LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

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