American Chemical Society
An Introduction to Computer Searching of
Chemical Abstracts
STN International Version
Organic Chemistry (Substance Property) Sample Search
Search Topic:
Find references dealing with the cardiac toxicity of adriamycin and review articles in English on toxicity of “mycin” antibiotics in general.
Strategy:
- Find Registry Numbers for adriamycin.
- Key terms
- adriamycin OR its Registry Numbers
- toxic? (retrieves toxic, toxicity, toxicol (a CAS abbreviation), toxicology, etc.)
- cardiac OR heart
- Key terms for second part of search
- ?mycin? (retrieves any term with “mycin” anywhere in the word, such as adriamycin, erythromycin, rapamycin)
- ?toxic? {retrieves any term with “toxic” anywhere in the word, such as cardiotoxic, cytotoxicity, genotoxic, ecotoxicological, etc.)
- Combine the above terms with the (S) operator for greater precision.
- Use limiting terms to narrow the search.
- and review (Adds “review” to search criteria.)
- english/la (Checks for “English” in the Language field.)
Teaching Points:
Registry File:
- use CN field to find REGISTRY number (RN)
- derivatives can have the same trivial name as a parent compound
- create a set in the REGISTRY file to include deleted RNs
CA File:
- use L# from REGISTRY file to include deleted registry numbers
- left and right truncation
- D SCAN to identify additional search terms
- limit searches using /DT (document type) and /LA (language)
Search Strategy Table
| Search Steps | Set Number | Number of Documents |
|---|---|---|
| file reg | ||
| expand adriamycin/cn | ||
| S E? | L1 | 1 |
| d L1 ide | ||
| fil ca | ||
| S L1 | L2 | 1486 |
| S ADRIAMYCIN | L3 | 6486 |
| S L2 OR L3 | L4 | 6732 |
| S TOXIC? | L5 | 263396 |
| S HEART? OR CARDIAC | L6 | 170693 |
| S L4 AND L5 AND L6 | L7 | 658 |
| S L7 AND REVIEW | L8 | 15 |
| D L8 IBIB 1 | ||
| S ?MYCIN? | L9 | 107563 |
| S ?TOXIC? | L10 | 346606 |
| S L9 (S) L10 (S) L6 | L11 | 622 |
| S L11 NOT L7 | L12 | 108 |
| S L11 AND REVIEW | L13 | 15 |
| S L13 NOT L8 | L14 | 3 |
| S L9 (S) L10 | L15 | 6507 |
| S L15 AND REVIEW AND ENG/LA | L16 | 160 |
| D L16 IBIB 1 | ||
| LOG Y |
Sample Search
Use Registry File to find Registry Numbers for adriamycin
=> file reg FILE ‘REGISTRY’ ENTERED AT 19:23:21 ON 28 MAY 96 USE IS SUBJECT TO THE TERMS OF YOUR CUSTOMER AGREEMENT COPYRIGHT (C) 1996 American Chemical Society (ACS) STRUCTURE FILE UPDATES: 25 MAY 96 HIGHEST RN 176705-35-1 DICTIONARY FILE UPDATES: 27 MAY 96 HIGHEST RN 176705-35-4
Use Expand in the chemical name (cn) index to identify the compound
=> expand adriamycin/cn E1 2 ADRIACIN/CN E2 1 ADRIADYSIOLIDE/CN E3 1 --> ADRIAMYCIN/CN E4 1 ADRIAMYCIN .BETA.-ANOMER/CN E5 1 ADRIAMYCIN .BETA.-ISOMER/CN E6 1 ADRIAMYCIN 13-TOSYLHYDRAZONE HYDROCHLORIDE/CN E7 1 ADRIAMYCIN 14-ACETATE HYDROCHLORIDE/CN E8 1 ADRIAMYCIN 14-BENZOATE/CN E9 1 ADRIAMYCIN 14-BENZOATE HYDROCHLORIDE/CN E10 1 ADRIAMYCIN 14-DECANOATE/CN E11 1 ADRIAMYCIN 14-NICOTINATE/CN E12 1 ADRIAMYCIN 14-NICOTINATE HYDROCHLORIDE/CN => e E13 1 ADRIAMYCIN 14-OCTANOATE HYDROCHLORIDE/CN E14 1 ADRIAMYCIN 14-PHENYLACETATE HYDROCHLORIDE/CN E15 1 ADRIAMYCIN 14-PROPIONATE HYDROCHLORIDE/CN E16 1 ADRIAMYCIN 14-VALERATE/CN E17 1 ADRIAMYCIN 14-VALERATE HYDROCHLORIDE/CN E18 1 ADRIAMYCIN AGLYCONE/CN E19 1 ADRIAMYCIN DEOXYAGLYCONE SEMIQUINONE/CN E20 1 ADRIAMYCIN OCTANOYLHYDRAZONE HYDROCHLORIDE/CN E21 1 ADRIAMYCIN OXIME HYDROCHLORIDE/CN E22 1 ADRIAMYCIN SEMIQUINONE/CN E23 1 ADRIAMYCIN, 3-ACETATE/CN E24 1 ADRIAMYCIN, HYDROCHLORIDE/CN
Search E3 to select our compound.
