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SML3384

Sigma-Aldrich

Cyclovirobuxine D

≥90% (HPLC)

Synonym(s):

(3α,5α,16α,20S)-4,4,14-Trimethyl-3,20-bis(methylamino)-9,19-cyclopregnan-16-ol, (3β,5α,16α,20S)-4,4,14-trimethyl-3,20-bis(methylamino)-9,19-cyclopregnan-16-ol, Bebuxine, CVB-D

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About This Item

Empirical Formula (Hill Notation):
C26H46N2O
CAS Number:
860-79-7
Molecular Weight:
402.66
MDL number:
MFCD00468040
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

Assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

0.1 M HCl: 2 mg/mL, clear

storage temp.

-10 to -25°C

SMILES string

C[C@H](NC)[C@@]1([H])[C@H](O)C[C@@]2(C)[C@]3([H])CC[C@@]4([H])C(C)(C)[C@@H](NC)CC[C@]4(C5)[C@]35CC[C@@]21C

InChI

1S/C26H46N2O/c1-16(27-6)21-17(29)14-24(5)19-9-8-18-22(2,3)20(28-7)10-11-25(18)15-26(19,25)13-12-23(21,24)4/h16-21,27-29H,8-15H2,1-7H3/t16-,17+,18-,19-,20-,21-,23+,24-,25+,26-/m0/s1

InChI key

GMNAPBAUIVITMI-ABNIRSKTSA-N

Biochem/physiol Actions

Cyclovirobuxine D is a steroidal alkaloid component extracted from the root of medical plant Buxus microphylla that exhibits beneficial effect on heart failure, arrhythmias, myocardial ischemia and other cardiovascular diseases. Apparently it increases the release and uptake of Ca(2+) in systolic and diastolic periods. Cyclovirobuxine D induces mitochondria-mediated apoptosis in numerous cancer cells including breast and gastric cancer cells. It induces autophagy-associated cell death via the Akt/mTOR pathway in human breast cancer cells.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Hanmei Wei et al.
Journal of nanoscience and nanotechnology, 18(8), 5274-5282 (2018-02-21)
The blood-brain barrier (BBB) restricts the delivery of most drugs to the brain. In our previous study, the feasibility of cyclovirobuxine D delivery to the brain by a non-invasive nasal route was evaluated. In this study, a suitable drug delivery
Jie Wu et al.
Molecules (Basel, Switzerland), 20(11), 20659-20668 (2015-11-28)
Gastric cancer is one of the most common malignant cancers, with high death rates, poor prognosis and limited treatment methods. Cyclovirobuxine D (CVB-D) is the main active component of the traditional Chinese medicine Buxus microphylla. In the present study, we
Bin Yu et al.
Fitoterapia, 83(8), 1653-1665 (2012-10-02)
Our previous studies have shown that cyclovirobuxine D (CVB-D) ameliorated the cardiac function in heart failure rats. Considering the relationship between cardiac function and [Ca(2+)]i, and the role of calcium cycling on regulating [Ca(2+)]i, the present study was designed to

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