260:
165:
24:
483:"Oral administration of the citrus coumarin, isopimpinellin, blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene in SENCAR mice"
309:
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102:
428:, which are initiators of skin tumors. Evidence has also been reported that links these compounds to the inhibition of breast cancers.
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952:
425:
527:"Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland"
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445:
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Kleiner, Heather E.; Suryanarayana V.Vulimiri; Matthew F.Starost; Melissa J.Reed; John DiGiovanni (2002).
906:
36:
388:
is a natural product synthesized by numerous plant species, especially species in the carrot family
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911:
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Prince, Misty; Cheryl T.Campbell; Taylor A.Robertson; Amy J.Wells; Heather E.Kleiner (2006).
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891:
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153:
405:
283:
InChI=1S/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3
293:
InChI=1/C13H10O5/c1-15-10-7-3-4-9(14)18-12(7)13(16-2)11-8(10)5-6-17-11/h3-6H,1-2H3
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408:. Several studies have looked into the effects of isopimpinellin and other
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Except where otherwise noted, data are given for materials in their
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Medicinal
Natural Products: A Biosynthetic Approach (3rd ed.)
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424:. These studies have shown possible inhibition of
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444:via addition of dimethylallyl pyrophosphate (
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440:thought to be synthesized through the
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404:, fruits and in the rind and pulp of
286:Key: DFMAXQKDIGCMTL-UHFFFAOYSA-N
121:
7:
452:. The biosynthesis is shown below:
448:) to a modified coumarate known as
296:Key: DFMAXQKDIGCMTL-UHFFFAOYAB
196:
180:
317:COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC
14:
574:. UK: John Wiley & Sons Ltd.
835:Meroterpene furanocoumarin ether
723:Umbelliferone 7-apiosylglucoside
455:
22:
392:. The compound can be found in
370:(at 25 °C , 100 kPa).
426:7,12-Dimethylbenz(a)anthracene
1:
969:
360:246.21 g/mol
819:Furanocoumarin glycosides
500:10.1093/carcin/23.10.1667
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270:
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51:
35:
30:
21:
566:Dewick, Paul M. (2009).
953:O-methylated coumarins
56:5,8-Dimethoxypsoralene
544:10.1093/carcin/bgi303
54:5,8-Dimethoxypsoralen
45:-furobenzopyran-7-one
907:Ethyl biscoumacetate
436:Isopimpinellin is a
37:Preferred IUPAC name
18:
912:4-Hydroxycoumarins
442:mevalonate pathway
374:Infobox references
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864:
863:
860:
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813:
689:
688:
581:978-0-471-97478-9
493:(10): 1667–1675.
382:Chemical compound
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239:CompTox Dashboard
103:Interactive image
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333:Chemical formula
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948:Furanocoumarins
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398:garden angelica
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41:4,9-Dimethoxy-7
17:Isopimpinellin
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537:(6): 1204–13.
531:Carcinogenesis
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487:Carcinogenesis
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438:furanocoumarin
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386:Isopimpinellin
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922:Phenprocoumon
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897:Coumatetralyl
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892:Acenocoumarol
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650:Umbelliferone
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450:umbelliferone
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784:O-Methylated
659:O-Methylated
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432:Biosynthesis
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62:Identifiers
52:Other names
42:
917:Hymecromone
852:Imperatorin
847:Bergamottin
801:Methoxsalen
775:Xanthotoxol
732:Derivatives
418:imperatorin
414:bergamottin
326:Properties
161:100.166.737
123:CHEBI:28853
942:Categories
876:Dicoumarol
806:Trioxsalen
695:Glycosides
681:Scopoletin
640:Aesculetin
463:References
356:Molar mass
227:20GCF755G6
134:ChemSpider
90:3D model (
69:CAS Number
902:Ensaculin
885:Synthetic
869:Oligomers
842:Auraptene
791:Bergapten
755:Angelicin
748:Aglycones
671:Herniarin
632:Aglycones
624:coumarins
622:Types of
412:(such as
927:Warfarin
765:Psoralen
760:Marmesin
718:Scopolin
703:Aesculin
666:Fraxetin
553:16387742
509:12376476
390:Apiaceae
79:482-27-9
826:Apterin
770:Vaginol
713:Skimmin
645:Ferujol
402:parsnip
350:
194:PubChem
708:Fraxin
676:Osthol
578:
551:
507:
394:celery
310:SMILES
182:C02162
31:Names
446:DMAPP
420:) as
406:limes
275:InChI
207:68079
143:61391
114:ChEBI
92:JSmol
576:ISBN
549:PMID
505:PMID
416:and
218:UNII
173:KEGG
539:doi
495:doi
244:EPA
197:CID
944::
547:.
535:27
533:.
529:.
517:^
503:.
491:23
489:.
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471:^
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344:10
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615:e
608:t
601:v
584:.
555:.
541::
511:.
497::
348:5
346:O
342:H
338:C
246:)
242:(
94:)
43:H
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