Drug Information

Drug General Information
Drug ID
D0RZ1H
Former ID
DNC009181
Drug Name
4,5,6-trihydroxy-3-methylphthalide
Drug Type
Small molecular drug
Indication Discovery agent Investigative [527356]
Structure
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2D MOL

3D MOL
Formula
C9H8O5
Canonical SMILES
CC1C2=C(C(=C(C=C2C(=O)O1)O)O)O
InChI
1S/C9H8O5/c1-3-6-4(9(13)14-3)2-5(10)7(11)8(6)12/h2-3,10-12H,1H3
InChIKey
AGUVVAYMPQDJDX-UHFFFAOYSA-N
PubChem Compound ID
11424128
Target and Pathway
Target(s) RAC serine/threonine-protein kinase Target Info Inhibitor [527356]
KEGG Pathway MAPK signaling pathway
ErbB signaling pathway
Ras signaling pathway
Rap1 signaling pathway
cGMP-PKG signaling pathway
cAMP signaling pathway
Chemokine signaling pathway
HIF-1 signaling pathway
FoxO signaling pathway
Sphingolipid signaling pathway
mTOR signaling pathway
PI3K-Akt signaling pathway
AMPK signaling pathway
Apoptosis
Adrenergic signaling in cardiomyocytes
VEGF signaling pathway
Osteoclast differentiation
Focal adhesion
Tight junction
Signaling pathways regulating pluripotency of stem cells
Platelet activation
Toll-like receptor signaling pathway
Jak-STAT signaling pathway
T cell receptor signaling pathway
B cell receptor signaling pathway
Fc epsilon RI signaling pathway
Fc gamma R-mediated phagocytosis
TNF signaling pathway
Neurotrophin signaling pathway
Cholinergic synapse
Dopaminergic synapse
Insulin signaling pathway
Progesterone-mediated oocyte maturation
Estrogen signaling pathway
Prolactin signaling pathway
Thyroid hormone signaling pathway
Adipocytokine signaling pathway
Glucagon signaling pathway
Regulation of lipolysis in adipocytes
Non-alcoholic fatty liver disease (NAFLD)
Carbohydrate digestion and absorption
Chagas disease (American trypanosomiasis)
Toxoplasmosis
Tuberculosis
Hepatitis C
Hepatitis B
Measles
Influenza A
HTLV-I infection
Epstein-Barr virus infection
Pathways in cancer
Proteoglycans in cancer
Colorectal cancer
Renal cell carcinoma
Pancreatic cancer
Endometrial cancer
Glioma
Prostate cancer
Melanoma
Chronic myeloid leukemia
Acute myeloid leukemia
Small cell lung cancer
Non-small cell lung cancer
Central carbon metabolism in cancer
Choline metabolism in cancer
NetPath Pathway TSH Signaling Pathway
PANTHER Pathway Angiogenesis
Apoptosis signaling pathway
EGF receptor signaling pathway
Endothelin signaling pathway
FGF signaling pathway
Huntington disease
Hypoxia response via HIF activation
Inflammation mediated by chemokine and cytokine signaling pathway
Insulin/IGF pathway-protein kinase B signaling cascade
Interleukin signaling pathway
PI3 kinase pathway
T cell activation
VEGF signaling pathway
p53 pathway
Ras Pathway
p53 pathway by glucose deprivation
p53 pathway feedback loops 2
CCKR signaling map ST
Pathway Interaction Database Regulation of nuclear SMAD2/3 signaling
Fc-epsilon receptor I signaling in mast cells
Endothelins
BCR signaling pathway
LPA receptor mediated events
Insulin Pathway
IL4-mediated signaling events
TCR signaling in na&#xef
Plasma membrane estrogen receptor signaling
CD40/CD40L signaling
Signaling events mediated by Hepatocyte Growth Factor Receptor (c-Met)
Signaling events mediated by PTP1B
S1P3 pathway
Coregulation of Androgen receptor activity
Reelin signaling pathway
Integrin-linked kinase signaling
TCR signaling in na&#xef
Angiopoietin receptor Tie2-mediated signaling
FAS (CD95) signaling pathway
Thromboxane A2 receptor signaling
Regulation of Telomerase
FOXA2 and FOXA3 transcription factor networks
Glucocorticoid receptor regulatory network
mTOR signaling pathway
CXCR4-mediated signaling events
IGF1 pathway
FoxO family signaling
IL2 signaling events mediated by PI3K
Ceramide signaling pathway
p75(NTR)-mediated signaling
E-cadherin signaling in the nascent adherens junction
amb2 Integrin signaling
Integrins in angiogenesis
IFN-gamma pathway
ErbB1 downstream signaling
ErbB2/ErbB3 signaling events
IL6-mediated signaling events
E-cadherin signaling in keratinocytes
