Natural Product (NP) Details

General Information of the NP (ID: NP1709)
Name
Salvianolic acid A
Synonyms
Salvianolic acid A; 96574-01-5; (R)-3-(3,4-Dihydroxyphenyl)-2-(((E)-3-(2-((E)-3,4-dihydroxystyryl)-3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid; Salvianolic-acid-A; SALVIANOLIC ACID; CHEMBL457077; UNII-51622542XO; CHEBI:9017; Salvianolic acid A hydrate; 51622542XO; Dan Phenolic Acid A; Salvianolicacid; MFCD20527310; (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]prop-2-enoyl]oxypropanoic acid; AC1NQZ3H; Dan phenolic acid A hydrate; SCHEMBL19235589; BCP15440; HY-N0318; ZINC4098737; BDBM50414250; MFCD08458447; s9055; AKOS016009674; CCG-269648; DB15246; Salvianolic acid A, analytical standard; (2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-[2-[(E)-2-(3,4-dihydroxyphenyl)vinyl]-3,4-dihydroxy-phenyl]prop-2-enoyl]oxy-propanoic acid; AS-75007; CS-0008816; N1803; X1224; C10492; 574S015; Q-100906; Q27108214; UNII-U5TCN455JO component YMGFTDKNIWPMGF-UCPJVGPRSA-N; (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-{2-[(1E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl}prop-2-enoyl]oxy}propanoic acid; Benzenepropanoic acid, alpha-((3-(2-(2-(3,4-dihydroxyphenyl)ethenyl)-3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-, (R-(E,E))-
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Species Origin Salvia ...     Click to Show/Hide
Salvia
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Lamiales
Family: Lamiaceae
Genus: Salvia
Disease Type 2 diabetes mellitus [ICD-11: 5A11] Investigative [1]
Structure
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2D MOL

3D MOL

ADMET Property
Absporption
Caco-2 Permeability
 -6.847
 
MDCK Permeability
 -4.999
 
PAMPA
 +++
 
HIA
 - - -
 
Distribution
VDss
 -0.687
 
PPB
 98.1%
 
BBB
 - - -
 
Metabolism
CYP1A2 inhibitor
 - - -
CYP1A2 substrate
 - - -
CYP2C19 inhibitor
 - - -
CYP2C19 substrate
 - - -
CYP2C9 inhibitor
 - - -
CYP2C9 substrate
 - - -
CYP2D6 inhibitor
 - - -
CYP2D6 substrate
 - - -
CYP3A4 inhibitor
 - - -
CYP3A4 substrate
 - - -
CYP2B6 inhibitor
 -
CYP2B6 substrate
 - - -
CYP2C8 inhibitor
 ++
HLM Stability
 - - -
 
