Alphitolic acid - ≥97% , CAS No.19533-92-7

CAS: 19533-92-7 Cat. No.: A648523 Formula: C30H48O4 Peso molecolare: 472.70 PubChem CID: 12305768
Disponibile su ordine
QUALITÀ & PUREZZA ≥97%
Synonyms
2alpha-Hydroxybetulinic acid|Lup-20(29)-en-28-oic acid, 2,3-dihydroxy- (8CI); (2,3)-2,3-Dihydroxylup-20(29)-en-28-oic acid; 3aH-Cyclopenta[a]chrysene, lup-20(29)-en-28-oic acid deriv.; 2-Hydroxybetulinic acid; Alphitolic acid|Alphitolic acid|Aophitolic acid|2alpha,3beta-dihydroxy-20(29)-lupen-28-oic acid|Alphitolsaure|2alpha,3beta-dihydroxylup-20(29)-en-28-oic acid|(1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-9,10-dihydroxy-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
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
★
Dimensione
Germania (EU)
USA*
Prezzo
Qtà
1mg
A648523-1mg
Su ordinazione · 8–12 settimane
660,26€
Enter a quantity for the sizes you want to add.

Panoramica

Alphitolic acid (Aophitolic acid) is an anti-inflammatory triterpene could found in quercus aliena. Alphitolic acid blocks Akt–NF-κB signaling to induce apoptosis. Alphitolic acid induces autophagy. Alphitolic acid has anti-inflammatory activity and down-regulates the NO and TNF-α production. Alphitolic acid can be used for cancer and inflammation research .

In Vitro

Alphitolic acid (Aophitolic acid) (0-30 µM; 72 hours; HSC-3, SCC2095, and SCC4 cells) has anti-proliferative activity in oral cancer cells in a dose-dependent manner, induces apoptosis and blocks Akt–NF-κB signaling. Alphitolic acid (Aophitolic acid) (0-25 µM; 3-72 hours; SCC4 cells) induces autophagy with increases the expression of autophagosome marker LC3B-II and two autophagyregulatory proteins. Alphitolic acid (Aophitolic acid) (0-25 µM; 72 hours; SCC4 cells) increases p53 phosphorylation and expression, decreases in the expression of the oncogenic E3 ligase MDM2. Alphitolic acid (Aophitolic acid) (0-25 µM; 72 hours; RAW 264.7 macrophages) has anti-inflammatory activity and down-regulates the NO and TNF-α production with IC 50 values of 17.6 and 22.7 µM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Cell Viability AssayCell Line: HSC-3, SCC2095 and SCC4 cells Concentration: 0, 10, 15, 20, 25 and 30 µM Incubation Time: 72 hours Result: Suppressed the proliferation of SCC4 and SCC2095 cells with IC 50 values of 12 and 15 µM, respectively. Apoptosis AnalysisCell Line: SCC4 cells Concentration: 0, 10, 20 and 30 µM Incubation Time: 72 hours Result: Increased the percentage of apoptotic cells from 11.8% to 25.1% in a dose-dependent manner. Western Blot AnalysisCell Line: SCC4 cells Concentration: 0, 10, 15 and 20 µM Incubation Time: 72 hours Result: Decreased the expression of phosphorylation of Akt and its downstream substrates, including p70S6K, S6, and IκBα. Down-regulated the expression of NF-κB and its downstream target gene product Bcl-2. Western Blot AnalysisCell Line: SCC4 cells Concentration: 0, 10, 15, 20 and 25 µM Incubation Time: 3, 6, 12, 24, 48 and 72 hours Result: Increased autophagosome marker LC3B-II in a dose- and time-dependent manner. Increased the expression of autophagy-related protein 7 (Atg7).

In Vivo

Alphitolic acid (Aophitolic acid) (47-756 µg/ear; i.h.; adult male CF-1 mice) has anti-inflammatory activity in vivo. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal Model: Adult male CF-1 miceDosage: 47, 94, 330, 378 and 756 µg/ear Administration: subcutaneous injection Result: Had anti-inflammatory activity with an ED 50 of 0.11 and 0.20 µM in a dose-dependent.

