Structure Database (LMSD)

Common Name
Shikokianin B
Systematic Name
6β,7β,13α-trihydroxy-1β,11β,15β-triacetoxy-7α,20-epoxy-ent-kaur-16-ene
Synonyms
LM ID
LMPR0104130010
Formula
C26H36O10
Exact Mass
Calculate m/z
508.23085
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Kaurane and phyllocladane diterpenoids [PR010413]

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)
PJYAEGVKTVFANX-QAEXWNLHSA-N
InChi (Click to copy)
InChI=1S/C26H36O10/c1-12-21(36-15(4)29)25-10-23(12,31)9-16(34-13(2)27)18(25)24-11-33-26(25,32)20(30)19(24)22(5,6)8-7-17(24)35-14(3)28/h16-21,30-32H,1,7-11H2,2-6H3/t16-,17+,18-,19+,20-,21+,23-,24-,25-,26-/m0/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)[C@H]1OC(=O)C)C[C@H](OC(C)=O)[C@@]34[H])[C@H]2O

Other Databases

PubChem CID
171121101

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 6
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 470.10
Topological Polar Surface Area 150.89
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 10
logP 3.00
Molar Refractivity 125.32

Admin

Created at
3rd Nov 2020
Updated at
3rd Nov 2020