LIPID MAPS

Structure Database (LMSD)

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Common Name

Shikokianin

Systematic Name

6β,7β,13α-trihydroxy-1α,11α-bis(acetoxy)-7α,20-epoxy-ent-kaur-16-en-15-one

Synonyms

LM ID

LMPR0104130009

Formula

C₂₄H₃₂O₉

Exact Mass

Calculate m/z

464.204635

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Isodon serra (#199544)

Magnoliopsida (#3398)

Two new 7,20-epoxy-ent-kaurane diterpenoids from the aerial parts of Isodon serra.,
Nat Prod Res, 2020

Pubmed ID: 33131334

String Representations

InChiKey (Click to copy)

GEVISCTYPQZBRX-NDKARBPASA-N

InChi (Click to copy)

InChI=1S/C24H32O9/c1-11-18(27)23-9-21(11,29)8-14(32-12(2)25)16(23)22-10-31-24(23,30)19(28)17(22)20(4,5)7-6-15(22)33-13(3)26/h14-17,19,28-30H,1,6-10H2,2-5H3/t14-,15+,16+,17-,19+,21+,22+,23+,24+/m1/s1

SMILES (Click to copy)

[C@H]1(OC(=O)C)CCC(C)(C)[C@]2([H])[C@]31CO[C@](O)([C@]14C[C@](O)(C(=C)C1=O)C[C@@H](OC(C)=O)[C@@]34[H])[C@H]2O

Other Databases

PubChem CID

171121100

Calculated Physicochemical Properties

Heavy Atoms 33

Rings 6

Aromatic Rings 0

Rotatable Bonds 4

Van der Waals Molecular Volume 426.71

Topological Polar Surface Area 141.66

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 9

logP 2.35

Molar Refractivity 114.26

Admin

Created at

3rd Nov 2020

Updated at