Structure Database (LMSD)

Common Name
Ptilosteroid A
Systematic Name
5α-pregn-20-en-2β,3β,4β,15β,16β-pentol 2-sulfate
Synonyms
LM ID
LMST02030212
Formula
C21H34O8S
Exact Mass
Calculate m/z
446.197442
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

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

String Representations

InChiKey (Click to copy)
QRMSSNGYWMVNBN-CNBQIQBMSA-N
InChi (Click to copy)
InChI=1S/C21H34O8S/c1-4-11-16(22)19(25)15-10-5-6-13-17(23)18(24)14(29-30(26,27)28)9-21(13,3)12(10)7-8-20(11,15)2/h4,10-19,22-25H,1,5-9H2,2-3H3,(H,26,27,28)/t10-,11+,12+,13+,14+,15-,16-,17-,18+,19+,20-,21-/m1/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C=C)[C@@H](O)[C@@H](O)[C@@]4([H])[C@]3([H])CC[C@@]2([H])[C@@H](O)[C@@H](O)[C@H]1OS(O)(=O)=O

Other Databases

CHEBI ID
188034
PubChem CID
42640653

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 408.61
Topological Polar Surface Area 144.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.59
Molar Refractivity 109.86

Admin

Created at
-
Updated at
9th Mar 2021