Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)-
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- CAS-Nr.
- 472-15-1
- Bezeichnung:
- Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)-
- Englisch Name:
- Betulinic acid
- Synonyma:
- MAIRIN;BETULIC ACID;Betulinic;ALS-357;Betulinic acid technical grade, 90%;(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid;Platanol;Ccris 6748;Nsc 113090;Nsc 677578
- CBNumber:
- CB4667160
- Summenformel:
- C30H48O3
- Molgewicht:
- 456.71
- MOL-Datei:
- 472-15-1.mol
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Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)- Eigenschaften
- Schmelzpunkt:
- 295-298 °C (dec.) (lit.)
- Siedepunkt:
- 550.0±33.0 °C(Predicted)
- alpha
- D25 +7.5° (c = 0.37 in pyridine)
- Dichte
- 1.065±0.06 g/cm3(Predicted)
- Brechungsindex
- 7.8 ° (C=0.9, Pyridine)
- storage temp.
- 2-8°C
- Löslichkeit
- Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
- pka
- 4.61±0.70(Predicted)
- Farbe
- White or off-white
- Optische Aktivität
- [α]20/D +7.8°, c = 0.9 in pyridine
- Merck
- 14,1190
- Stabilität:
- Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.
- InChIKey
- QGJZLNKBHJESQX-FZFNOLFKSA-N
- LogP
- 7.653 (est)
- CAS Datenbank
- 472-15-1(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
| Kennzeichnung gefährlicher |
Xi |
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| S-Sätze: |
24/25 |
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| WGK Germany |
3 |
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| HS Code |
29181985 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H413 |
Kann für Wasserorganismen schädlich sein, mit langfristiger Wirkung. |
Langfristig (chronisch) gewässergefährdend |
Kategorie 4 |
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| Sicherheit |
| P273 |
Freisetzung in die Umwelt vermeiden. |
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Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)- Chemische Eigenschaften,Einsatz,Produktion Methoden
Chemische Eigenschaften
colorless Needles
Verwenden
Betulinic Acid is a natural pentacyclic triterpenoid. Betulinic Acid displays anti-inflammatory and anti-HIV activity. Betulinic Acid selectively induces apoptosis in tumor cells by directly activati
ng the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism. Betulinic Acid also exhibits TGR5 agonist activity
Definition
ChEBI: A pentacyclic triterpenoid that is lupane having a double bond at position 20(29) as well as 3beta-hydroxy and 28-carboxy substituents. It is found in the bark and other plant parts of several species of plants including Syzygium cla
iflorum. It exhibits anti-HIV, antimalarial, antineoplastic and anti-inflammatory properties.
Allgemeine Beschreibung
Betulinic acid is a lupane-type triterpene, which can be prepared from betulin via oxidation using chromium oxide (VI). Along with anti-HIV-1 and anti-tumor activity, it also shows other bioactivities such as anti-inflammatory, antibacterial, in vitro antimalarial, anthelmintic and antioxidant activities.
Biologische Aktivität
Natural triterpenoid that displays anti-HIV and antitumor activity. Induces the production of reactive oxygen species (ROS) and activates NF- κ B. Exhibits TRG5 agonist activity (EC 50 = 1.04 μ M).
Anticancer Research
This compound is a pentacyclic triterpene obtained from Betula and Zizyphus species,which shows selective cytotoxicity against human melanoma cells (Shoeb2006). It generates reactive oxygen species, activates MAPK cascade, inhibitstopoisomerase I, inhibits angiogenesis, modulates pro-growth transcriptionalactivators, modulates the activity of aminopeptidase-N, and thereby inducesapoptosis in cancer cells (Desai et al. 2008; Fulda 2008).
Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)- Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Lup-20(29)-en-3,28-diol, (3β)-
(1R,3aS,5aR,5bR,7aR,11aR,11bR,13aR,13bR)-3a-((tert-butoxycarbonyl)amino)-5 a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl trifluoromethanesulfonate
Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)- Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 450)Lieferanten
472-15-1(Lup-20(29)-en-28-olsure, 3-Hydroxy-, (3β)-)Verwandte Suche:
Folsure
Hyaluronsure
Lup-20(29)-en-3,28-diol, (3β)-
3,6-Bis[(4-chlor-2-phosphonophenyl)azo]-4,5-dihydroxynaphthalin-2,7-disulfonsure
ACETIC ACID
Zitronensure
ASCORBICACID
Dec-9-en-1-ol
4-Methylnonan-1-sure
3,7-Dimethyloctan-1-ol
2-Hexyldecansure
2,2,3,3-Tetramethylbutan
Isooctadecan-1-ol
Lup-20(29)-en-28-olsure, 3-Hydroxy-, Methylester, (3β)-
1-Methylcyclohexan-1-carbonsure
2-Hexyldecan-1-ol
3-Methylundecansure
Lup-20(29)-en-3-ol, (3β)-
- 3BETA-HYDROXY-20(29)-LUPENE-28-OIC ACID
- 3BETA-HYDROXY-20(29)-LUPAENE-28-OIC ACID
- 3B-HYDROXY-20(29)-LUPENE-28-OIC ACID
- Birch bark extract/β-Amyrin/betulinic acid
- 3-B-HYDROXY-LUPA-20(30)-ENE 28-OIC ACID
- BETULINIC ACID
- LUP-20(29)-EN-28-OIC ACID, 3-HYDROXY-, (3B)-
- Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3beta)-
- BETULINIC ACID, TECH., 90%
- BETULICACID: LUP-20(29)-EN-28-OICACID, 3-HYDROXY-, (3B)-,
- 3β-hydroxy-20(29)-lupaene-28-oic acid
- BETULINIC ACID(P)
- BETULINIC ACID hplc
- BETULINIC ACID WITH HPLC
- Betulinic Acid(98%)
- Ccris 6748
- Einecs 207-448-8
- Lup-20(29)-en-28-oic acid, 3beta-hydroxy- (8ci)
- Nsc 113090
- Nsc 677578
- Lup-20(29)-en-28-oic acid, 3-hydroxy-, (3β)-
- (+)-(3β)-3-Hydroxylup-20(29)-en-28-oicacid
- Lupatic Acid
- Gratiolone
- Melaleucin
- Platanol
- Platanolic acid
- 3β-hydroxy-lup-20(29)-ene-28-oicacid
- Betulinic acid 472-15-1
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
- Top Quality Betulinic Acid 98% HPLC 472-15-1
- Betulinic a
- BetulinicAcid>
- betulinicaci
- Betulinic acid USP/EP/BP
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
- Betulinic acid (ALS357
- Betulinic acid technical grade, 90%
- (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentaMethyl-1-(prop-1-en-2-yl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid
- BETULIC ACID
- MAIRIN
- Betulinic
- ALS-357
- (3β)-3-Hydroxylup-20(29)-en-28-oic acid
- 472-15-1
- 471-15-1
- Chemopreventive Agents
- Cancer Research
- BioChemical
- Anti-proliferative Agents
- Tri-Terpenoids
- sy
- Pentacyclic Triterpenes
- Triterpenoids
- Inhibitors
- chemical reagent
- pharmaceutical intermediate
- phytochemical
