Oleanolic acid
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Oleanolic acid
structure -
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CAS No:
508-02-1
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Formula:
C30H48O3
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Chemical Name:
Oleanolic acid
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Synonyms:
Olean-12-en-28-oic acid,3-hydroxy-,(3β)-;Olean-12-en-28-oic acid,3β-hydroxy-;(3β)-3-Hydroxyolean-12-en-28-oic acid;Caryophyllin;Oleanolic acid;Oleanic acid;3β-Hydroxyolean-12-en-28-oic acid;Giganteumgenin C;Virgaureagenin B;Astrantiagenin C;(+)-Oleanolic acid;Gledigenin 1;NSC 114945;Oleonolic acid;2088830-42-4
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CAS No:
Description
Oleanolic acid (Caryophyllin) is a natural compound from plants with anti-tumor activities.
Oleanolic acid or oleanic acid is a naturally occurring pentacyclic triterpenoid related to betulinic acid. It is widely distributed in food and plants where it exists as a free acid or as an aglycone of triterpenoid saponins.
Solid
Oleanolic acid is a pentacyclic triterpenoid that is olean-12-en-28-oic acid substituted by a beta-hydroxy group at position 3. It has a role as a plant metabolite. It is a pentacyclic triterpenoid and a hydroxy monocarboxylic acid. It is a conjugate acid of an oleanolate. It derives from a hydride of an oleanane.|A pentacyclic triterpene that occurs widely in many PLANTS as the free acid or the aglycone for many SAPONINS. It is biosynthesized from lupane. It can rearrange to the isomer, ursolic acid, or be oxidized to taraxasterol and amyrin.
Oleanolic acid Basic Attributes
456.70000
456.70
208-081-6
6SMK8R7TGJ
114945
DTXSID50858790
2918199090
Characteristics
57.53000
7.23360
Solid
1.1 g/cm3
310 °C (decomp)
553.5ºC at 760 mmHg
302.6ºC
1.557
2-8ºC
Safety Information
NONH for all modes of transport
2
R36/37/38
S26-S36
RK0177965
Xi
Stable at normal temperatures and pressures.
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
H302
Oleanolic acid Use and Manufacturing
It has the effects of protecting the liver and lowering enzymes, promoting liver cell regeneration, anti-inflammatory, strengthening the heart, diuresis, anti-tumor, etc. It also has the effects of lowering blood sugar, lowering blood lipids, and sedation. It is an effective ingredient of drugs for treating liver diseases and lowering blood sugar. It is clinically used to treat infectious acute jaundice hepatitis, has a significant effect of reducing alanine aminotransferase and jaundice, improving the symptoms, signs and liver function of patients with viral and chronic persistent hepatitis; it can also be used for psoriasis and rheumatic joints Inflammation, nephritis, edema, liver cirrhosis, ascites, acute and chronic hepatitis, stomach pain and turbidity, bleeding, bruises, carbuncle, waist and knee pain, fetal movement and other symptoms.
Olean-12-en-28-oic acid, 3-hydroxy-, (3.beta.)-: ACTIVE
Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C30 isoprenoids (triterpenes) [PR0106]
Computed Properties
Molecular Weight:456.7
XLogP3:7.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:456.36034539
Monoisotopic Mass:456.36034539
Topological Polar Surface Area:57.5
Heavy Atom Count:33
Complexity:885
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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