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Merck
모든 사진(2)

주요 문서

91466

Supelco

Betulinic acid

analytical standard

동의어(들):

3β-Hydroxy-20(29)-lupaene-28-oic acid, Lupatic acid, Mairin

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About This Item

실험식(Hill 표기법):
C30H48O3
CAS Number:
Molecular Weight:
456.70
EC Number:
MDL number:
UNSPSC 코드:
85151701
PubChem Substance ID:
NACRES:
NA.24

Grade

analytical standard

Quality Level

분석

≥97.0% (HPLC)

유통기한

limited shelf life, expiry date on the label

기술

HPLC: suitable
gas chromatography (GC): suitable

mp

295-298 °C (dec.) (lit.)

응용 분야

food and beverages

형식

neat

저장 온도

2-8°C

SMILES string

CC(=C)[C@@H]1CC[C@@]2(CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@H](O)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]12)C(O)=O

InChI

1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1

InChI key

QGJZLNKBHJESQX-FZFNOLFKSA-N

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일반 설명

Betulinic acid is a pentacyclic triterpene, isolated from the leaves of Syzigium claviflorum. It is found to be an inhibitor of HIV replication in H9 lymphocyte cells.

애플리케이션

Betulinic acid may be used as a reference standard in the determination of betulinic acid in white birch bark using reversed-phase high-performance liquid chromatography (RP-HPLC).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

생화학적/생리학적 작용

Betulinic acid, a pentacyclic triterpene, selectively induces apoptosis in tumor cells by directly activating the mitochondrial pathway of apoptosis through a p53- and CD95-independent mechanism.

포장

Bottomless glass bottle. Contents are inside inserted fused cone.

기타 정보

This compound is commonly found in plants of the genus: glycyrrhiza melissa

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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시험 성적서(COA)

Lot/Batch Number

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이미 열람한 고객

Slide 1 of 3

1 of 3

Simultaneous determination of betulin and betulinic acid in white birch bark using RP-HPLC.
Zhao G, et al.
Journal of Pharmaceutical and Biomedical Analysis, 43(3), 959-962 (2007)
Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis.
Pisha E, et al.
Nature Medicine, 1(10), 1046-1046 (1995)
Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.
Fujioka T, et al.
Journal of Natural Products, 57(2), 243-247 (1994)
David A Eiznhamer et al.
IDrugs : the investigational drugs journal, 7(4), 359-373 (2004-04-02)
Betulinic acid is a naturally occurring pentacyclic triterpenoid which has demonstrated selective cytotoxicity against a number of specific tumor types, a variety of infectious agents such as HIV, malaria and bacteria, and the inflammatory process in general. Biological activity was
Christopher Aiken et al.
Trends in molecular medicine, 11(1), 31-36 (2005-01-15)
Betulinic acid (BA) derivatives are low molecular weight organic compounds synthesized from a plant-derived natural product. Several BA derivatives are potent and highly selective inhibitors of HIV-1. Depending on the specific side-chain modification, these compounds function by inhibiting HIV fusion

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