=> s e3 L1 1 ADRIAMYCIN/CN
Display answer 1 of set L6 in ide format.
=> d L1 ide
L2 ANSWER 1 OF 1 REGISTRY COPYRIGHT 1996 ACS
RN 25316-40-9 REGISTRY
CN 5,12-Naphthacenedione, 10-[(3-amino-2,3,6-trideoxy-.alpha.-
L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-
trihydroxy-8-(hydroxyacetyl)-1-methoxy-, hydrochloride,
(8S-cis)- (9CI) (CA INDEX NAME)
OTHER CA INDEX NAMES:
CN Adriamycin, hydrochloride (8CI)
OTHER NAMES:
CN Adriablastina
CN Adriacin
CN Adriamycin
CN Doxorubicin hydrochloride
MF C27 H29 N O11 . Cl H
CI COM
LC STN Files: ANABSTR, BEILSTEIN*, BIOBUSINESS,
CA, CAPLUS, CAPREVIEWS, CASREACT, CEN, CHEMCATS,
CHEMLIST,CBNB, CIN, CJACS, CSCHEM, EMBASE, IFICDB,
IFIPAT, IFIUDB, IPA, MRCK*, MSDS-OHS, MSDS-SUM, PNI,
PROMT, RTECS*, TOXLINE, TOXLIT, USAN, USPATFULL
(*File contains numerically searchable property data)
Other Sources: EINECS** (**Enter CHEMLIST File for
up-to-date regulatory information)
DES *
CRN (23214-92-8)
OH
.
.
Me. .
. . C. . NH2
. C. . C .
. .
. .
. .
O . . C
. C.
.
.
.
OMe O OH O
. : . .
. : . .
. : . .
. C: . C. . C : . C.
. : . . . : . .
C C C C C
: . : . .
: . : . .......OH
C. : C . . C. : C. . C.
. C: . C. . C : . C. .
: . .
: . .
: . C....CH2......OH
O OH :
:
:
O
@ HCl
6 REFERENCES IN FILE CAPREVIEWS
498 REFERENCES IN FILE CA (1967 TO DATE)
96 REFERENCES TO NON-SPECIFIC DERIVATIVES IN FILE CA
1507 REFERENCES IN FILE CAPLUS (1967 TO DATE)
Use the CA file to identify relevant documents
=> fil ca
Search for L6 (Adriamycin in the Registry File)
=> s L1 L2 1486 L1
Search for the name “adriamycin” in the default fields
=> s adriamycin L3 6486 ADRIAMYCIN
Search for all articles containing either the Registry Number or the name “adriamycin”
=> s L2 or L3 L4 6732 L2 OR L3
Search for all forms of the word toxic.
=> s toxic? L5 263396 TOXIC?
