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Dictionary of Natural
products
DNP
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Dictionary:
A reference book on a particular subject.
Natural Products:
 Any substance produced by life
 Includes biotic materials (e.g. wood, silk), bio-based materials
(e.g. bioplastics, cornstarch), bodily fluids (e.g. milk, plant
exudates), and other natural materials that were once found
in living organisms (e.g. soil, coal)
 Can also be prepared by chemical synthesis
 Natural products may be extracted from the cells, tissues, and
secretions of microorganisms, plants and animals.
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USES The following figure shows the distribution of
natural products per kingdom of life;
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Dictionary of Natural
Products(DNP)
Source of
natural
product
informatio
n
The only
comprehen
sive
database
on natural
products
DNP
organize,
simplify
and bring
out the
underlying
structural
and
biosyntheti
c
relationshi
ps of the
compound
s.
DNP
provides
access to
chemical,
physical,
and
structural
data on
hundreds
of
thousands
of natural
products
4
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Pharmaceuticals
Stay current on changes in
natural product information.
Explore novel natural products
as a source for new drugs
Food Sciences
Ensures the natural ingredients
reach the right level of quality
and trust of consumer
Nutraceuticals
Access the latest information to
produce high quality nutritional
products
Cosmetics
Develop more natural and
organic products safely and
efficiently
Agriculture
Help to develop new solutions
and chemicals to facilitate
agriculture industry
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6 Searc
h
DNP can be used either by software or website. The link is
https://dnp.chemnetbase.com/
Information about Natural products can be searched by:
 Drawing the structure of the compound
 Through the properties of the compound
 Combining a chemical structure with another parameter
Combining a chemical structure with another parameter
 To narrow the search down
Boolean operators:
 Using Boolean operators greatly improve your search results, by
making the results more specific.
 AND retrieves only those records that contain both items
 OR retrieves records containing either or both of the items, and thus
broadens a search
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Source
CAS registry
number
Stereochemi
cal
convention
Diagrams
Molecular
formula and
weight
Chemical
names and
synonyms
Data presentation
Type of
compound
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Data presentation and organization:
 The compounds in the DNP are grouped together into approx.
40,000 entries.
 In the database, closely related compounds are grouped
together to form an entry
Variants(stereoisomers) and derivatives of a parent
compound are all listed under one entry.
Example:
Entry: (Parent compound)
• Derivatives(hydrates, complexes,
salt)
• Variants(stereoisomer; R or S form)
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Chemical names and synonyms:
 All the names discussed in DNP can be searched using the
Chemical Name field.
 Compounds have been named by keeping the nomenclature
as simple as possible.
 Example:
Compounds containing both lactone
and –COOH groups are often named
using two principal functional groups:
 The term prenyl for the common 3-methyl-2-butenyl
substituent,
(H3C)2C=CHCH2–, is used throughout.
 Names which are known to be duplicated within the chemical
literature
are marked with the sign†.
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CAS Registry Numbers:
 Also referred as CASRN or CAS Number.
 Identifying numbers allocated to each distinctly
definable chemical substance.
 Assigned by the Chemical Abstracts
Service(CAS).
 CAS registry label for each substance is
independent of any system of nomenclature.
Example:
 Azamerone:
CAS Registry Number: 897385-39-6
 Oleanolic acid:
CAS Registry Number: 508-02-1
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Diagrams:
 In each entry display there is a single diagram which
applies to the parent entry.
 Separate diagrams are not given for variants or
derivatives.
 Structures for derivatives can be viewed in Structure
Search
 For example:
 Sugars have been standardized as Haworth formulae
 In complex structures, the rings are oriented in the
standard Haworth manner so that structural
comparisons can quickly be made
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Stereochemical conventions:
 Absolute configuration
 Where only one stereoisomer is referred to in the
text, the structural diagram indicates that
stereoisomer.
 Wherever possible, stereostructures are described
using the Cahn-Ingold-Prelog sequence-rule (R,S)
and (E,Z) conventions
 In cases where these are cumbersome or
inapplicable, alternatives such as the α,β-system are
used instead
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Molecular formula and molecular weight:
 The elements in the molecular formula are given
according to the Hill convention
 The molecular weights given are formula weights and
are rounded to one place of decimals.
 Example:
 Laudanosine
M wt.= M 357.449
Source:
 The taxonomic names for organisms given
throughout are in general those given in the primary
literature
 Standards used are:
 Brummitt, R.K. (1992) Vascular Plant Families and
Genera, Royal Botanic Gardens, Kew
 Gozmany, L.(1990) Seven Language Thesaurus of
European Animals, Chapman & Hall London; Chemical
Abstracts Service
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Importance/Uses
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 Appearance
 Melting points and boiling point:
 Optical rotations:
 Densities and refractive indexes:
 Solubilities:
 pKa values:
 Spectroscopic data:
 Toxicity and hazard information:
 RTECS® Accession Numbers:
 Bibliographic References:
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Appearance:
 Natural products are considered to be colorless
unless otherwise stated.
 If chromophore lead to a visible colour of the
product, the DNP entry will mention this fact.
Melting points and boiling point:
 The policy followed in the case of conflicting data is
as follows:
 When the literature melting points are closely similar,
only one figure is quoted.
 Where two or more melting points are recorded and
differ by several Degrees, the lower figure is given in
parentheses,
thus: 139° (134–135°).
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Optical rotations:
 These are given whenever possible,
 Where available an indication of the optical purity (op) or
enantiomeric excess (ee) of the sample measured now follows the
specific
rotation value.
Densities and refractive indexes:
 Densities and refractive indexes are now of less importance for
the
identification of liquids
 But are quoted for common or industrially important substances
(e.g. monoterpenoids),
 Or where no boiling point can be found in the literature.
 Densities and refractive indexes are not quoted for an undefined
mixture of stereoisomers.
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Solubilities:
 Solubilities are given only where the solubility is
unusual.
pKa values:
 pKa values are given for both acids and bases.
The pKb of a base can be obtained by subtracting its
pKa from 14.17 (at 20°) or from 14.00 (at 25°).
Spectroscopic data:
 Spectroscopic data are given only where the spectrum
is a main point of interest
 Or where the compound is unstable and has been
identified only by spectroscopic data
Toxicity and hazard information:
 Toxicity and hazard information is highlighted by the
sign
 It has been selected to assist in risk assessments for
experimental, manufacturing and manipulative
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RTECS® Accession Numbers:
 Many entries in DNP contain one or more RTECS® Accession
Numbers.
 Possession of these numbers allows users to locate toxicity
information on relevant substances from the NIOSH Registry
of Toxic Effects of Chemical Substances,
• which is a compendium of toxicity data extracted from the
scientific literature.
Bibliographic References:
 Facilitate to locate more detailed information about a
particular compound.
 References are given in date order
 References to spectroscopic library collections, which sort at
the top of the list
 Those to hazard/toxicity sources which sort at the bottom
 The content of most references is indicated by means of
suffixes, known as reference tags.
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Description of Natural Product Structures by
DNP :
 Alkaloids
 Antibiotics
 Flavonoids
 Carbohydrates
 Tannins
 Terpenoids
 Steroids
 Polyketides
 Polypyrroles
 Lignans and neolignans
 Amino acids and peptides
 Natural products of unknown structure
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Overview of the Dictionary of Natural Products
database
In the following figure displays the;
Distribution of the main chemical classes of natural products in each
kingdom of life
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