Natural Product (NP) Details

General Information of the NP (ID: NP5732)
Name
Osthole
Synonyms
Osthol; 484-12-8; Ostol; Ostole; 7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one; 7-Methoxy-8-isopentenylcoumarin; 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-; 7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one; NSC 31868; 8-(3-Methyl-2-butenyl)herniarin; 7-methoxy-8-(3-methyl-2-buten-1-yl)-2H-chromen-2-one; 7-METHOXY-8-(3-METHYL-2-BUTENYL)-COUMARIN; 7-methoxy-8-(3-methyl-2-butenyl)coumarin; UNII-XH1TI1759C; Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-; CHEMBL52229; XH1TI1759C; CHEBI:69832; NSC31868; 7-Methoxy-8-(3-methyl-but-2-enyl)-chromen-2-one; MFCD00076049; 7-methoxy-8-(3-methylbut-2-enyl)-2H-chromen-2-one; SMR000156202; Osthole (Osthol); A0O; Osthole,(S); Cnidium Fruit Extract; Spectrum_001542; SpecPlus_000946; Spectrum2_000723; Spectrum3_001645; Spectrum4_001687; Spectrum5_000334; Osthole, analytical standard; Oprea1_642606; Oprea1_873803; SCHEMBL50436; BSPBio_003369; KBioGR_001954; KBioSS_002022; ZINC566; MLS000574904; MLS001048988; MLS006011425; DivK1c_007042; SPECTRUM1504165; SPBio_000646; MEGxp0_000155; ACon1_002155; GTPL10302; HSDB 8479; KBio1_001986; KBio2_002022; KBio2_004590; KBio2_007158; KBio3_002589; DTXSID20197507; HMS2267O21; HMS3656A07; AMY40671; BCP10832; EBD33224; HY-N0054; ANW-50075; BBL013019; BDBM50240512; CCG-40172; CO0040; NSC-31868; s2337; STK396321; AKOS000277663; AC-8041; DS-0881; MCULE-5691054147; SDCCGMLS-0066780.P001; NCGC00095694-01; NCGC00095694-02; NCGC00095694-03; NCGC00095694-05; WLN: T66 BOVJ IO1 J2UY1&1; AK-35300; AB0021820; FT-0601535; N1825; O0426; ST50909221; SW219438-1; W1256; C09280; J10077; S-3211; 484O128; A827530; Osthole, primary pharmaceutical reference standard; SR-01000721624; Q-100535; Q4338679; SR-01000721624-4; BRD-K78294846-001-03-3; 7-Methoxy-8-(3-methyl-2-butenyl)-2H-chromen-2-one #; 7-methoxy-8-(3-methylbut-2-enyl)-1-benzopyran-2-one; Osthole, European Pharmacopoeia (EP) Reference Standard; 2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)- (9CI); 1440642-68-1
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Species Origin Angelica pubescens ...     Click to Show/Hide
Angelica pubescens
Kingdom: Viridiplantae
Phylum: Streptophyta
Class: Magnoliopsida
Order: Apiales
Family: Apiaceae
Genus: Angelica
Species: Angelica pubescens
Disease Breast cancer [ICD-11: 2C60] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C15H16O3
PubChem CID
10228
Canonical SMILES
CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C
InChI
1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3
InChIKey
MBRLOUHOWLUMFF-UHFFFAOYSA-N
CAS Number
CAS 484-12-8
Herb ID
HBIN038388
SymMap ID
SMIT01674
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Cisplatin      Bladder cancer     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
                    Molecule(s)
                    Regulation		 Down-regulation Phosphorylation AKT1  Molecule Info 
Pathway MAP
Down-regulation Expression GABPA  Molecule Info 
Pathway MAP
Down-regulation Expression MKI67  Molecule Info 
Pathway MAP
Down-regulation Expression PIK3CB  Molecule Info 
Pathway MAP
                    In-vitro Model SiHa CVCL_0032 Cervical squamous cell carcinoma Homo sapiens
Ca Ski CVCL_1100 Cervical squamous cell carcinoma Homo sapiens
                    In-vivo Model SiHa/CDDP cells (1*106) suspended in cold PBS were subcutaneously injected to the right armpit of mice (female BALB/c nude mice).
                    Experimental
                    Result(s)		 Osthole promotes the suppressive effects of cisplatin on NRF2 expression to prevent drug-resistant cervical cancer progression.
