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24-Hydroxycholesterol

CAT: 0013-GTR19206666Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19206666Size:1 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
24-Hydroxycholesterol is an endogenous oxysterol that activates both the NMDA receptor and the LXR transcription factor. It is a valuable research tool used in studies of cardiogenesis, pancreatic cancer, and neuronal function, with applications in both in vitro and in vivo experimental models.
CAS Number
30271-38-6
Field of Research
Metabolism Research, Neuroscience, Pharmacology & Drug Discovery
Purity
99.80% (May vary between batches)
Smiles
[H][C@@]12CC[C@H] ([C@H] (C) CCC (O) C (C) C) [C@@]1 (C) CC[C@@]1 ([H]) [C@@]2 ([H]) CC=C2C[C@@H] (O) CC[C@]12C
Molecular Formula
C27H46O2
Molecular Weight
402.65
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-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

24-hydroxycholesterol is an oxysterol that is cholesterol which is substituted by a hydroxy group at position 24. It is a 3beta-hydroxy-Delta(5)-steroid, a 24-hydroxy steroid and an oxysterol. It is functionally related to a cholesterol.

CAS Number30271-38-6
PubChem CID12302757
IUPAC Name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-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
Molecular FormulaC27H46O2
Molecular Weight402.7
XLogP7
Topological Polar Surface Area40.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Heavy Atom Count29
Formal Charge0
Complexity624
SMILES
C[C@H](CCC(C(C)C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
InChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25?,26+,27-/m1/s1
InChIKey
IOWMKBFJCNLRTC-GHMQSXNDSA-N
Chemical Structure
2D Structure
2D structure of (3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-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
CAS: 30271-38-6
CID: 12302757
Formula: C27H46O2
MW: 402.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight402.7
XLogP37
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count5
Exact Mass402.349780706
Monoisotopic Mass402.349780706
Topological Polar Surface Area40.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity624
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

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