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Betulin - analytical standard, high purity , CAS No.473-98-3

2 Citations COA COA
In stock
Item Number
B129169
Grouped product items
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Availability
 Price Qty
B129169-20mg
20mg
3
$47.90
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Natural triterpene; SREBP inhibitor

View related series
Apoptosis (4276) Endogenous Metabolite (959) Fatty Acid Synthase (FASN) (41) Lipid metabolism (1912) Metabolic Enzyme/Protease (4860) Metabolite (5307)

Basic Description

Synonyms 2,2,2-Trichloro-1,1-bis(4-chlorophenyl)ethanol | 2-Amino-2-ethylpropanediol | NCGC00168803-02 | NSC 4644 | Trochol | AI3-62999 | CP BETULIN | Lup-20(30)-ene-3.beta.,28-diol | Q419726 | Betuline | Betulinol (obsol.) | Diphesatin | ACon1_000091 | AKOS005267
Specifications & Purity analytical standard
Biochemical and Physiological Mechanisms Natural triterpene and sterol regulatory element-binding protein (SREBP) inhibitor. Potent antitumor activity in vitro . Decreases cholesterol and fatty acid biosynthesis in vivo .
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade analytical standard
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Prenol lipids
Subclass Triterpenoids
Intermediate Tree Nodes Not available
Direct Parent Triterpenoids
Alternative Parents 18-hydroxysteroids  Secondary alcohols  Cyclic alcohols and derivatives  Primary alcohols  Hydrocarbon derivatives  
Molecular Framework Aliphatic homopolycyclic compounds
Substituents Triterpenoid - 18-hydroxysteroid - Hydroxysteroid - Steroid - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic homopolycyclic compound
Description This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
External Descriptors Lupane triterpenoids

Associated Targets(Human)

TOP1 Tclin DNA topoisomerase I (7553 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TOP2A Tclin DNA topoisomerase II alpha (6317 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AMY2A Tclin Pancreatic alpha-amylase (74 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PRKCE Tchem Protein kinase C epsilon (1520 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A-375 (9258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
A498 (42825 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ACHN (49357 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BGC-823 (3035 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BXPC-3 (2997 Activities)
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CAKI-1 (44928 Activities)
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CAPAN-1 (772 Activities)
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CCRF-CEM (65223 Activities)
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DLD-1 (17511 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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MT4 (17854 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PANC-1 (6144 Activities)
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PC-3 (62116 Activities)
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Raji (5516 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SiHa (2051 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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TK-10 (45540 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UO-31 (46270 Activities)
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WI-38 VA13 (346 Activities)
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786-0 (47912 Activities)
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ADR5000 cell line (115 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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MIA PaCa-2 (5949 Activities)
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Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Prkcb Protein kinase C beta (2 Activities)
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ENTPD1 Ectonucleoside triphosphate diphosphohydrolase 1 (16 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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Staphylococcus aureus (210822 Activities)
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Staphylococcus epidermidis (22802 Activities)
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Escherichia coli (133304 Activities)
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Proteus mirabilis (3894 Activities)
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Salmonella (646 Activities)
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Bacillus pumilus (984 Activities)
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Bacillus subtilis (32866 Activities)
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Mycobacterium tuberculosis (203094 Activities)
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Enterococcus faecalis (29875 Activities)
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Bacillus cereus (7522 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Priestia megaterium (1154 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Listeria innocua (140 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mycolicibacterium smegmatis (8003 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trypanosoma brucei brucei (13300 Activities)
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Plasmodium falciparum (966862 Activities)
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Candida albicans (78123 Activities)
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Human alphaherpesvirus 2 (4932 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Human betaherpesvirus 5 (5122 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
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Human immunodeficiency virus 1 (70413 Activities)
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Semliki Forest virus (705 Activities)
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Vesicular stomatitis virus (4460 Activities)
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Staphylococcus saprophyticus (562 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Human adenovirus 5 (897 Activities)
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B16 (5829 Activities)
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MDCK (10148 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PC-12 (7051 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Vero (26788 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BV-2 (3710 Activities)
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NIH3T3 (5395 Activities)
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L929 (3802 Activities)
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J774 (3120 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Slc10a1 Bile acid transporter (65 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PYGM Glycogen phosphorylase, muscle form (1331 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Phytophthora cactorum (113 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Salmonella enterica subsp. enterica (623 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(hydroxymethyl)-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]chrysen-9-ol
INCHI InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
InChIKey FVWJYYTZTCVBKE-ROUWMTJPSA-N
Smiles CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)CO
Isomeric SMILES CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O)C)CO
WGK Germany 3
RTECS OK5755000
Molecular Weight 442.72
Beilstein 6(3)5234
Reaxy-Rn 2064505
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2064505&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

2 results found

Lot Number Certificate Type Date Item
C2311797 Certificate of Analysis Dec 16, 2024 B129169
J2009304 Certificate of Analysis Aug 10, 2022 B129169

Chemical and Physical Properties

Specific Rotation[α] 19° (C=2,Pyridine)
Melt Point(°C) 256-257°C
Molecular Weight 442.700 g/mol
XLogP3 8.300
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 2
Exact Mass 442.381 Da
Monoisotopic Mass 442.381 Da
Topological Polar Surface Area 40.500 Ų
Heavy Atom Count 32
Formal Charge 0
Complexity 786.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 10
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

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Mingyi Yang, Zisheng Luo, Sunan Gao, Tarun Belwal, Lei Wang, Ming Qi, Zhaojun Ban, Bin Wu, Fengzhong Wang, Li Li.  (2021)  The chemical composition and potential role of epicuticular and intracuticular wax in four cultivars of table grapes.  POSTHARVEST BIOLOGY AND TECHNOLOGY,  173  (111430). 
2. Jin Cong-Cong, Zhang Jin-Lai, Song Hao, Cao Ying-Xiu.  (2019)  Boosting the biosynthesis of betulinic acid and related triterpenoids in Yarrowia lipolytica via multimodular metabolic engineering.  Microbial Cell Factories,  18  (1): (1-18). 

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