Structure Database (LMSD)

Common Name
Ptilosteroid C
Systematic Name
5α-pregn-20-en-2β,3β,4β,15β-tetrol 2-sulfate
Synonyms
LM ID
LMST02030214
Formula
C21H34O7S
Exact Mass
Calculate m/z
430.202527
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)
KFOPOXHOEMKJHW-NCHXZLGNSA-N
InChi (Click to copy)
InChI=1S/C21H34O7S/c1-4-11-9-15(22)17-12-5-6-14-18(23)19(24)16(28-29(25,26)27)10-21(14,3)13(12)7-8-20(11,17)2/h4,11-19,22-24H,1,5-10H2,2-3H3,(H,25,26,27)/t11-,12+,13-,14-,15+,16-,17+,18+,19-,20+,21+/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C=C)C[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
187984
PubChem CID
42640649

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 399.82
Topological Polar Surface Area 124.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 7
logP 4.33
Molar Refractivity 107.96

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Created at
-
Updated at
9th Mar 2021