          Trastuzumab      Breast cancer     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 [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Down-regulation Phosphorylation AKT1  Molecule Info 
Pathway MAP
Up-regulation Expression BAX  Molecule Info 
Pathway MAP
Down-regulation Expression BCL-2  Molecule Info 
Pathway MAP
Up-regulation Cleavage CASP3  Molecule Info 
Pathway MAP
                    In-vitro Model NCI-N87 CVCL_1603 Gastric tubular adenocarcinoma Homo sapiens
                    In-vivo Model N87 cells (1*107/per mouse) were inoculated subcutaneously into the right flank of female BALB/c nude mice.
                    Experimental
                    Result(s)		 Osthole synergizes with trastuzumab in HER2-overexpressed N87 gastric cancer by inducing apoptosis and inhibition of AKT-MAPK pathway.
          TNF-related apoptosis inducing ligand      Lung cancer     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 [4]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression CASP3  Molecule Info 
Pathway MAP
Down-regulation Expression CFLAR  Molecule Info 
Pathway MAP
Up-regulation Expression PARP1  Molecule Info 
Pathway MAP
                    In-vitro Model Caki Clear cell renal cell carcinoma Homo sapiens
                    Experimental
                    Result(s)		 Osthole enhances TRAIL-mediated apoptosis through downregulation of c-FLIP expression in renal carcinoma Caki cells.
Target and Pathway
Target(s) Interleukin-13 (IL13)  Molecule Info  [5]
Interleukin-5 (IL5)  Molecule Info  [5]
Notch-1 receptor (NOTCH1)  Molecule Info  [6]
STAT factor 3 (STAT3)  Molecule Info  [1]
Tumor necrosis factor (TNF)  Molecule Info  [7]
KEGG Pathway Chemokine signaling pathway Click to Show/Hide
2 HIF-1 signaling pathway
3 FoxO signaling pathway
4 Signaling pathways regulating pluripotency of stem cells
5 Jak-STAT signaling pathway
6 Prolactin signaling pathway
7 Adipocytokine signaling pathway
8 Toxoplasmosis
9 Hepatitis C
10 Hepatitis B
11 Measles
12 Epstein-Barr virus infection
13 Pathways in cancer
14 Viral carcinogenesis
15 Proteoglycans in cancer
16 MicroRNAs in cancer
17 Pancreatic cancer
18 Acute myeloid leukemia
19 Inflammatory bowel disease (IBD)
20 MAPK signaling pathway
21 Cytokine-cytokine receptor interaction
22 NF-kappa B signaling pathway
23 Sphingolipid signaling pathway
24 mTOR signaling pathway
25 Apoptosis
26 TGF-beta signaling pathway
27 Osteoclast differentiation
28 Antigen processing and presentation
29 Toll-like receptor signaling pathway
30 NOD-like receptor signaling pathway
31 RIG-I-like receptor signaling pathway
32 Hematopoietic cell lineage
33 Natural killer cell mediated cytotoxicity
34 T cell receptor signaling pathway
35 Fc epsilon RI signaling pathway
36 TNF signaling pathway
37 Type II diabetes mellitus
38 Non-alcoholic fatty liver disease (NAFLD)
39 Type I diabetes mellitus
40 Alzheimer's disease
41 Amyotrophic lateral sclerosis (ALS)
42 Pertussis
43 Legionellosis
44 Leishmaniasis
45 Chagas disease (American trypanosomiasis)
46 African trypanosomiasis
47 Malaria
48 Amoebiasis
49 Tuberculosis
50 Influenza A
51 HTLV-I infection
52 Herpes simplex infection
53 Asthma
54 Systemic lupus erythematosus
55 Rheumatoid arthritis
56 Allograft rejection
57 Graft-versus-host disease
58 Hypertrophic cardiomyopathy (HCM)
59 Dilated cardiomyopathy
60 Dorso-ventral axis formation
61 Notch signaling pathway
62 Thyroid hormone signaling pathway
63 Prion diseases
64 Intestinal immune network for IgA production
65 Autoimmune thyroid disease
NetPath Pathway TCR Signaling Pathway Click to Show/Hide
2 IL2 Signaling Pathway
3 IL3 Signaling Pathway
4 IL4 Signaling Pathway
5 Leptin Signaling Pathway
6 RANKL Signaling Pathway
7 IL1 Signaling Pathway
8 TSH Signaling Pathway
9 TNFalpha Signaling Pathway
10 IL9 Signaling Pathway
11 TSLP Signaling Pathway
