Structure Database (LMSD)

Common Name
Petromyzestrosterol
Systematic Name
estra-1,3,5(10)-triene-3,7α,14α,17β-tetrol
Synonyms
LM ID
LMST02010058
Formula
C18H24O4
Exact Mass
Calculate m/z
304.16746
Sum Composition
ST 18:3;O4
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C18 steroids (estrogens) and derivatives [ST0201]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Petromyzon marinus (#7757)
Hyperoartia (#117569)
Structural verification of petromyzestrosterol by total syntheses of both C14-epimers of its 3-O-methyl derivative.,
Org Biomol Chem, 2022
Pubmed ID: 35880642

String Representations

InChiKey (Click to copy)
YZWSPZJJKYCEKE-GVLSGGHMSA-N
InChi (Click to copy)
InChI=1S/C18H24O4/c1-17-6-4-13-12-3-2-11(19)8-10(12)9-14(20)16(13)18(17,22)7-5-15(17)21/h2-3,8,13-16,19-22H,4-7,9H2,1H3/t13-,14-,15+,16+,17-,18-/m1/s1
SMILES (Click to copy)
C1=CC(O)=CC2C[C@@H](O)[C@@]3([H])[C@]4(O)CC[C@H](O)[C@@]4(C)CC[C@]3([H])C1=2

Other Databases

PubChem CID
171116462

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 4
Aromatic Rings 1
Rotatable Bonds
Van der Waals Molecular Volume 286.86
Topological Polar Surface Area 80.92
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 4
logP 2.55
Molar Refractivity 83.12

Admin

Created at
30th Jun 2023
Updated at
30th Jun 2023