CAS 516-85-8|Ergosta-5,7,9(11),22-tetraen-3β-ol|Dehydroergosterol|(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.02,7.01</su...

General Information

Structure

Molecular Formula

C₂₈H₄₂O

Molecular Mass

394.63248

Exact Mass

394.32356596

Charge

InChI

InChI=1S/C28H42O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,14,18-20,22,24-25,29H,11-13,15-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,27-,28+/m0/s1

InChIKey

QSVJYFLQYMVBDR-CMNOFMQQSA-N

Canonic Smiles

O[C@H]1CC[C@]2(C(=CC=C3C2=CC[C@]2([C@H]3CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C1)C

Isomeric Smiles

C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC=C1C2=CC=C2[C@@]1(CC[C@@H](C2)O)C)C

Calculated Properties

JChem

LogD (pH = 7.4)

6.23

LogD (pH = 5.5)

6.23

Log P

6.23

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

-1.34

Polar Surface Area

20.23

Polarizability

50.60

Molar Refractivity

127.98

LOG S

-8.38

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

Ergosta-5,7,9(11),22-tetraen-3β-olDehydroergosterolErgosta-5,7,9(11),22-tetraen-3beta-oldelta(5,7,9(11)22)-Ergostatetraen-3-ol(3beta,22E)-ergosta-5,7,9(11),22-tetraen-3-oldehydroergosterol

IUPAC name

(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol (1R,3aR,7S,9aS,11aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-9a,11a-dimethyl-1H,2H,3H,3aH,6H,7H,8H,9H,9aH,11H,11aH-cyclopenta[a]phenanthren-7-ol

IUPAC Traditional name

(2S,5S,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-1(17),7,9-trien-5-ol dehydroergosterol

Names and Identifiers

Registration numbers

PubChem SID

24894479162227430136349226

CAS Number

516-85-8

MDL Number

MFCD00083319

PubChem CID

6436660

PubMed Citation Links