CHEBI:134301 - salvianolic acid B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name salvianolic acid B
ChEBI ID CHEBI:134301
Definition A member of the class of 1-benzofurans that is an antioxidant and free radical scavenging compound extracted from S. miltiorrhiza
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
Download Molfile XML SDF
Formula C36H30O16
Net Charge 0
Average Mass 718.620
Monoisotopic Mass 718.15338
InChI 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
InChIKey SNKFFCBZYFGCQN-VWUOOIFGSA-N
SMILES OC(=O)[C@@H](CC1=CC(O)=C(O)C=C1)OC(=O)\C=C\C1=C2[C@@H]([C@H](OC2=C(O)C=C1)C1=CC(O)=C(O)C=C1)C(=O)O[C@H](CC1=CC(O)=C(O)C=C1)C(O)=O
Metabolite of Species Details
Salvia miltiorrhiza (NCBI:txid226208) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
osteogenesis regulator
Any compound that induces or regulates osteogenesis.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
autophagy inhibitor
Any compound that inhibits the process of autophagy (the self-digestion of one or more components of a cell through the action of enzymes originating within the same cell).
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
hypoglycemic agent
A drug which lowers the blood glucose level.
hepatoprotective agent
Any compound that is able to prevent damage to the liver.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing salvianolic acid B (CHEBI:134301) has role anti-inflammatory agent (CHEBI:67079)
salvianolic acid B (CHEBI:134301) has role antidepressant (CHEBI:35469)
salvianolic acid B (CHEBI:134301) has role antineoplastic agent (CHEBI:35610)
salvianolic acid B (CHEBI:134301) has role antioxidant (CHEBI:22586)
salvianolic acid B (CHEBI:134301) has role apoptosis inducer (CHEBI:68495)
salvianolic acid B (CHEBI:134301) has role autophagy inhibitor (CHEBI:88230)
salvianolic acid B (CHEBI:134301) has role cardioprotective agent (CHEBI:77307)
salvianolic acid B (CHEBI:134301) has role hepatoprotective agent (CHEBI:62868)
salvianolic acid B (CHEBI:134301) has role hypoglycemic agent (CHEBI:35526)
salvianolic acid B (CHEBI:134301) has role neuroprotective agent (CHEBI:63726)
salvianolic acid B (CHEBI:134301) has role osteogenesis regulator (CHEBI:63054)
salvianolic acid B (CHEBI:134301) has role plant metabolite (CHEBI:76924)
salvianolic acid B (CHEBI:134301) is a 1-benzofurans (CHEBI:38830)
salvianolic acid B (CHEBI:134301) is a catechols (CHEBI:33566)
salvianolic acid B (CHEBI:134301) is a dicarboxylic acid (CHEBI:35692)
salvianolic acid B (CHEBI:134301) is a enoate ester (CHEBI:51702)
salvianolic acid B (CHEBI:134301) is a polyphenol (CHEBI:26195)
IUPAC Name
(2R)-2-({(2E)-3-[(2S,3S)-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
Synonyms Sources
Dan Shen Suan B ChemIDplus
Danfensuan B ChEBI
Lithospermate B SUBMITTER
Lithospermic acid B KNApSAcK
Manual Xrefs Databases
6441188 Pubchem accession
C00031982 KNApSAcK
FDB030001 FooDB
View more database links
Registry Numbers Types Sources
121521-90-2 CAS Registry Number ChemIDplus
8182741 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
1414377 PubMed citation Europe PMC
16933885 PubMed citation Europe PMC
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Last Modified
25 September 2020
General Comment
2020-09-25 Structure updated due to evidence found in PMID:16933885.