Excretion
CLplasma
 12.496
 
T1/2
 2.123
Toxicity
DILI
 +++
 
Rat Oral Acute Toxicity
 -
 
FDAMDD
 +++
 
Respiratory
 -
 
Human Hepatotoxicity
 ++
 
Ototoxicity
 +++
 
Drug-induced Nephrotoxicity
 +
 
Drug-induced Neurotoxicity
 - - -
 
Hematotoxicity
 - - -
 
Genotoxicity
 +++
 
Tips: 1. For the classification endpoints, the prediction probability values are transformed into six symbols: 0-0.1 (- - -), 0.1-0.3 (- -), 0.3-0.5 (-), 0.5-0.7 (+), 0.7-0.9 (++), and 0.9-1.0 (+++). 2. Additionally, the corresponding relationships of the three labels are as follows: excellent; medium; poor.
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    Click to Show/Hide the Molecular Information and External Link(s) of This Natural Product
Formula
C26H22O10
PubChem CID
5281793
Canonical SMILES
C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=C(C(=C(C=C2)O)O)C=CC3=CC(=C(C=C3)O)O)O)O
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
InChIKey
YMGFTDKNIWPMGF-UCPJVGPRSA-N
CAS Number
CAS 96574-01-5
ChEBI ID
CHEBI:9017
Herb ID
HBIN042900
SymMap ID
SMIT00681
TCMSP ID
MOL007136
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Latamoxef      Bacterial infection     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vivo Model Ten mice were challenged with 2 * 109 CFU S. aureus.
                    Experimental
                    Result(s)		 The combination of salvianolic acid A with latamoxef completely protects mice against lethal pneumonia caused by methicillin-resistant Staphylococcus aureus.
Target and Pathway
Target(s) CDK5 activator 1 (CDK5R1)  Molecule Info  [3]
DNA-binding factor KBF1 (p105)  Molecule Info  [4]
Forkhead box protein O3 (FOXO3)  Molecule Info  [5]
Glycogen synthase kinase-3 beta (GSK-3B)  Molecule Info  [3]
Heme oxygenase 1 (HMOX1)  Molecule Info  [6]
Nuclear factor erythroid 2-related factor 2 (Nrf2)  Molecule Info  [6]
BioCyc Heme degradation Click to Show/Hide
KEGG Pathway ErbB signaling pathway Click to Show/Hide
2 Chemokine signaling pathway
3 Cell cycle
4 PI3K-Akt signaling pathway
5 Wnt signaling pathway
6 Hedgehog signaling pathway
7 Axon guidance
8 Hippo signaling pathway
9 Focal adhesion
10 Signaling pathways regulating pluripotency of stem cells
11 T cell receptor signaling pathway
12 B cell receptor signaling pathway
13 Neurotrophin signaling pathway
14 Dopaminergic synapse
15 Insulin signaling pathway
16 Melanogenesis
17 Prolactin signaling pathway
18 Thyroid hormone signaling pathway
19 Non-alcoholic fatty liver disease (NAFLD)
20 Alzheimer's disease
21 Hepatitis C
22 Measles
23 Influenza A
24 HTLV-I infection
25 Epstein-Barr virus infection
26 Pathways in cancer
27 Colorectal cancer
28 Endometrial cancer
29 Prostate cancer
30 Basal cell carcinoma
31 Protein processing in endoplasmic reticulum
32 Porphyrin and chlorophyll metabolism
33 HIF-1 signaling pathway
34 Mineral absorption
35 MicroRNAs in cancer
36 MAPK signaling pathway
37 Ras signaling pathway
38 cAMP signaling pathway
39 NF-kappa B signaling pathway
40 Sphingolipid signaling pathway
41 Apoptosis
42 Osteoclast differentiation
43 Toll-like receptor signaling pathway
44 NOD-like receptor signaling pathway
45 RIG-I-like receptor signaling pathway
46 Cytosolic DNA-sensing pathway
47 TNF signaling pathway
48 Adipocytokine signaling pathway
49 Cocaine addiction
50 Epithelial cell signaling in Helicobacter pylori infection
51 Shigellosis
52 Salmonella infection
53 Pertussis
54 Legionellosis
55 Leishmaniasis
56 Chagas disease (American trypanosomiasis)
57 Toxoplasmosis
58 Amoebiasis
59 Tuberculosis
60 Hepatitis B
61 Herpes simplex infection
62 Transcriptional misregulation in cancer
63 Viral carcinogenesis
64 Pancreatic cancer
65 Chronic myeloid leukemia
66 Acute myeloid leukemia
67 Small cell lung cancer
68 Inflammatory bowel disease (IBD)
NetPath Pathway IL5 Signaling Pathway Click to Show/Hide
2 IL1 Signaling Pathway
3 TCR Signaling Pathway
4 IL2 Signaling Pathway
5 TNFalpha Signaling Pathway
6 Leptin Signaling Pathway
