SMTP-44D
General
Type : Natural, Indole, Stachybotrys microspora triprenyl phenol
Chemical_Nomenclature : (2R)-2-[(2S,3S)-2-[(3E)-4,8-dimethylnona-3,7-dienyl]-3,5-dihydroxy-2-methyl-7-oxo-4,9-dihydro-3H-pyrano[2,3-e]isoindol-8-yl]-2-(4-hydroxyphenyl)acetic acid
Canonical SMILES : CC(=CCC\/C(=C\/CC[C@]1([C@H](CC2=C(C=C3C(=C2O1)CN(C3=O)[C@H](C4=CC=C(C=C4)O)C(=O)O)O)O)C)\/C)C
InChI : InChI=1S\/C31H37NO7\/c1-18(2)7-5-8-19(3)9-6-14-31(4)26(35)16-23-25(34)15-22-24(28(23)39-31)17-32(29(22)36)27(30(37)38)20-10-12-21(33)13-11-20\/h7,9-13,15,26-27,33-35H,5-6,8,14,16-17H2,1-4H3,(H,37,38)\/b19-9+\/t26-,27+,31-\/m0\/s1
InChIKey : VXBACGOTEDOFMV-WCNSUVJQSA-N
Other name(s) : SCHEMBL2624845 || Stachybotrys microspora triprenyl phenol-44D
MW : 535.6
Formula : C31H37NO7
CAS_number :
PubChem : 53477299
UniChem : VXBACGOTEDOFMV-WCNSUVJQSA-N
Target
Families : SMTP-44D ligand of proteins in family
Epoxide_hydrolase
Protein :
human-EPHX2
References (24)
| Title : SMTP-44D Improves High Glucose-Induced Vascular Endothelial Dysfunction - Jono_2026_Biol.Pharm.Bull_49_74 |
| Author(s) : Jono S , Shinouchi R , Obama T , Itabe H , Hasumi K , Nobe K |
| Ref : Biol Pharm Bull , 49 :74 , 2026 |
| Abstract : |
| PubMedSearch : Jono_2026_Biol.Pharm.Bull_49_74 |
| PubMedID: 41526227 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : SMTP-44D Improves High Glucose-Induced Vascular Endothelial Dysfunction - Jono_2026_Biol.Pharm.Bull_49_74 |
| Author(s) : Jono S , Shinouchi R , Obama T , Itabe H , Hasumi K , Nobe K |
| Ref : Biol Pharm Bull , 49 :74 , 2026 |
| Abstract : |
| PubMedSearch : Jono_2026_Biol.Pharm.Bull_49_74 |
| PubMedID: 41526227 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : SMTP-44D Improves High Glucose-Induced Vascular Endothelial Dysfunction - Jono_2026_Biol.Pharm.Bull_49_74 |
| Author(s) : Jono S , Shinouchi R , Obama T , Itabe H , Hasumi K , Nobe K |
| Ref : Biol Pharm Bull , 49 :74 , 2026 |
| Abstract : |
| PubMedSearch : Jono_2026_Biol.Pharm.Bull_49_74 |
| PubMedID: 41526227 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Antioxidant and anti-inflammatory effects of SMTP-44D in a streptozotocin-induced diabetic neuropathy mouse model - Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| Author(s) : Shinouchi R , Shibata K , Nagatsuka T , Hasumi K , Nobe K |
| Ref : J Diabetes Complications , 39 :109061 , 2025 |
| Abstract : |
| PubMedSearch : Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| PubMedID: 40318460 |
| Title : SMTP-44D alleviates diabetic retinopathy by suppressing inflammation and oxidative stress in in vivo and in vitro models - Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| Author(s) : Ishibashi M , Shibata K , Terasaki M , Saito Y , Yamagishi SI , Hasumi K , Nobe K |
| Ref : J Pharmacol Sci , 157 :57 , 2025 |
| Abstract : |
| PubMedSearch : Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| PubMedID: 39828394 |
| Title : Antioxidant and anti-inflammatory effects of SMTP-44D in a streptozotocin-induced diabetic neuropathy mouse model - Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| Author(s) : Shinouchi R , Shibata K , Nagatsuka T , Hasumi K , Nobe K |
| Ref : J Diabetes Complications , 39 :109061 , 2025 |
| Abstract : |
| PubMedSearch : Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| PubMedID: 40318460 |