Panther Pathway Angiogenesis Click to Show/Hide
2 EGF receptor signaling pathway
3 Inflammation mediated by chemokine and cytokine signaling pathway
4 Interleukin signaling pathway
5 JAK/STAT signaling pathway
6 PDGF signaling pathway
7 Ras Pathway
8 CCKR signaling map ST
9 Apoptosis signaling pathway
10 Wnt signaling pathway
11 Alzheimer disease-presenilin pathway
12 Notch signaling pathway
Pathwhiz Pathway Fc Epsilon Receptor I Signaling in Mast Cells Click to Show/Hide
Pathway Interaction Database GMCSF-mediated signaling events Click to Show/Hide
2 IL27-mediated signaling events
3 Signaling events mediated by PTP1B
4 IL12-mediated signaling events
5 Signaling events mediated by TCPTP
6 Signaling events mediated by HDAC Class I
7 IL2-mediated signaling events
8 CXCR4-mediated signaling events
9 EGF receptor (ErbB1) signaling pathway
10 IFN-gamma pathway
11 ErbB1 downstream signaling
12 ErbB2/ErbB3 signaling events
13 IL6-mediated signaling events
14 PDGFR-beta signaling pathway
15 Neurotrophic factor-mediated Trk receptor signaling
16 IL23-mediated signaling events
17 Signaling events mediated by Stem cell factor receptor (c-Kit)
18 FGF signaling pathway
19 RAC1 signaling pathway
20 Notch-mediated HES/HEY network
21 IL12 signaling mediated by STAT4
22 Canonical NF-kappaB pathway
23 Calcineurin-regulated NFAT-dependent transcription in lymphocytes
24 Angiopoietin receptor Tie2-mediated signaling
25 TNF receptor signaling pathway
26 Ceramide signaling pathway
27 amb2 Integrin signaling
28 RXR and RAR heterodimerization with other nuclear receptor
29 HIV-1 Nef: Negative effector of Fas and TNF-alpha
30 Caspase Cascade in Apoptosis
31 Cellular roles of Anthrax toxin
32 Downstream signaling in na&#xef
33
34 Notch signaling pathway
35 Presenilin action in Notch and Wnt signaling
36 Validated transcriptional targets of deltaNp63 isoforms
37 Regulation of nuclear SMAD2/3 signaling
38 IL4-mediated signaling events
39 Glucocorticoid receptor regulatory network
40 IL5-mediated signaling events
41 AP-1 transcription factor network
Reactome Interleukin-6 signaling Click to Show/Hide
2 Senescence-Associated Secretory Phenotype (SASP)
3 POU5F1 (OCT4), SOX2, NANOG activate genes related to proliferation
4 Transcriptional regulation of pluripotent stem cells
5 Growth hormone receptor signaling
6 Transcriptional regulation of white adipocyte differentiation
7 TNFR1-induced proapoptotic signaling
8 Regulation of TNFR1 signaling
9 TNFR1-induced NFkappaB signaling pathway
10 TNFR1-mediated ceramide production
11 TNFR2 non-canonical NF-kB pathway
12 TNF signaling
13 Pre-NOTCH Processing in the Endoplasmic Reticulum
14 Pre-NOTCH Transcription and Translation
15 Pre-NOTCH Processing in Golgi
16 NOTCH1 Intracellular Domain Regulates Transcription
17 Activated NOTCH1 Transmits Signal to the Nucleus
18 Constitutive Signaling by NOTCH1 PEST Domain Mutants
19 Constitutive Signaling by NOTCH1 t(7
20 M1580_K2555) Translocation Mutant
21 Constitutive Signaling by NOTCH1 HD Domain Mutants
22 Constitutive Signaling by NOTCH1 HD+PEST Domain Mutants
23 Notch-HLH transcription pathway
24 GPVI-mediated activation cascade
25 G beta:gamma signalling through PI3Kgamma
26 Interleukin-3, 5 and GM-CSF signaling
27 RAF/MAP kinase cascade
28 Interleukin receptor SHC signaling
WikiPathways Serotonin Receptor 2 and STAT3 Signaling Click to Show/Hide
2 Notch Signaling Pathway
3 Interferon type I signaling pathways
4 EPO Receptor Signaling
5 TGF Beta Signaling Pathway
6 IL-2 Signaling Pathway
7 EGF/EGFR Signaling Pathway
8 IL-4 Signaling Pathway
9 IL-6 signaling pathway
10 Signaling of Hepatocyte Growth Factor Receptor
11 Kit receptor signaling pathway
12 Nuclear Receptors Meta-Pathway
13 Estrogen Receptor Pathway
14 TCA Cycle Nutrient Utilization and Invasiveness of Ovarian Cancer
15 IL-3 Signaling Pathway
16 Dopaminergic Neurogenesis
17 Transcriptional regulation of pluripotent stem cells
