Structure Database (LMSD)

HO H HO O HO OH O HO O S HO O O H H H H
Common Name
Ptilosaponoside B
Systematic Name
4-β-(3'-sulfo-β-D-glucopyranosyloxy)-5α-pregn-20-en-3β,19-diol
Synonyms
  • 5alpha-pregn-20-en-3beta,4beta,19-triol 4-(3'-sulfo-beta-D-glucopyranoside)
LM ID
LMST05050002
Formula
C27H44O11S
Exact Mass
Calculate m/z
576.260437
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Other Steroid conjugates [ST0505]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
KTFHNNJQQWKFQS-YFWYBDIGSA-N
InChi (Click to copy)
InChI=1S/C27H44O11S/c1-3-14-4-6-16-15-5-7-18-23(19(30)9-11-27(18,13-29)17(15)8-10-26(14,16)2)37-25-22(32)24(38-39(33,34)35)21(31)20(12-28)36-25/h3,14-25,28-32H,1,4-13H2,2H3,(H,33,34,35)/t14-,15-,16-,17-,18-,19-,20+,21+,22+,23+,24-,25-,26+,27-/m0/s1
SMILES (Click to copy)
C1[C@]2(CO)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C=C)CC[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@@H](O[C@H]2[C@H](O)[C@@H](OS(=O)(=O)O)[C@H](O)[C@@H](CO)O2)[C@@H](O)C1

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ptilocaulis spiculifer (#798311)
Demospongiae (#6042)
Sulfated steroids: ptilosteroids A-C and ptilosaponosides A and B from the Solomon Islands marine sponge Ptilocaulis spiculifer.,
J Nat Prod, 2009
Pubmed ID: 19228002

Other Databases

PubChem CID
42640651

Calculated Physicochemical Properties

Heavy Atoms 39
Rings 5
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 526.42
Topological Polar Surface Area 185.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 4.61
Molar Refractivity 141.74

Admin

Created at
-
Updated at
9th Mar 2021