(Q27275057)

English

salvianolic acid B

chemical compound

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No label defined

No description defined

Statements

type of chemical entity

0 references

biogenic benzofuran

0 references

salvianolic acid

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chemical structure

Salvianolic acid B.svg
1,090 × 645; 36 KB

0 references

718.153±0 dalton

1 reference

language of work or name

Lithospermic acid B (English)

14 October 2016

stereoisomer of

(2R)-2-[3-[(2R,3R)-3-[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyloxy]-3-(3,4-dihydroxyphenyl)propanoic acid

1 reference

based on heuristic

inferred from InChIKey

2 references

based on heuristic

inferred from InChIKey

based on heuristic

inferred from InChI

(2R)-2-{[(2E)-3-[(2R,3R)-3-{[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid

1 reference

based on heuristic

inferred from InChI

(2S)-2-{[(2E)-3-[(2S,3S)-3-{[(1S)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoic acid

1 reference

based on heuristic

inferred from InChI

chemical formula

C₃₆H₃₀O₁₆

1 reference

language of work or name

Lithospermic acid B (English)

14 October 2016

canonical SMILES

C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C3C(C(OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)OC(CC5=CC(=C(C=C5)O)O)C(=O)O)O)O

1 reference

language of work or name

Lithospermic acid B (English)

14 October 2016

isomeric SMILES

C1=CC(=C(C=C1C[C@H](C(=O)O)OC(=O)/C=C/C2=C3[C@@H]([C@H](OC3=C(C=C2)O)C4=CC(=C(C=C4)O)O)C(=O)O[C@H](CC5=CC(=C(C=C5)O)O)C(=O)O)O)O

1 reference

language of work or name

Lithospermic acid B (English)

14 October 2016

Salvia miltiorrhiza

9 references

Lithospermic acid B isolated from Salvia miltiorrhiza ameliorates ischemia/reperfusion-induced renal injury in rats

Simultaneous Determination of Rosmarinic Acid, Lithospermic Acid B, and Related Phenolics inSalvia miltiorrhizaby HPLC

Quantitative analysis of the marker compounds in Salvia miltiorrihiza root and its phytomedicinal preparations

Endothelium-dependent vasodilator effects of the extract from Salviae Miltiorrhizae radix. A study on the identification of lithospermic acid B in the extracts

Hypotensive effects of lithospermic acid B isolated from the extract of Salviae miltiorrhizae Radix in the rat.

Isolation of two highly potent and non-toxic inhibitors of human immunodeficiency virus type 1 (HIV-1) integrase from Salvia miltiorrhiza

Production of Lithospermic Acid B and Rosmarinic Acid in Callus Tissue and Regenerated Plantlets of Salvia miltiorrhiza

Preventive effect of lithospermate B from Salvia miltiorhiza on experimental hepatitis induced by carbon tetrachloride or D-galactosamine/lipopolysaccharide.

Evaluation of Caffeic Acid Analogues using a Cultured Renal Epithelial Cell Line, LLC-PK<SUB>1</SUB>

Lithospermum erythrorhizon

4 references

Simultaneous analysis of shikimate-derived secondary metabolites in Lithospermum erythrorhizon cell suspension cultures by high-performance liquid chromatography

Caffeic acid oligomers in Lithospermum erythrorhizon cell suspension cultures

Regulation of lithospermic acid B and shikonin production in Lithospermum erythrorhizon cell suspension cultures

Caffeic acid oligomers in Lithospermum erythrorhizon cell suspension cultures

Salvia bowleyana

1 reference

Polyphenolics of Salvia--a review

Salvia cavaleriei

1 reference

Polyphenolics of Salvia--a review

Salvia chinensis

1 reference

Polyphenolics of Salvia--a review

1 reference

Polyphenolics of Salvia--a review

Salvia prionitis

1 reference

Polyphenolics of Salvia--a review

Salvia sonchifolia

1 reference

Polyphenolics of Salvia--a review

Salvia yunnanensis

4 references

Polyphenolics of Salvia--a review

Isolation and Characterization of Yunnaneic Acids A−D, Four Novel Caffeic Acid Metabolites fromSalvia yunnanensis

Four New Caffeic Acid Metabolites, Yunnaneic Acids E-H, from Salvia yunnanensis.

Four New Caffeic Acid Metabolites, Yunnaneic Acids E-H, from Salvia yunnanensis.

2 references

Screening of crude drug extracts for prolyl endopeptidase inhibitory activity.

Constituents of Roots of Salvia deserta SCHANG. (Xinjiang-Danshen)

Salvia przewalskii

1 reference

Polyphenolic constituents of Actaea racemosa

Celastrus hindsii

1 reference

Isolation and characterization of rosmarinic acid oligomers in Celastrus hindsii Benth leaves and their antioxidative activity

Meehania fargesii

1 reference

Cyclic spermidine alkaloids and flavone glycosides from Meehania fargesii

Meehania urticifolia

1 reference

Hyaluronidase inhibitory rosmarinic acid derivatives from Meehania urticifolia

Melissa officinalis

1 reference

Phenolic profiles of cultivated, in vitro cultured and commercial samples of Melissa officinalis L. infusions

2 references

Constituents of Roots of Salvia deserta SCHANG. (Xinjiang-Danshen)

Screening of crude drug extracts for prolyl endopeptidase inhibitory activity.

CAS COVID-19 Anti-Viral Candidate Compounds

0 references

Identifiers

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

1 reference

language of work or name

Lithospermic acid B (English)

14 October 2016

SNKFFCBZYFGCQN-VWUOOIFGSA-N

2 references

language of work or name

Lithospermic acid B (English)

14 October 2016

Reassignment of the configuration of salvianolic acid B and establishment of its identity with lithospermic acid B.

SNKFFCBZYFGCQN-PDVBOLEISA-N

reason for deprecated rank

cannot be confirmed by other sources

1 reference

ChEBI release 2020-09-01

CAS Registry Number

2 references

Global Substance Registration System

language of work or name

salvianolic acid b (English)

14 October 2016

SNKFFCBZYFGCQN-VWUOOIFGSA-N

CAS Common Chemistry

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=121521-90-2

1 reference

language of work or name

(2R)-2-({(2E)-3-[(2S,3S)-3-{[1-Carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]-2-propenoyl}oxy)-3-(3,4-dihydroxyphenyl)propanoic acid (English)

14 October 2016

2 references

language of work or name

Lithospermic acid B (English)

14 October 2016

matched by identifier from

SNKFFCBZYFGCQN-VWUOOIFGSA-N

mapping relation type

3 references

ChEBI release 2019-10-02

ChEBI release 2021-03-01

matched by identifier from

International Chemical Identifier

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

1 reference

language of work or name

CHEMBL1615434 (English)

14 October 2016

UniChem compound ID

1 reference

DSSTox substance ID

DTXSID201031347

1 reference

matched by identifier from

SNKFFCBZYFGCQN-VWUOOIFGSA-N

0 references

2 references

Global Substance Registration System

language of work or name

salvianolic acid b (English)

14 October 2016

matched by identifier from

SNKFFCBZYFGCQN-VWUOOIFGSA-N

Probes And Drugs ID

0 references

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