Form:Solid

Specifiche

Sinonimi
2alpha-Hydroxybetulinic acid | Lup-20(29)-en-28-oic acid, 2,3-dihydroxy- (8CI); (2,3)-2,3-Dihydroxylup-20(29)-en-28-oic acid; 3aH-Cyclopenta[a]chrysene, lup-20(29)-en-28-oic acid deriv.; 2-Hydroxybetulinic acid; Alphitolic acid | Alphitolic acid | Aophitolic acid | 2alpha,3beta-dihydroxy-20(29)-lupen-28-oic acid | Alphitolsaure | 2alpha,3 Mostra altro
Specifiche e purezza
≥97%
Meccanismi biochimici e fisiologici
Alphitolic acid (Aophitolic acid) is an anti-inflammatory triterpene could found in quercus aliena. Alphitolic acid blocks Akt–NF-κB signaling to induce apoptosis . Alphitolic acid induces autophagy . Alphitolic acid has anti-inflammatory activity and dow
Condizioni di conservazione di stoccaggio
Protected from light,Store at -80°C
Spedito in
Dry ice packs + Cold packs
Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.
Tipo di azione
INHIBITOR
Purezza
≥97%
Nomi e identificatori
Sorrisi canonici
CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)O)O)C)C)C(=O)O
IUPAC Name
(1R,3aS,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-9,10-dihydroxy-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
InChIKey
PFCVZKFJHRCLCC-PGOIBATFSA-N
INCHI
1S/C30H48O4/c1-17(2)18-10-13-30(25(33)34)15-14-28(6)19(23(18)30)8-9-22-27(5)16-20(31)24(32)26(3,4)21(27)11-12-29(22,28)7/h18-24,31-32H,1,8-16H2,2-7H3,(H,33,34)/t18-,19+,20+,21-,22+,23+,24-,27-,28+,29+,30-/m0/s1
Isomeri SMILES
CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)C)C(=O)O
CAS alternativo
19533-92-7
PubChem CID
12305768
Termini MeSH
alphitolic acid
Peso molecolare
472.70

Dati avanzati

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassePrenol lipids
SubclassTriterpenoids
Intermediate Tree Nodes Not available
Direct ParentTriterpenoids
Alternative Parents 18-hydroxysteroids  Oxosteroids  Secondary alcohols  Cyclic alcohols and derivatives  1,2-diols  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic homopolycyclic compounds
Substituents Triterpenoid - 18-hydroxysteroid - 18-oxosteroid - Hydroxysteroid - Oxosteroid - Steroid - Cyclic alcohol - 1,2-diol - Secondary alcohol - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Alcohol - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organooxygen compound - Aliphatic homopolycyclic compound
DescrizioneThis compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors dihydroxy monocarboxylic acid - pentacyclic triterpenoid
Struttura 3D
Modello di struttura chimica interattiva





Obiettivi associati (umani)
DU-145 (51482 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OVCAR-3 (48710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PANC-1 (6144 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H9 (1832 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-435 (38290 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RELA Tchem Nuclear factor NF-kappa-B p65 subunit (627 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLI1 Tchem Zinc finger protein GLI1 (201 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Obiettivi associati (non umani)
Mycobacterium tuberculosis (203094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human immunodeficiency virus 1 (70413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LLC-PK1 (2135 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDCK (10148 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BV-2 (3710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meccanismi d'azione
Certificati (CoA, COO, BSE/TSE e tabella di analisi)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Proprietà chimiche e fisiche
Peso molecolare472.700 g/mol
XLogP37.200
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass472.355 Da
Monoisotopic Mass472.355 Da
Topological Polar Surface Area77.800 Ų
Heavy Atom Count34
Formal Charge0
Complexity894.000
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Calcolatori di soluzioni
Recensioni

Recensioni dei clienti

Desidera che le inviamo un messaggio quando avremo sconti disponibili?

Ricordamelo più tardi

Grazie! Controlli la sua casella di posta per confermare.

Ops! Le notifiche sono disabilitate.