LIPID MAPS

Structure Database (LMSD)

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Common Name

Makisterone A

Systematic Name

2β,3β,14α,20R,22R,25-hexahydroxy-5β-campest-7-en-6-one

Synonyms

LM ID

LMST01031291

Formula

C₂₈H₄₆O₇

Exact Mass

Calculate m/z

494.324355

Sum Composition

ST 28:2;O7

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Oncopeltus fasciatus (#7536)

Insecta (#50557)

Makisterone A:a 28-carbon hexahydroxy molting hormone from the embryo of the milkweed bug.,
Science, 1975

Pubmed ID: 1237931

String Representations

InChiKey (Click to copy)

IJRBORPEVKCEQD-JMQWOFAPSA-N

InChi (Click to copy)

InChI=1S/C28H46O7/c1-15(24(2,3)33)11-23(32)27(6,34)22-8-10-28(35)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,15-16,18,20-23,30-35H,7-11,13-14H2,1-6H3/t15-,16+,18+,20-,21+,22+,23-,25-,26-,27-,28-/m1/s1

SMILES (Click to copy)

C12=CC(=O)[C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@](C)(O)[C@H](O)C[C@@H](C)C(O)(C)C)CC[C@@]21O

Other Databases

KEGG ID

C16874

CHEBI ID

80775

PubChem CID

12312690

Calculated Physicochemical Properties

Heavy Atoms 35

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 499.77

Topological Polar Surface Area 138.45

Hydrogen Bond Donors 6

Hydrogen Bond Acceptors 7

logP 3.82

Molar Refractivity 134.22

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Created at

21st Nov 2022

Updated at