Panther Pathway Alzheimer disease-presenilin pathway Click to Show/Hide
2 Angiogenesis
3 Cadherin signaling pathway
4 Hedgehog signaling pathway
5 Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway
6 Insulin/IGF pathway-protein kinase B signaling cascade
7 Interleukin signaling pathway
8 PDGF signaling pathway
9 PI3 kinase pathway
10 Wnt signaling pathway
11 Ras Pathway
12 CCKR signaling map ST
13 Apoptosis signaling pathway
14 T cell activation
Pathwhiz Pathway Porphyrin Metabolism Click to Show/Hide
2 Intracellular Signalling Through Adenosine Receptor A2a and Adenosine
3 Intracellular Signalling Through Adenosine Receptor A2b and Adenosine
Pathway Interaction Database LPA receptor mediated events Click to Show/Hide
2 Degradation of beta catenin
3 Reelin signaling pathway
4 Presenilin action in Notch and Wnt signaling
5 Integrin-linked kinase signaling
6 CDC42 signaling events
7 LKB1 signaling events
8 Canonical Wnt signaling pathway
9 Role of Calcineurin-dependent NFAT signaling in lymphocytes
10 Glucocorticoid receptor regulatory network
11 C-MYC pathway
12 Regulation of Androgen receptor activity
13 BMP receptor signaling
14 Hedgehog signaling events mediated by Gli proteins
15 Signaling events mediated by Stem cell factor receptor (c-Kit)
16 Validated transcriptional targets of deltaNp63 isoforms
17 Aurora A signaling
18 Insulin-mediated glucose transport
19 Class I PI3K signaling events mediated by Akt
20 p53 pathway
21 Trk receptor signaling mediated by PI3K and PLC-gamma
22 Validated transcriptional targets of AP1 family members Fra1 and Fra2
23 HIF-1-alpha transcription factor network
24 Fc-epsilon receptor I signaling in mast cells
25 BCR signaling pathway
26 Atypical NF-kappaB pathway
27 Canonical NF-kappaB pathway
28 CD40/CD40L signaling
29 IL12-mediated signaling events
30 Alternative NF-kappaB pathway
31 Osteopontin-mediated events
32 Angiopoietin receptor Tie2-mediated signaling
33 Signaling events mediated by HDAC Class I
34 Regulation of Telomerase
35 IL1-mediated signaling events
36 TNF receptor signaling pathway
37 IL2 signaling events mediated by PI3K
38 Ceramide signaling pathway
39 amb2 Integrin signaling
40 IL23-mediated signaling events
41 HIV-1 Nef: Negative effector of Fas and TNF-alpha
42 EPO signaling pathway
Reactome Degradation of beta-catenin by the destruction complex Click to Show/Hide
2 AKT phosphorylates targets in the cytosol
3 Regulation of HSF1-mediated heat shock response
4 CRMPs in Sema3A signaling
5 Disassembly of the destruction complex and recruitment of AXIN to the membrane
6 S33 mutants of beta-catenin aren't phosphorylated
7 S37 mutants of beta-catenin aren't phosphorylated
8 S45 mutants of beta-catenin aren't phosphorylated
9 T41 mutants of beta-catenin aren't phosphorylated
10 Degradation of GLI2 by the proteasome
11 Constitutive Signaling by AKT1 E17K in Cancer
12 Iron uptake and transport
13 Activation of NF-kappaB in B cells
14 RIP-mediated NFkB activation via ZBP1
15 Regulated proteolysis of p75NTR
16 NF-kB is activated and signals survival
17 Senescence-Associated Secretory Phenotype (SASP)
18 FCERI mediated NF-kB activation
19 DEx/H-box helicases activate type I IFN and inflammatory cytokines production
20 Transcriptional regulation of white adipocyte differentiation
21 TAK1 activates NFkB by phosphorylation and activation of IKKs complex
22 Interleukin-1 processing
23 IKBKG deficiency causes anhidrotic ectodermal dysplasia with immunodeficiency (EDA-ID) (via TLR)
24 IkBA variant leads to EDA-ID
25 CLEC7A (Dectin-1) signaling
26 CD209 (DC-SIGN) signaling
27 CLEC7A/inflammasome pathway
28 MAP3K8 (TPL2)-dependent MAPK1/3 activation
29 TRAF6 mediated NF-kB activation
WikiPathways DNA Damage Response (only ATM dependent) Click to Show/Hide
2 Senescence and Autophagy in Cancer
3 Notch Signaling Pathway
4 Glycogen Metabolism
5 Insulin Signaling
6 Wnt Signaling Pathway
7 Wnt Signaling Pathway and Pluripotency
8 IL-6 signaling pathway
9 Wnt Signaling Pathway Netpath
10 Copper homeostasis
