Structure database (LMSD)

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LM IDLMPR0104130009
Common NameShikokianin
Systematic Name6β,7β,13α-trihydroxy-1α,11α-bis(acetoxy)-7α,20-epoxy-ent-kaur-16-en-15-one
Synonyms-
Exact Mass
464.2046 (neutral)    Calculate m/z:
FormulaC24H32O9
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Kaurane and phyllocladane diterpenoids [PR010413]
PubChem CID-
InChIKeyGEVISCTYPQZBRX-NDKARBPASA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
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
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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)C1=O)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 Atoms33Rings6Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
426.71Topological Polar
Surface Area
141.66Hydrogen
Bond Donors
3Hydrogen
Bond Acceptors
9
 logP2.35Molar
Refractivity
114.26