Search for all forms of the concept “heart”
=> s heart? or cardiac
160712 HEART?
49764 CARDIAC
L6 170693 HEART? OR CARDIAC
Limits the search by combining the chemical compound with “toxic?” and (heart? or cardiac)
=> s L4 and L5 and L6 L7 658 L4 AND L5 AND L6
Continue to limit search to review documents
=> s L7 and review
1106825 REVIEW
L8 15 L7 AND REVIEW
Display answer 1 of L8 in IBIB Format
=> d L8 ibib 1
L8 ANSWER 1 OF 15 CA COPYRIGHT 1996 ACS
ACCESSION NUMBER: 122:45417 CA
TITLE: Utilization of metallothionein inducer in
cancer therapy
AUTHORS: Naganuma, Akira; Satoh, Masahiko;
Imura, Nobumasa
CORPORATE SOURCE: S Sch. Pharm. Sci., Kitsato
Univ.,Tokyo, 108, Japan
SOURCE: Metallothionein III [Int. Conf.
Metallothionein], 3rd (1993), Meeting Date
1992, 243-53. Editor(s): Suzuki, Kazuo T.;
Imura, Nobumasa; Kimura,Masami. Publisher:
Birkhaeuser, Basel, Switz. CODEN: 60TRAK
DOCUMENT TYPE: Conference; General Review
LANGUAGE: English
Expand search by using all forms of mycin rather than the Registry Number and the full name.
=> s ?mycin? L9 107563 ?MYCIN?
Adding to the concept of “toxic” by expanding left via the wild card.
=> s ?toxic? L10 346606 ?TOXIC?
Note the large number of variations of the word toxic when it is expanded left.
=> expand left toxic E1 1 BIOTOXIBACILLIN/BI E2 1 METOXIBUTROPATE/BI E3 135599 --> TOXIC/BI E4 1 2GENOTOXIC/BI E5 1 3CYTOTOXIC/BI E6 1 4YTOTOXIC/BI E7 1 6TOXIC/BI E8 2 6GENOTOXIC/BI E9 86 ATOXIC/BI E10 6 ADRENOTOXIC/BI E11 2 AFLATOXIC/BI E12 2 AGROTOXIC/BI
Note the large number of variations of the word toxic when it is expanded left.
=> e E13 1 ALGAETOXIC/BI E14 1 ALLTOXIC/BI E15 6 ALLATOTOXIC/BI E16 9 ALLOCYTOTOXIC/BI E17 1 ALLOLYMPHOCYTOTOXIC/BI E18 1 ALVEOLOTOXIC/BI E19 2 AMATOXIC/BI E20 1 AMBRYOTOXIC/BI E21 1 ANAGOTOXIC/BI E22 32 ANAPHYLATOXIC/BI E23 1 ANAPHYLOTOXIC/BI E24 25 ANGIOTOXIC/BI
Now the ?mycin?, heart? or cardiac?, and ?toxic? terms are ‘and’ed together. Note this search is similar to L7 but uses broader search terms (ie ?toxic? rather than toxic?) but narrowed search stategy (use of S). Overall, it provides fewer sources.
=> s L9 (s) L10 (s) L6 L11 622 L9 (S) L10 (S) L6
Displays which new documents were found with L11 that were not found in L7.
=> s L11 not L7 L12 108 L11 NOT L7
Limits search by locating review documents
=> s L11 and review
1106825 REVIEW
L13 15 L11 AND REVIEW
Selects which review documents were found with L13 and not with L8
=> s L13 not L8 L14 3 L13 NOT L8
This is the same as L11 except the heart? or cardiac limitation has been removed.
=> s L9 (s) L10 L15 6507 L9 (S) L10
This limits L15 by restricting to review (‘review’) and english (eng) language (/la)
=> s L15 and review and eng/la
106825 REVIEW
7859140 ENG/LA/
L16 160 L15 AND REVIEW AND ENG/LA
Displays (d) answer 1 (1) of search L16 (L16) in IBIB form
=> d L16 ibib 1
L16 ANSWER 1 OF 160 CA COPYRIGHT 1996 ACS
ACCESSION NUMBER: 124:277534 CA
TITLE: Tobramicin: clinical pharmacology and
chemotherapy
AUTHOR: Periti, P.
CORPORATE SOURCE: Dipartimento di Farmacologia
Precliniica e Clinica, Universita degli Studi,
Firenze, Florence, 50134, Italy
SOURCE: J. Chemother. (Florence) (1996), 8(Suppl. 1),
3-30 CODEN: JCHEEU; ISSN: 1120-009X
DOCUMENT TYPE: Journal; General Review
LANGUAGE: English
Log off in one step
=> log y