Home Other Building Blocks (8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

(8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

CAS No.:
516-72-3
Catalog Number:
AG00DDEL
Molecular Formula:
C27H46O2
Molecular Weight:
402.6529
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$112
- +
5mg
≥98%
1 week
United States
$182
- +
10mg
≥98%
1 week
United States
$279
- +
Product Description
Catalog Number:
AG00DDEL
Chemical Name:
(8S,9S,10R,13S,14S,17S)-17-((R)-2-Hydroxy-6-methylheptan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
CAS Number:
516-72-3
Molecular Formula:
C27H46O2
Molecular Weight:
402.6529
MDL Number:
MFCD16661190
IUPAC Name:
(3S,8S,9S,10R,13S,14S,17S)-17-[(2S)-2-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChI:
InChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
InChI Key:
MCKLJFJEQRYRQT-APGJSSKUSA-N
SMILES:
CC(CCC[C@]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCC(C2)O)(O)C)C
UNII:
30060WAL99
Properties
Complexity:
638  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0
Exact Mass:
402.35g/mol
Formal Charge:
0
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
402.663g/mol
Monoisotopic Mass:
402.35g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
40.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.9  
Literature
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Osteogenic oxysterol, 20(S)-hydroxycholesterol, induces notch target gene expression in bone marrow stromal cells. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20100401
20(S)-hydroxycholesterol inhibits PPARgamma expression and adipogenic differentiation of bone marrow stromal cells through a hedgehog-dependent mechanism. Journal of bone and mineral research : the official journal of the American Society for Bone and Mineral Research 20071101
Patched1 regulates hedgehog signaling at the primary cilium. Science (New York, N.Y.) 20070720
Osteogenic oxysterols inhibit the adverse effects of oxidative stress on osteogenic differentiation of marrow stromal cells. Journal of cellular biochemistry 20050815
Novel signaling stimulated by arsenite increases cholesterol metabolism through increases in unphosphorylated steroidogenic acute regulatory (StAR) protein. Molecular and cellular endocrinology 20050227
Changes in Nuclear Receptor and Vitellogenin Gene Expression in Response to Steroids and Heavy Metal in Caenorhabditis elegans. Integrative and comparative biology 20050101
Sterol-derived hormone(s) controls entry into diapause in Caenorhabditis elegans by consecutive activation of DAF-12 and DAF-16. PLoS biology 20041001
Molten globule structure and steroidogenic activity of N-218 MLN64 in human placental mitochondria. Endocrinology 20040401
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Oxysterols suppress constitutive fibrinogen expression. Thrombosis and haemostasis 20030701
The detection of 20S-hydroxycholesterol in extracts of rat brains and human placenta by a gas chromatograph/mass spectrometry technique. The Journal of steroid biochemistry and molecular biology 20030501
Nonionic micellar liquid chromatography coupled to immobilized enzyme reactors. Journal of chromatography. A 20010720
Pharmacophore analysis of the nuclear oxysterol receptor LXRalpha. Journal of medicinal chemistry 20010315
The oxidation of cholesterol in the yolk of selective traditional Chinese egg products. Poultry science 20010301
Oxysterol 7 alpha-hydroxylase activity by cholesterol 7 alpha-hydroxylase (CYP7A). The Journal of biological chemistry 20001103
Properties