11 Focal Adhesion
12 Hair Follicle Development: Induction (Part 1 of 3)
13 Cardiac Hypertrophic Response
14 Degradation of beta-catenin by the destruction complex
15 T-Cell Receptor and Co-stimulatory Signaling
16 Cardiac Progenitor Differentiation
17 BDNF signaling pathway
18 Corticotropin-releasing hormone
19 B Cell Receptor Signaling Pathway
20 IL17 signaling pathway
21 Neural Crest Differentiation
22 Alzheimers Disease
23 IL-7 Signaling Pathway
24 Regulation of Microtubule Cytoskeleton
25 TWEAK Signaling Pathway
26 Leptin signaling pathway
27 Semaphorin interactions
28 Cell Cycle
29 MicroRNAs in cardiomyocyte hypertrophy
30 Androgen receptor signaling pathway
31 IL-5 Signaling Pathway
32 Oxidative Stress
33 Transcriptional activation by NRF2
34 NRF2 pathway
35 Nuclear Receptors Meta-Pathway
36 Aryl Hydrocarbon Receptor Pathway
37 Mesodermal Commitment Pathway
38 Aryl Hydrocarbon Receptor
39 Quercetin and Nf-kB/ AP-1 Induced Cell Apoptosis
40 Arylhydrocarbon receptor (AhR) signaling pathway
41 miR-targeted genes in squamous cell - TarBase
42 miR-targeted genes in muscle cell - TarBase
43 miR-targeted genes in lymphocytes - TarBase
44 miR-targeted genes in leukocytes - TarBase
45 miR-targeted genes in epithelium - TarBase
46 Toll-like receptor signaling pathway
47 SIDS Susceptibility Pathways
48 TCR Signaling Pathway
49 TGF Beta Signaling Pathway
50 IL-4 Signaling Pathway
51 Apoptosis Modulation by HSP70
52 MAPK Signaling Pathway
53 Myometrial Relaxation and Contraction Pathways
54 IL1 and megakaryotyces in obesity
55 Apoptosis-related network due to altered Notch3 in ovarian cancer
56 Hair Follicle Development: Cytodifferentiation (Part 3 of 3)
57 Hair Follicle Development: Organogenesis (Part 2 of 3)
58 Selenium Metabolism and Selenoproteins
59 Cytosolic sensors of pathogen-associated DNA
60 Fc epsilon receptor (FCERI) signaling
61 Transcriptional Regulation of White Adipocyte Differentiation
62 Signaling by the B Cell Receptor (BCR)
63 TAK1 activates NFkB by phosphorylation and activation of IKKs complex
64 Structural Pathway of Interleukin 1 (IL-1)
65 EBV LMP1 signaling
66 Apoptosis
67 Integrated Pancreatic Cancer Pathway
68 Oncostatin M Signaling Pathway
69 AGE/RAGE pathway
70 TNF alpha Signaling Pathway
71 TSLP Signaling Pathway
72 RANKL/RANK Signaling Pathway
73 Integrated Breast Cancer Pathway
74 Signalling by NGF
75 IL-1 signaling pathway
76 TCR signaling
77 RIG-I/MDA5 mediated induction of IFN-alpha/beta pathways
78 Interleukin-1 signaling
79 Interleukin-1 processing
80 Apoptosis Modulation and Signaling
81 Folate Metabolism
82 TFs Regulate miRNAs related to cardiac hypertrophy
83 Vitamin B12 Metabolism
84 Selenium Micronutrient Network
85 Regulation of toll-like receptor signaling pathway
86 Osteopontin Signaling
References
Reference 1 Salvianolic acid a inhibits platelet activation and aggregation in patients with type 2 diabetes mellitus. BMC Cardiovasc Disord. 2020 Jan 13;20(1):15.
Reference 2 The combination of salvianolic acid A with latamoxef completely protects mice against lethal pneumonia caused by methicillin-resistant Staphylococcus aureus. Emerg Microbes Infect. 2020 Jan 23;9(1):169-179.
Reference 3 Salvianolic acid A alleviates ischemic brain injury through the inhibition of inflammation and apoptosis and the promotion of neurogenesis in mice. Free Radic Biol Med. 2016 Oct;99:508-519.
Reference 4 In silico analysis and experimental validation of molecular mechanisms of salvianolic acid A-inhibited LPS-stimulated inflammation, in RAW264.7 macrophages. Cell Prolif. 2013 Oct;46(5):595-605.
Reference 5 Inhibition of FOXO3a/BIM signaling pathway contributes to the protective effect of salvianolic acid A against cerebral ischemia/reperfusion injury. Acta Pharm Sin B. 2019 May;9(3):505-515.
Reference 6 Salvianolic acid A protects RPE cells against oxidative stress through activation of Nrf2/HO-1 signaling. Free Radic Biol Med. 2014 Apr;69:219-28.
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