42:
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More than 10 distinct salvianolic acids (Sal), identified by letters from A to J, have been recognized. Notably, Sal-A and Sal-B are the most abundant forms. The combination of danshensu and a caffeic acid derivative or caffeic acid dimer produces several kinds of skeletons. Sal-A is formed by a
603:
molecule of danshensu and a dimer of caffeic acid. Sal-B, on the other hand, is constituted by three molecules of danshensu and one molecule of caffeic acid. Sal-C results from the combination of two molecules of danshensu, while Sal-D is characterized as a dimer of caffeic acid.
471:
B: InChI=1S/C36H30O16/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48)/b10-5+/t27-,28-,31+,32-/m1/s1
128:
144:
152:
461:
A: InChI=1S/C26H22O10/c27-18-7-2-14(11-21(18)30)1-6-17-16(4-9-20(29)25(17)33)5-10-24(32)36-23(26(34)35)13-15-3-8-19(28)22(31)12-15/h1-12,23,27-31,33H,13H2,(H,34,35)/b6-1+,10-5+/t23-/m1/s1
481:
C: InChI=1S/C26H20O10/c27-17-5-1-13(9-20(17)30)10-23(26(33)34)35-24(32)8-4-14-2-7-19(29)25-16(14)12-22(36-25)15-3-6-18(28)21(31)11-15/h1-9,11-12,23,27-31H,10H2,(H,33,34)/b8-4+/t23-/m1/s1
623:-derived branches of the phenolic acid biosynthetic pathway. Rosmarinic acid undergoes a not well-understood oxidative reaction to convert into Salvianolic acid B. This reaction involves
491:
D: InChI=1S/C20H18O10/c21-13-4-1-10(7-15(13)23)8-16(20(28)29)30-18(26)6-3-11-2-5-14(22)19(27)12(11)9-17(24)25/h1-7,16,21-23,27H,8-9H2,(H,24,25)(H,28,29)/b6-3+/t16-/m1/s1
838:
Li, Qing; Feng, Jingxian; Chen, Liang; Xu, Zhichao; Zhu, Yingjie; Wang, Yun; Xiao, Ying; Chen, Junfeng; Zhou, Yangyun; Tan, Hexin; Zhang, Lei; Chen, Wansheng (2019).
507:
779:
Zhou, Zheng; Li, Qing; Xiao, Liang; Wang, Yun; Feng, Jingxian; Bu, Qitao; Xiao, Ying; Hao, Kai; Guo, Meili; Chen, Wansheng; Zhang, Lei (2021-03-18).
781:"Multiplexed CRISPR/Cas9-Mediated Knockout of Laccase Genes in Salvia miltiorrhiza Revealed Their Roles in Growth, Development, and Metabolism"
840:"Genome-Wide Identification and Characterization of Salvia miltiorrhiza Laccases Reveal Potential Targets for Salvianolic Acid B Biosynthesis"
668:
Du, Guanhua; Song, Junke; Du, Lida; Zhang, Li; Qiang, Guifen; Wang, Shoubao; Yang, Xiuying; Fang, Lianhua (2020-01-01), Du, Guanhua (ed.),
452:
670:"Chapter One - Chemical and pharmacological research on the polyphenol acids isolated from Danshen: A review of salvianolic acids"
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358:
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B: C1=CC(=C(C=C1C(C(=O)O)OC(=O)/C=C/C2=C3((OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O
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722:"Salvianolic Acids: Potential Source of Natural Drugs for the Treatment of Fibrosis Disease and Cancer"
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bonds. Salvianolic acids are water-soluble components produced by many species of the genus
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A: C1=CC(=C(C=C1C(C(=O)O)OC(=O)/C=C/C2=C(C(=C(C=C2)O)O)/C=C/C3=CC(=C(C=C3)O)O)O)O
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C: C1=CC(=C(C=C1C(C(=O)O)OC(=O)/C=C/C2=C3C=C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)O)O
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D: C1=CC(=C(C=C1C(C(=O)O)OC(=O)/C=C/C2=C(C(=C(C=C2)O)O)CC(=O)O)O)O
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Except where otherwise noted, data are given for materials in their
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The formation of salvianolic acids is closely linked to that of
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676:, Pharmacological Advances in Natural Product Drug Discovery,
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627:, which are widely spread in many genera such as
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641:, etc., but appears to be highly expressed in
615:. They are primarily synthesized through the
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566:acids consisting on several combinations of
720:Ma, Lunkun; Tang, Liling; Yi, Qian (2019).