Nephrin/Neph1 signaling in the kidney podocyte
Retinoic acid receptors-mediated signaling
IL8- and CXCR2-mediated signaling events
Signaling events mediated by the Hedgehog family
Nongenotropic Androgen signaling
Hedgehog signaling events mediated by Gli proteins
Caspase Cascade in Apoptosis
CXCR3-mediated signaling events
VEGFR1 specific signals
Signaling events mediated by Stem cell factor receptor (c-Kit)
Signaling events mediated by VEGFR1 and VEGFR2
a6b1 and a6b4 Integrin signaling
Aurora A signaling
Insulin-mediated glucose transport
Class I PI3K signaling events mediated by Akt
IL8- and CXCR1-mediated signaling events
HIF-1-alpha transcription factor network
p53 pathway
Trk receptor signaling mediated by PI3K and PLC-gamma
VEGFR3 signaling in lymphatic endothelium
FGF signaling pathway
PathWhiz Pathway Intracellular Signalling Through Adenosine Receptor A2a and Adenosine
Intracellular Signalling Through Adenosine Receptor A2b and Adenosine
Fc Epsilon Receptor I Signaling in Mast Cells
Insulin Signalling
Leucine Stimulation on Insulin Signaling
Reactome Activation of BAD and translocation to mitochondria
GPVI-mediated activation cascade
PIP3 activates AKT signaling
Translocation of GLUT4 to the plasma membrane
Tetrahydrobiopterin (BH4) synthesis, recycling, salvage and regulation
AKT phosphorylates targets in the cytosol
AKT phosphorylates targets in the nucleus
Negative regulation of the PI3K/AKT network
eNOS activation
AKT-mediated inactivation of FOXO1A
Integrin alphaIIb beta3 signaling
Deactivation of the beta-catenin transactivating complex
CD28 dependent PI3K/Akt signaling
CTLA4 inhibitory signaling
G beta:gamma signalling through PI3Kgamma
KSRP (KHSRP) binds and destabilizes mRNA
VEGFR2 mediated vascular permeability
TP53 Regulates Metabolic Genes
Constitutive Signaling by AKT1 E17K in Cancer
WikiPathways Toll-like receptor signaling pathway
DNA Damage Response (only ATM dependent)
TCR Signaling Pathway
Notch Signaling Pathway
EPO Receptor Signaling
IL-2 Signaling Pathway
Insulin Signaling
Endochondral Ossification
EGF/EGFR Signaling Pathway
IL-4 Signaling Pathway
TGF beta Signaling Pathway
IL-6 signaling pathway
Wnt Signaling Pathway Netpath
Copper homeostasis
Extracellular vesicle-mediated signaling in recipient cells
Apoptosis-related network due to altered Notch3 in ovarian cancer
IL-3 Signaling Pathway
Cardiac Hypertrophic Response
Translocation of GLUT4 to the Plasma Membrane
Regulation of mRNA Stability by Proteins that Bind AU-rich Elements
PIP3 activates AKT signaling
Signal Transduction of S1P Receptor
T-Cell Receptor and Co-stimulatory Signaling
Primary Focal Segmental Glomerulosclerosis FSGS
Apoptosis
Alpha 6 Beta 4 signaling pathway
BDNF signaling pathway
Integrated Pancreatic Cancer Pathway
Oncostatin M Signaling Pathway
Corticotropin-releasing hormone
Interleukin-11 Signaling Pathway
AGE/RAGE pathway
TNF alpha Signaling Pathway
B Cell Receptor Signaling Pathway
Prostate Cancer
Signaling Pathways in Glioblastoma
TSLP Signaling Pathway
IL17 signaling pathway
IL-7 Signaling Pathway
Regulation of Microtubule Cytoskeleton
TWEAK Signaling Pathway
FSH signaling pathway
Leptin signaling pathway
TSH signaling pathway
RANKL/RANK Signaling Pathway
Integrated Breast Cancer Pathway
SREBP signalling
Integrated Cancer pathway
IL-1 signaling pathway
Metabolism of nitric oxide
Integrin-mediated Cell Adhesion
TFs Regulate miRNAs related to cardiac hypertrophy
MicroRNAs in cardiomyocyte hypertrophy
Angiogenesis
TOR Signaling
Regulation of toll-like receptor signaling pathway
AMPK Signaling
Androgen receptor signaling pathway
IL-5 Signaling Pathway
References
Ref 527356J Nat Prod. 2004 Dec;67(12):2086-9.A phthalide with in vitro growth inhibitory activity from an oidiodendron strain.
Ref 527356J Nat Prod. 2004 Dec;67(12):2086-9.A phthalide with in vitro growth inhibitory activity from an oidiodendron strain.

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