| Title : SMTP-44D alleviates diabetic retinopathy by suppressing inflammation and oxidative stress in in vivo and in vitro models - Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| Author(s) : Ishibashi M , Shibata K , Terasaki M , Saito Y , Yamagishi SI , Hasumi K , Nobe K |
| Ref : J Pharmacol Sci , 157 :57 , 2025 |
| Abstract : |
| PubMedSearch : Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| PubMedID: 39828394 |
| Title : Antioxidant and anti-inflammatory effects of SMTP-44D in a streptozotocin-induced diabetic neuropathy mouse model - Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| Author(s) : Shinouchi R , Shibata K , Nagatsuka T , Hasumi K , Nobe K |
| Ref : J Diabetes Complications , 39 :109061 , 2025 |
| Abstract : |
| PubMedSearch : Shinouchi_2025_J.Diabetes.Complications_39_109061 |
| PubMedID: 40318460 |
| Title : SMTP-44D alleviates diabetic retinopathy by suppressing inflammation and oxidative stress in in vivo and in vitro models - Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| Author(s) : Ishibashi M , Shibata K , Terasaki M , Saito Y , Yamagishi SI , Hasumi K , Nobe K |
| Ref : J Pharmacol Sci , 157 :57 , 2025 |
| Abstract : |
| PubMedSearch : Ishibashi_2025_J.Pharmacol.Sci_157_57 |
| PubMedID: 39828394 |
| Title : SMTP-44D Inhibits Atherosclerotic Plaque Formation in Apolipoprotein-E Null Mice Partly by Suppressing the AGEs-RAGE Axis - Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| Author(s) : Terasaki M , Shibata K , Mori Y , Saito T , Matsui T , Ohara M , Fukui T , Hasumi K , Higashimoto Y , Nobe K , Yamagishi SI |
| Ref : Int J Mol Sci , 24 :6505 , 2023 |
| Abstract : |
| PubMedSearch : Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| PubMedID: 37047475 |
| Title : SMTP-44D Inhibits Atherosclerotic Plaque Formation in Apolipoprotein-E Null Mice Partly by Suppressing the AGEs-RAGE Axis - Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| Author(s) : Terasaki M , Shibata K , Mori Y , Saito T , Matsui T , Ohara M , Fukui T , Hasumi K , Higashimoto Y , Nobe K , Yamagishi SI |
| Ref : Int J Mol Sci , 24 :6505 , 2023 |
| Abstract : |
| PubMedSearch : Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| PubMedID: 37047475 |
| Title : SMTP-44D Inhibits Atherosclerotic Plaque Formation in Apolipoprotein-E Null Mice Partly by Suppressing the AGEs-RAGE Axis - Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| Author(s) : Terasaki M , Shibata K , Mori Y , Saito T , Matsui T , Ohara M , Fukui T , Hasumi K , Higashimoto Y , Nobe K , Yamagishi SI |
| Ref : Int J Mol Sci , 24 :6505 , 2023 |
| Abstract : |
| PubMedSearch : Terasaki_2023_Int.J.Mol.Sci_24_6505 |
| PubMedID: 37047475 |
| Title : SMTP-44D Exerts Antioxidant and Anti-Inflammatory Effects through Its Soluble Epoxide Hydrolase Inhibitory Action in Immortalized Mouse Schwann Cells upon High Glucose Treatment - Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| Author(s) : Shinouchi R , Shibata K , Jono S , Hasumi K , Nobe K |
| Ref : Int J Mol Sci , 23 :5187 , 2022 |
| Abstract : |
| PubMedSearch : Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| PubMedID: 35563575 |
