7-dehydrocholesterol
provitamin D3
 
Notes:
main provitamin in skin that is converted by sunlight to cholecalciferol (vitamin d3). 7-Dehydrocholesterol is a zoosterol (a sterol produced by animals rather than plants). It is a provitamin-D. The presence of this compound in skin enables humans to manufacture vitamin D3 from ultra-violet rays in the sun light, via an intermediate isomer provitamin D3. It is also found in breast milk. [HMDB]
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(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 (Click)
CAS Number: 434-16-2Picture of molecule
ECHA EINECS - REACH Pre-Reg: 207-100-5
FDA UNII: BK1IU07GKF
Nikkaji Web: J60.101B
Beilstein Number: 2224615
MDL: MFCD00003624
XlogP3-AA: 8.00 (est)
Molecular Weight: 384.64688000
Formula: C27 H44 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Google Patents: Search
US Patents: Search
EU Patents: Search
IBM Patents: Obtain
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 150.50 °C. @ 760.00 mm Hg
Boiling Point: 493.70 °C. @ 760.00 mm Hg (est)
Flash Point: 414.00 °F. TCC ( 212.30 °C. ) (est)
logP (o/w): 9.460 (est)
Soluble in:
 water, 0.0005022 mg/L @ 25 °C (est)
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Organoleptic Properties:
  
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: emulsion stabilisers
skin conditioning
viscosity controlling agents
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
7-Dehydrocholesterol ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
7-Dehydrocholesterol ≥95.0% (HPLC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: cosmetic agents
Recommendation for 7-dehydrocholesterol usage levels up to:
 not for fragrance use.
 
Recommendation for 7-dehydrocholesterol flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA Substance Registry Services (TSCA): 434-16-2
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 439423
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (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
Chemidplus: 0000434162
RTECS: FZ5650000 for cas# 434-16-2
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References:
 (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
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 439423
Pubchem (sid): 134974494
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C01164
HMDB (The Human Metabolome Database): HMDB00032
FooDB: FDB021882
Export Tariff Code: 2906.13.5000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
RSC Learn Chemistry: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
 emulsion stabilisers 
 viscosity controlling agents 
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Occurrence (nature, food, other): note
 found in nature
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Synonyms:
(3b,20R)-cholesta-5,7-dien-3-ol
(3b)-cholesta-5,7-dien-3-ol
 cholesta-5,7-dien-3-ol, (3b,20R)-
 cholesta-5,7-dien-3-ol, (3b)-
 cholesta-5,7-dien-3(beta)-ol
 cholesta-5,7-dien-3b-ol (8CI)
5,7-cholestadien-3b-ol
7-dehydrocholesterin
(-)-7-dehydrocholesterol
(3b)-7-dehydrocholesterol
7,8-didehydrocholesterol
(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
3b-hydroxy-5,7-cholestadiene
 provitamin D3
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