dioxo-1,2,3,6-tetrahydro-4-pyrimidinecarboxylic acid
1,2,3,6-TETRAHYDRO-2,6-DIOXO-4-PYRIMIDINECARBOXYLIC ACID
2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid
Orotonin
Whey factor
Orotyl
Orodin
6-Carboxyuracil
orodin[qr]
6-uracilic acid
1,2,3,6-Tetrahydro-2,6-dioxopyrimidine-4-carboxylic acid
Animal galactose factor
Description Orotic acid (OA) is an intermediate in pyrimidine metabolism.IC50 Value: Target: Nucleoside antimetabolite/analogin vitro: OA increases cell proliferation and decreases apoptosis in serum-starved SK-Hep1 hepatocellular carcinoma cells, which may ascribe to the inhibition of AMP-activated protein kinase (AMPK) phosphorylation and thus activation of mammalian target of rapamycin complex 1 (mTORC1) [1].in vivo: male Fischer 344 rats (130-150 g) to two-thirds PH in the absence or in the presence of OA (a 300-mg tablet of OA methyl ester implanted intraperitoneally at the time of two-thirds PH). treatment with OA resulted in a near-100% inhibition of RNR induced by two-thirds PH in rat liver, as monitored by enzyme activity and protein level [2]. The increases of hepatic OA and betaine levels in OA feeding rats was also found when compared to the normal rats [3]. Feeding 1% OA with diet decreased the phosphorylation of AMPK and increased the maturation of SREBP-1 and the expression of SREBP-responsive genes in the rat liver. OA-induced lipid accumulation was also completely inhibited by rapamycin. Mouse hepatocytes and mice were resistant to OA-induced lipogenesis because of little if any response in AMPK and downstream effectors [4].
Related Catalog
Target

Human Endogenous Metabolite
References

[1]. Jung, E.J., K.Y. Lee, and B.H. Lee, Proliferating effect of orotic acid through mTORC1 activation mediated by negative regulation of AMPK in SK-Hep1 hepatocellular carcinoma cells. J Toxicol Sci, 2012. 37(4): p. 813-21.

[2]. Manjeshwar, S., et al., The regulation of ribonucleoside diphosphate reductase by the tumor promoter orotic acid in normal rat liver in vivo. Mol Carcinog, 1999. 24(3): p. 188-96.

[3]. Cha, J.Y., et al., Effect of betaine on the hepatic damage from orotic acid-induced fatty liver development in rats. J Enzyme Inhib Med Chem, 2011.

[4]. Jung, E.J., et al., Role of the AMPK/SREBP-1 pathway in the development of orotic acid-induced fatty liver. J Lipid Res, 2011. 52(9): p. 1617-25.
Density 1.8±0.1 g/cm3
Boiling Point 656.9±65.0 °C at 760 mmHg
Melting Point >300°C
Molecular Formula C5H4N2O4
Molecular Weight 156.096
Flash Point 351.1±34.3 °C
Exact Mass 156.017105
PSA 103.02000
LogP -1.40
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.705
Stability Stable. Incompatible with strong oxidizing agents.
Water Solubility Slightly soluble

CHEMICAL IDENTIFICATION

RTECS NUMBER :
RM3180000
CHEMICAL NAME :
Orotic acid
CAS REGISTRY NUMBER :
65-86-1
LAST UPDATED :
199701
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C5-H4-N2-O4
MOLECULAR WEIGHT :
156.11
WISWESSER LINE NOTATION :
T6MVMVJ FVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
841 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
770 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
Morphological transformation
TYPE OF TEST :
DNA inhibition

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - rat Liver
DOSE/DURATION :
120 umol/L
REFERENCE :
CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 9,675,1988
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22;R36/37/38
Safety Phrases S26-S36/37/39-S22
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS RM3180000

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title: CAS No. 65-86-1 | Chemsrc address: https://m.chemsrc.com/en/baike/1103067.html

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