Basic information
- CAS
516-85-8- Standard SMILES
CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C- InChIKey
QSVJYFLQYMVBDR-CMNOFMQQSA-N- Molecular formula
- C28H42O
- Average molar mass
- 394.6 g/mol
- Monoisotopic mass
- 394.32356596
Overview
Dehydroergosterol is a phytosterol consiting of ergostane having double bonds at the 5,6-, 7,8- 9,11- and 22,23-positions as well as a 3beta-hydroxy group. It has a role as a metabolite and a biomarker. It is a 3beta-hydroxy-Delta(5)-steroid, a member of phytosterols, a 3beta-sterol and an ergostanoid.
Names & identifiers
- Preferred name
- Dehydroergosterol
- IUPAC
- (3S,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-ol
- English name
- Dehydroergosterol
- Molecular formula
- C28H42O
- Molecular weight
- 394.63
Names & synonyms
Dehydroergosterol516-85-8Ergosta-5,7,9(11),22-tetraen-3beta-ol123R6KJQ51delta(5,7,9(11)22)-Ergostatetraen-3-ol(3S,10S,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-olCHEBI:64762DTXSID601026574(3beta,22E)-ergosta-5,7,9(11),22-tetraen-3-olErgosta-5,7,9(11),22-tetraen-3-ol, (3beta,22E)-(3S,10S,13R,14R,17R)-17-((E,2R,5R)-5,6-dimethylhept-3-en-2-yl)-10,13-dimethyl-2,3,4,12,14,15,16,17-octahydro-1H-cyclopenta(a)phenanthren-3-olRefChem:131507
Show more names
ERGOSTA-5,7,9(11),22-TETRAEN-3-OLErgosta-5,7,9(11),22-tetren-3β-olErgosta-5,7,9(11),22-tetraen-3β-olergosta-5,7,9(11),22-tetraen-3B-olErgosta-5,7,9(11),22-tetraen-3-ol, (3β,22E)-
DTXCID401510731Ergosta-5,7,9(11),22-tetraen-3 beta-olErgosta-5,7,9(11),22-tetraen-3-ol, (3.beta.,22E)-9(11)-DehydroergosterolUNII-123R6KJQ51dehydroergosterol (DHE)DHE (Dehydroergosterol)DEHYDROERGOSTEROL [MI]
Properties
Computed structural properties
- XLogP
- 6.9
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 765
Experimental & physicochemical properties
LipidsLipids -> Sterol Lipids [ST] -> Sterols [ST01] -> Ergosterols and C24-methyl derivatives [ST0103]
Physicochemical properties
- Melting point
- 146 ° · 146°
- alpha
- 15 · D15 +149.2° (c = 1.9 in chloroform)
- Boiling point
- 0.5 · bp0.5 230°
- Density
- 0.9894 · 0.9894 (rough estimate)
- refractive index
- 1.51 · 1.5100 (estimate)
- storage temp.
- -70 °C · -70°C
- solubility
- Acetone (Slightly), Chloroform (Slightly)
- pka
- 14.88 · 14.88±0.70(Predicted)
- form
- Solid
- color
- Off-White to Pale Yellow
- Stability
- Light Sensitive
- InChIKey
- QSVJYFLQYMVBDR-CMNOFMQQSA-N
- SMILES
- [H][C@@]1(CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)C3=CC[C@]12C)[C@H](C)\C=C\[C@H](C)C(C)C
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 2
- risk_code
- 40
- Signal word
- Warning
- Symbol(GHS)
- GHS08
- hazard_code
- Xn
- safety_code
- 36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H351-H373
- Hazard Classifications
- Carc. 2STOT RE 2
- Precautionary statements
- P201-P308+P313
Chemistry & industry
Applications
UsesDehydroergosterol (DHE) is suitable for the transfer of DHE from a population of donor (LD) to acceptor (LA) liposomes.
UsesA fluorescent cholesterol analog useful as a probe in membrane research.
General DescriptionDehydroergosterol (DHE) is a fluorescent sterol that possesses similar biophysical properties as cholesterol. It is found in yeast cells and other fungi.
Suppliers27 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
吉林中科研伸科技有限公司18143011203 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
成都仪睿生物科技有限公司18224028459 18224028459 · [email protected]
Related reactions
0 records
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Compound notes
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