Structure Database (LMSD)

Common Name
E-Petromylidene B
Systematic Name
2-(E)-benzylidene-7α,12α,24-trihydroxy-5α-cholan-3-one-24-sulfate
Synonyms
LM ID
LMST04010451
Formula
C31H44O7S
Exact Mass
Calculate m/z
560.280777
Sum Composition
ST 31:6;O4;S
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Bile acids and derivatives [ST04]
C24 bile acids, alcohols, and derivatives [ST0401]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petromyzon marinus (#7757)
Hyperoartia (#117569)
Petromylidenes A⁻C: 2-Alkylidene Bile Salt Derivatives Isolated from Sea Lamprey (Petromyzon marinus).,
Mar Drugs, 2018
Pubmed ID: 30200427

String Representations

InChiKey (Click to copy)
ONEUIDDHJDKZIJ-OOJMVHTQSA-N
InChi (Click to copy)
InChI=1S/C31H44O7S/c1-19(8-7-13-38-39(35,36)37)23-11-12-24-29-25(17-28(34)31(23,24)3)30(2)18-21(14-20-9-5-4-6-10-20)26(32)15-22(30)16-27(29)33/h4-6,9-10,14,19,22-25,27-29,33-34H,7-8,11-13,15-18H2,1-3H3,(H,35,36,37)/b21-14+/t19-,22-,23-,24+,25+,27-,28+,29+,30+,31-/m1/s1
SMILES (Click to copy)
C1/C(=C\C2=CC=CC=C2)/C(=O)C[C@]2([H])C[C@@H](O)[C@@]3([H])[C@]4([H])CC[C@H]([C@H](C)CCCOS(O)(=O)=O)[C@@]4(C)[C@@H](O)C[C@]3([H])[C@@]12C

Other Databases

PubChem CID
171120140

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 5
Aromatic Rings 1
Rotatable Bonds 7
Van der Waals Molecular Volume 539.00
Topological Polar Surface Area 121.13
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 7.19
Molar Refractivity 150.13

Admin

Created at
26th Aug 2020
Updated at
26th Aug 2020