18 Mammary gland development pathway - Involution (Stage 4 of 4)
19 Signaling by SCF-KIT
20 Interleukin-6 signaling
21 Growth hormone receptor signaling
22 JAK/STAT
23 PDGF Pathway
24 BDNF signaling pathway
25 Oncostatin M Signaling Pathway
26 Adipogenesis
27 Interleukin-11 Signaling Pathway
28 AGE/RAGE pathway
29 Prostate Cancer
30 TSLP Signaling Pathway
31 IL-9 Signaling Pathway
32 IL17 signaling pathway
33 IL-7 Signaling Pathway
34 Regulation of Microtubule Cytoskeleton
35 Leptin signaling pathway
36 TSH signaling pathway
37 Cell Differentiation - Index
38 Cell Differentiation - meta
39 Signaling by PDGF
40 NGF signalling via TRKA from the plasma membrane
41 TFs Regulate miRNAs related to cardiac hypertrophy
42 MicroRNAs in cardiomyocyte hypertrophy
43 Physiological and Pathological Hypertrophy of the Heart
44 Androgen receptor signaling pathway
45 IL-5 Signaling Pathway
46 Toll-like receptor signaling pathway
47 Monoamine Transport
48 SIDS Susceptibility Pathways
49 Cytokines and Inflammatory Response
50 MAPK Signaling Pathway
51 EV release from cardiac cells and their functional effects
52 FAS pathway and Stress induction of HSP regulation
53 Apoptosis-related network due to altered Notch3 in ovarian cancer
54 Cardiac Hypertrophic Response
55 Transcriptional Regulation of White Adipocyte Differentiation
56 Aryl Hydrocarbon Receptor
57 Apoptosis
58 Nanoparticle triggered regulated necrosis
59 Amyotrophic lateral sclerosis (ALS)
60 Allograft Rejection
61 TNF alpha Signaling Pathway
62 TWEAK Signaling Pathway
63 Extrinsic Pathway for Apoptosis
64 Folate Metabolism
65 Vitamin B12 Metabolism
66 Selenium Micronutrient Network
67 Regulation of toll-like receptor signaling pathway
68 Matrix Metalloproteinases
69 Gene regulatory network modelling somitogenesis
70 Endoderm Differentiation
71 Hematopoietic Stem Cell Differentiation
72 Differentiation Pathway
73 Hair Follicle Development: Cytodifferentiation (Part 3 of 3)
74 Pre-NOTCH Expression and Processing
75 Signaling by NOTCH1
76 Notch Signaling Pathway
77 Primary Focal Segmental Glomerulosclerosis FSGS
78 Cardiac Progenitor Differentiation
79 Gastric Cancer Network 1
80 Neural Crest Differentiation
81 miR-targeted genes in muscle cell - TarBase
82 miR-targeted genes in lymphocytes - TarBase
83 miR-targeted genes in epithelium - TarBase
84 Regulation of beta-cell development
85 Generic Transcription Pathway
86 Heart Development
87 Inflammatory Response Pathway
88 Interleukin-2 signaling
89 Interleukin-3, 5 and GM-CSF signaling
References
Reference 1 Osthole inhibits triple negative breast cancer cells by suppressing STAT3. J Exp Clin Cancer Res. 2018 Dec 22;37(1):322.
Reference 2 Osthole promotes the suppressive effects of cisplatin on NRF2 expression to prevent drug-resistant cervical cancer progression. Biochem Biophys Res Commun. 2019 Jun 25;514(2):510-517.
Reference 3 Osthole Synergizes With HER2 Inhibitor, Trastuzumab in HER2-Overexpressed N87 Gastric Cancer by Inducing Apoptosis and Inhibition of AKT-MAPK Pathway. Front Pharmacol. 2018 Nov 27;9:1392.
Reference 4 Osthole enhances TRAIL-mediated apoptosis through downregulation of c-FLIP expression in renal carcinoma Caki cells. Oncol Rep. 2017 Apr;37(4):2348-2354.
Reference 5 Osthole treatment ameliorates Th2-mediated allergic asthma and exerts immunomodulatory effects on dendritic cell maturation and function. Cell Mol Immunol. 2017 Aug 7;14(11):935-47.
Reference 6 Osthole promotes endogenous neural stem cell proliferation and improved neurological function through Notch signaling pathway in mice acute mechanical brain injury. Brain Behav Immun. 2018 Jan;67:118-129.
Reference 7 Osthole confers neuroprotection against cortical stab wound injury and attenuates secondary brain injury. J Neuroinflammation. 2015 Sep 4;12:155.
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