7-Dehydrocholesterol - ≥95% , CAS No.434-16-2

CAS: 434-16-2 Cat. No.: C130211 Molecular Weight: 384.638 Beilstein Registry Number: 2224615 EC Number: 207-100-5

GRADE & PURITY ≥95%

Synonyms

Dehydrocholesterol | MFCD00003624 | W-106230 | 5,7-Cholestadien-3beta-ol monohydrate | 7-DEHYDROCHOLESTEROL [INCI] | s5386 | cholesta-5,7-dien-3 beta -ol | Cholesta-5,7-dien-3beta-ol | Provitamin D(sub 3) | CCG-268465 | NSC-18159 | (3-BETA)-CHOLESTA-5,7-D

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Dehydrocholesterol | MFCD00003624 | W-106230 | 5, 7-Cholestadien-3beta-ol monohydrate | 7-DEHYDROCHOLESTEROL [INCI] | s5386 | cholesta-5, 7-dien-3 beta -ol | Cholesta-5, 7-dien-3beta-ol | Provitamin D(sub 3) | CCG-268465 | NSC-18159 | (3-BETA)-CHOLESTA-5, 7-D

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Downregulated cholesterol biosynthesis of skin fibroblasts in cultured Smith-Lemi-Opitz syndrome.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504758705
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758705
• Canonical Smiles: CC(C)CCCC(C)C1CCC2C1(CCC3C2=CC=C4C3(CCC(C4)O)C)C
• 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
• InChIKey: UCTLRSWJYQTBFZ-DDPQNLDTSA-N
• 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
• Isomeric 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
• Molecular Weight: 384.638
• Beilstein: 2224615
• Reaxy-Rn: 2062496
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2062496&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Steroids and steroid derivatives
      • Subclass Cholestane steroids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Steroids and steroid derivatives
• Subclass: Cholestane steroids
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholesterols and derivatives
• Alternative Parents: 3-hydroxy delta-7-steroids 3-beta-hydroxysteroids 3-beta-hydroxy delta-5-steroids Delta-7-steroids Delta-5-steroids Secondary alcohols Cyclic alcohols and derivatives Hydrocarbon derivatives
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesterol - Cholesterol-skeleton - 3-hydroxy-delta-5-steroid - 3-hydroxy-delta-7-steroid - 3-beta-hydroxysteroid - 3-beta-hydroxy-delta-5-steroid - 3-hydroxysteroid - Hydroxysteroid - Delta-7-steroid - Delta-5-steroid - Cyclic alcohol - Secondary alcohol - Alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as cholesterols and derivatives. These are compounds containing a 3-hydroxylated cholestane core.
• External Descriptors: Cholesterol and derivatives

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: insoluble in H2O; insoluble in DMSO; insoluble in EtOH
• Refractive Index: -115±8°
• Melt Point(°C): 148-152 °C
• Molecular Weight: 384.600 g/mol
• XLogP3: 8.000
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 384.339 Da
• Monoisotopic Mass: 384.339 Da
• Topological Polar Surface Area: 20.200 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 643.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1