Structure Database (LMSD)

H H HO OH OH OH H
Common Name
Ananstrep A
Systematic Name
Ergosta-7,22-diene-3β,5α,6β,27-tetraol
Synonyms
LM ID
LMST01031269
Formula
C28H46O4
Exact Mass
Calculate m/z
446.33961
Sum Composition
ST 28:2;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

String Representations

InChiKey (Click to copy)
MLGXWUJUDAONDC-RRHWAIJUSA-N
InChi (Click to copy)
InChI=1S/C28H46O4/c1-17(19(3)16-29)6-7-18(2)22-8-9-23-21-14-25(31)28(32)15-20(30)10-13-27(28,5)24(21)11-12-26(22,23)4/h6-7,14,17-20,22-25,29-32H,8-13,15-16H2,1-5H3/b7-6+/t17-,18+,19?,20-,22+,23-,24-,25+,26+,27+,28-/m0/s1
SMILES (Click to copy)
C1C[C@H](O)C[C@]2(O)[C@H](O)C=C3[C@]4([H])CC[C@]([H])([C@H](C)/C=C/[C@H](C)C(C)CO)[C@@]4(C)CC[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces anandii (#285454)
Actinomycetia (#1760)
Ergosterols from the Culture Broth of Marine Streptomyces anandii H41-59.,
Mar Drugs, 2016
Pubmed ID: 27153073

Other Databases

PubChem CID
139584297

Calculated Physicochemical Properties

Heavy Atoms 32
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 473.40
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 5.61
Molar Refractivity 129.79

Admin

Created at
14th Feb 2022
Updated at
14th Feb 2022