Structure database (LMSD)

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LM IDLMPR0104130010
Common NameShikokianin B
Systematic Name6β,7β,13α-trihydroxy-1β,11β,15β-triacetoxy-7α,20-epoxy-ent-kaur-16-ene
Synonyms-
Exact Mass
508.2308 (neutral)    Calculate m/z:
FormulaC26H36O10
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Kaurane and phyllocladane diterpenoids [PR010413]
PubChem CID-
InChIKeyPJYAEGVKTVFANX-QAEXWNLHSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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SMILES
[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
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StatusActive
ReferencesTwo new 7,20-epoxy-ent-kaurane diterpenoids from the aerial parts of Isodon serra.
Nat Prod Res, 2020
DOI: 10.1080/14786419.2020.1841189
PMID: 33131334
Calculated physicochemical properties (?):
 Heavy Atoms36Rings6Aromatic Rings0Rotatable Bonds6
 van der Waals
Molecular Volume
470.10Topological Polar
Surface Area
150.89Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
10
 logP3.00Molar
Refractivity
125.32