Structure Database (LMSD)

Common Name
Pedunculatic acid B
Systematic Name
(4S,5α)-8β,14β-epoxy-12β-hydroxy-11-oxototaran-19-oic acid
Synonyms
LM ID
LMPR0104070002
Status
Active
Exact Mass
Calculate m/z
350.209325
Formula
C20H30O5
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
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Main

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C20 isoprenoids (diterpenes) [PR0104]
Totarane and nagilactone diterpenoids [PR010407]

String Representations

InChiKey (Click to copy)
RSAYSRGOTMBJBX-YJZUFVEMSA-N
InChi (Click to copy)
InChI=1S/C20H30O5/c1-11(2)20-10-12(21)14(22)15-17(3)7-5-8-18(4,16(23)24)13(17)6-9-19(15,20)25-20/h11-13,15,21H,5-10H2,1-4H3,(H,23,24)/t12-,13+,15+,17-,18-,19-,20-/m0/s1
SMILES (Click to copy)
C1CC[C@]2(C)[C@@]3([H])C(=O)[C@@H](O)C[C@]4(O[C@@]34CC[C@@]2([H])[C@@]1(C)C(=O)O)C(C)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Callicarpa pedunculata (#539205)
Magnoliopsida (#3398)
Two New Diterpenoids from Callicarpa pedunculata,
Helv. Chim. Acta, 2006

Other Databases

PubChem CID
102251675

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 343.79
Topological Polar Surface Area 87.13
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 3.65
Molar Refractivity 92.47

Admin

Created at
-
Updated at
30th Jan 2021