Cycloartenol, a phytosterol compound, is one of the key precusor substances for biosynthesis of numerous sterol compounds. Cycloartenol inhibits the migration of glioma cells and suppresses the phosphorylation of the p38 MAP kinase. Cycloartenol has a variety of pharmacological activities such as anti-inflammatory, anti-tumor, antioxidant, antibiosis and anti-alzheimer's disease. Cycloartenol also plays an important role in the process of plant growth and development.

In Vitro

Cycloartenol inhibits the proliferation and the colony formation potential of the glioma U87 cells in a concentration-dependent manner. The antiproliferative effects are found to be due to induction of Sub-G1 cell cycle arrest and triggering of apoptosis. Cycloartenol also causes significant alteration in the expression of Bax and Bcl-2. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifiche

Sinonimi

Specifiche e purezza

Moligand™, ≥97%

Meccanismi biochimici e fisiologici

Condizioni di conservazione di stoccaggio

Protected from light,Store at -20°C,Argon charged,Desiccated

Spedito in

Ice chest + Ice pads

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Grado

Moligand™

Tipo di azione

INHIBITOR

Purezza

≥97%

Nomi e identificatori

Sorrisi canonici

CC(CCC=C(C)C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C

IUPAC Name

(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

InChIKey

ONQRKEUAIJMULO-YBXTVTTCSA-N

INCHI

1S/C30H50O/c1-20(2)9-8-10-21(3)22-13-15-28(7)24-12-11-23-26(4,5)25(31)14-16-29(23)19-30(24,29)18-17-27(22,28)6/h9,21-25,31H,8,10-19H2,1-7H3/t21-,22-,23+,24+,25+,27-,28+,29-,30+/m1/s1

Isomeri SMILES

C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C

PubChem CID

92110

Peso molecolare

426.72

Dati avanzati

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Lipids and lipid-like molecules
  - Classe Steroids and steroid derivatives
    - Subclass Cycloartanols and derivatives

Kingdom	Organic compounds
Superclass	Lipids and lipid-like molecules
Classe	Steroids and steroid derivatives
Subclass	Cycloartanols and derivatives
Intermediate Tree Nodes	Not available
Direct Parent	Cycloartanols and derivatives
Alternative Parents	Triterpenoids 3-beta-hydroxysteroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
Molecular Framework	Aliphatic homopolycyclic compounds
Substituents	Cycloartanol-skeleton - Triterpenoid - Cycloartane-skeleton - 9b,19-cyclo-lanostane-skeleton - 3-beta-hydroxysteroid - Hydroxysteroid - 3-hydroxysteroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
Descrizione	This compound belongs to the class of organic compounds known as cycloartanols and derivatives. These are steroids containing a cycloartanol moiety.
External Descriptors	Cycloartanols and derivatives - Cycloartane
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

Struttura 3D

Obiettivi associati (umani)

A498 (42825 Activities)

Solubilità	DMSO : 5 mg/mL (11.72 mM; Need ultrasonic)
Sensibilità	Moisture sensitive；Light sensitive
Peso molecolare	426.700 g/mol
XLogP3	9.800
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	4
Exact Mass	426.386 Da
Monoisotopic Mass	426.386 Da
Topological Polar Surface Area	20.200 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	760.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	9
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

Cycloartenol - ≥98% , CAS No.469-38-5

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