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3-dodecanoyl-NBD Cholesterol

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Category	Phospholipids
Catalog NO.	BPG-3270
Product Name	3-dodecanoyl-NBD Cholesterol
CAS	1246303-05-8
Molecular Formula	C45H70N4O5
Molecular Weight	747.06

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Description	3-dodecanoyl-NBD Cholesterol is a fluorescently-tagged cholesterol derivative with the hydrophilic NBD fluorophore attached to the hydrophilic end of cholesterol. When incorporated in the membrane bilayers, the cholesterol is in the bilayers yet the fluorophore NBD is outside. It is used to study the metabolism of cholesterol derivative.
Synonyms	3-C12-NBD Cholesterol; 12-[(7-nitro-2,1,3-benzoxadiazol-4-yl)amino]-(3S,10R,13R)-3-methoxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-tetradecahydro-1H-cyclopenta[alpha]phenanthrene; 5-cholesten-3beta-ol 12-[(7-nitro-2-1,3-benzoxadiazol-4-yl)amino]dodecanoate; NBD-12 Cholesterol
IUPAC Name	[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] 12-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]dodecanoate
Canonical SMILES	CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)CCCCCCCCCCCNC5=CC=C(C6=NON=C56)[N+](=O)[O-])C)C
InChI	InChI=1S/C45H70N4O5/c1-31(2)16-15-17-32(3)36-21-22-37-35-20-19-33-30-34(25-27-44(33,4)38(35)26-28-45(36,37)5)53-41(50)18-13-11-9-7-6-8-10-12-14-29-46-39-23-24-40(49(51)52)43-42(39)47-54-48-43/h19,23-24,31-32,34-38,46H,6-18,20-22,25-30H2,1-5H3/t32-,34+,35+,36-,37+,38+,44+,45-/m1/s1
InChIKey	TXCIESALPKGCNM-QNKNOTAZSA-N
Boiling Point	790.1±70.0 °C at 760 mmHg
Purity	≥98%
Density	1.1±0.1 g/cm3
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	746.535
Hygroscopic	Yes
Light Sensitive	Yes
Percent Composition	C 72.35%, H 9.44%, N 7.50%, O 10.71%

References

1. Valverde D, Yu, Boggavarapu V, Kumar N, Lees JA, Walz T, Reinisch KM, Melia TJ. ATG2 transports lipids to promote autophagosome biogenesis. J Cell Biol. 2019 Apr 5. pii: jcb.201811139. doi: 10.1083/jcb.201811139. [Epub ahead of print]...PubMed ID: 30952800.

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