Structure database (LMSD)

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LM IDLMPR0104090003
Common NameWelwitschianic acid
Systematic Name13R-carbomethoxy-12-oxocassa-19β-oic acid
Synonyms-
Exact Mass
364.2250 (neutral)    Calculate m/z:
FormulaC21H32O5
CategoryPrenol Lipids [PR]
Main ClassIsoprenoids [PR01]
Sub ClassC20 isoprenoids (diterpenes) [PR0104]
Class Level 4Cassane and vouacapane diterpenoids [PR010409]
PubChem CID-
InChIKeyFHWUOEIJRSLHQQ-CEUQDAQDSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C21H32O5/c1-12-13-6-7-17-20(2,8-5-9-21(17,3)19(24)25)15(13)11-16(22)14(12)10-18(23)26-4/h12-15,17H,5-11H2,1-4H3,(H,24,25)/t12-,13-,14+,15-,17+,20+,21-/m0/s1
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SMILES
C1CC[C@](C)(C(O)=O)[C@]2([H])CC[C@@]3([H])[C@H](C)[C@@H](CC(OC)=O)C(=O)C[C@]3([H])[C@@]12C
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StatusActive
ReferencesAntifeedant and ovicidal activities of a new cassane and other compounds from Caesalpinia welwitschiana Oliv. and Caesalpinia bonduc L. against Tuta absoluta (Lepidoptera: Gelechiidae).
Nat Prod Res, 2020
DOI: 10.1080/14786419.2020.1825424M#
PMID: 32985266
Calculated physicochemical properties (?):
 Heavy Atoms26Rings3Aromatic Rings0Rotatable Bonds4
 van der Waals
Molecular Volume
370.81Topological Polar
Surface Area
80.67Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
5
 logP3.70Molar
Refractivity
96.32