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494:Key: KFCMFABBVSIHTB-WUTVXBCWSA-N
484:Key: GCJWPRRNLSHTRY-VURDRKPISA-N
474:Key: SNKFFCBZYFGCQN-VWUOOIFGSA-N
464:Key: YMGFTDKNIWPMGF-UCPJVGPRSA-N
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607:Biosynthesis and natural occurrence
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544:(at 25 °C , 100 kPa).
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686:10.1016/bs.apha.2019.12.004
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844:Frontiers in Plant Science
785:Frontiers in Plant Science
726:Frontiers in Pharmacology
574:(salvianic acid) through
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30:
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798:10.3389/fpls.2021.647768
739:10.3389/fphar.2019.00097
680:, Academic Press: 1–41,
674:Advances in Pharmacology
588:, mainly extracted from
857:10.3389/fpls.2019.00435
598:Structural properties
56:Salvianolic acids A-D
643:Salvia miltiorrhiza
591:Salvia miltiorrhiza
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548:Infobox references
17:Salvianolic acids
16:
560:Salvianolic acids
556:Chemical compound
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397:CompTox Dashboard
153:Interactive image
145:Interactive image
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583:
568:caffeic acid
564:polyphenolic
559:
558:
219:ChEMBL457077
198:CHEBI:177612
190:CHEBI:140104
182:CHEBI:134301
62:Identifiers
904:Polyphenols
630:Arabidopsis
104:142998-47-8
96:115841-09-3
88:121521-90-2
791:: 647768.
707:2024-01-17
655:References
385:28R85321EY
377:I16H9Z53ZL
369:C1GQ844199
246:ChemSpider
174:CHEBI:9017
115:3D model (
80:96574-01-5
69:CAS Number
866:1664-462X
807:1664-462X
748:1663-9812
702:211263286
572:danshensu
898:Category
884:31024599
825:33815454
766:30842735
694:32089230
625:laccases
621:tyrosine
436:D:
428:C:
420:B:
412:A:
382:D:
374:C:
366:B:
348:75412558
345:D:
340:13991590
337:C:
329:B:
321:A:
295:A:
274:A:
267:DrugBank
253:A:
232:C:
224:B:
216:A:
195:D:
187:C:
179:B:
171:A:
150:D:
142:C:
134:B:
126:A:
101:D:
93:C:
85:B:
77:A:
875:6463009
850:: 435.
816:8014014
757:6391314
639:sorghum
635:poplars
332:6451084
324:5281793
310:PubChem
277:DB15246
256:4445105
882:
872:
864:
823:
813:
805:
764:
754:
746:
732:: 97.
700:
692:
585:Salvia
508:SMILES
298:C10492
209:ChEMBL
698:S2CID
576:ester
453:InChI
164:ChEBI
117:JSmol
880:PMID
862:ISSN
821:PMID
803:ISSN
762:PMID
744:ISSN
690:PMID
645:and
619:and
580:enol
578:and
570:and
359:UNII
288:KEGG
870:PMC
852:doi
811:PMC
793:doi
752:PMC
734:doi
682:doi
594:.
402:EPA
313:CID
900::
878:.
868:.
860:.
848:10
846:.
842:.
819:.
809:.
801:.
789:12
787:.
783:.
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730:10
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724:.
696:,
688:,
678:87
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637:,
633:,
886:.
854::
827:.
795::
768:.
736::
684::
404:)
400:(
119:)
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