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7-Dehydrocholesterol

CAT: 0957-S5386-02Size: 1 gDry Ice: NoHazardous: No
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CAT#:0957-S5386-02Size:1 g
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Description
7-Dehydrocholesterol (7-DHC, Provitamin D3) is the direct precursor of free cholesterol in the cholesterol biosynthetic pathway in mammalian tissues and also a biosynthetic precursor to vitamin D3.
CAS Number
434-16-2
Synonyms
7-DHC, Provitamin D3
Target
Vitamin
Activity
Metabolism
Molecular Formula
C27H44O
Storage Conditions
3 years -20°C powder

Chemical Information

7-Dehydrocholesterol

Cholesta-5,7-dien-3beta-ol is a Delta(5),Delta(7)-sterol, a 3beta-hydroxy-Delta(5)-steroid, a 3beta-sterol and a cholestanoid. It has a role as a mouse metabolite and a human metabolite.

CAS Number434-16-2
PubChem CID439423
IUPAC Name(3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
Molecular FormulaC27H44O
Molecular Weight384.6
XLogP8
Topological Polar Surface Area20.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Heavy Atom Count28
Formal Charge0
Complexity643
SMILES
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC=C4[C@@]3(CC[C@@H](C4)O)C)C
InChI
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9-10,18-19,21,23-25,28H,6-8,11-17H2,1-5H3/t19-,21+,23-,24+,25+,26+,27-/m1/s1
InChIKey
UCTLRSWJYQTBFZ-DDPQNLDTSA-N
Chemical Structure
2D Structure
2D structure of 7-Dehydrocholesterol
CAS: 434-16-2
CID: 439423
Formula: C27H44O
MW: 384.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight384.6
XLogP38
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count5
Exact Mass384.339216023
Monoisotopic Mass384.339216023
Topological Polar Surface Area20.2 Ų
Heavy Atom Count28
Formal Charge0
Complexity643
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
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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sc-214398B7-Dehydrocholesterol
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