| Title : SMTP-44D Exerts Antioxidant and Anti-Inflammatory Effects through Its Soluble Epoxide Hydrolase Inhibitory Action in Immortalized Mouse Schwann Cells upon High Glucose Treatment - Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| Author(s) : Shinouchi R , Shibata K , Jono S , Hasumi K , Nobe K |
| Ref : Int J Mol Sci , 23 :5187 , 2022 |
| Abstract : |
| PubMedSearch : Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| PubMedID: 35563575 |
| Title : SMTP-44D Exerts Antioxidant and Anti-Inflammatory Effects through Its Soluble Epoxide Hydrolase Inhibitory Action in Immortalized Mouse Schwann Cells upon High Glucose Treatment - Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| Author(s) : Shinouchi R , Shibata K , Jono S , Hasumi K , Nobe K |
| Ref : Int J Mol Sci , 23 :5187 , 2022 |
| Abstract : |
| PubMedSearch : Shinouchi_2022_Int.J.Mol.Sci_23_5187 |
| PubMedID: 35563575 |
| Title : SMTP-44D improves diabetic neuropathy symptoms in mice through its antioxidant and anti-inflammatory activities - Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| Author(s) : Shinouchi R , Shibata K , Hashimoto T , Jono S , Hasumi K , Nobe K |
| Ref : Pharmacol Res Perspect , 8 :e00648 , 2020 |
| Abstract : |
| PubMedSearch : Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| PubMedID: 33215875 |
| Title : SMTP-44D improves diabetic neuropathy symptoms in mice through its antioxidant and anti-inflammatory activities - Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| Author(s) : Shinouchi R , Shibata K , Hashimoto T , Jono S , Hasumi K , Nobe K |
| Ref : Pharmacol Res Perspect , 8 :e00648 , 2020 |
| Abstract : |
| PubMedSearch : Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| PubMedID: 33215875 |
| Title : SMTP-44D improves diabetic neuropathy symptoms in mice through its antioxidant and anti-inflammatory activities - Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| Author(s) : Shinouchi R , Shibata K , Hashimoto T , Jono S , Hasumi K , Nobe K |
| Ref : Pharmacol Res Perspect , 8 :e00648 , 2020 |
| Abstract : |
| PubMedSearch : Shinouchi_2020_Pharmacol.Res.Perspect_8_e00648 |
| PubMedID: 33215875 |
| Title : Neuroprotective effects of SMTP-44D in mice stroke model in relation to neurovascular unit and trophic coupling - Shi_2018_J.Neurosci.Res_96_1887 |
| Author(s) : Shi X , Ohta Y , Shang J , Morihara R , Nakano Y , Fukui Y , Liu X , Feng T , Huang Y , Sato K , Takemoto M , Hishikawa N , Yamashita T , Suzuki E , Hasumi K , Abe K |
| Ref : Journal of Neuroscience Research , 96 :1887 , 2018 |
| Abstract : |
| PubMedSearch : Shi_2018_J.Neurosci.Res_96_1887 |
| PubMedID: 30242877 |
| Title : Evaluation of the effects of a new series of SMTPs in the acetic acid-induced embolic cerebral infarct mouse model - Shibata_2018_Eur.J.Pharmacol_818_221 |
| Author(s) : Shibata K , Hashimoto T , Hasumi K , Honda K , Nobe K |
| Ref : European Journal of Pharmacology , 818 :221 , 2018 |
| Abstract : |
| PubMedSearch : Shibata_2018_Eur.J.Pharmacol_818_221 |
| PubMedID: 29107671 |
| Title : Neuroprotective effects of SMTP-44D in mice stroke model in relation to neurovascular unit and trophic coupling - Shi_2018_J.Neurosci.Res_96_1887 |
| Author(s) : Shi X , Ohta Y , Shang J , Morihara R , Nakano Y , Fukui Y , Liu X , Feng T , Huang Y , Sato K , Takemoto M , Hishikawa N , Yamashita T , Suzuki E , Hasumi K , Abe K |
| Ref : Journal of Neuroscience Research , 96 :1887 , 2018 |
| Abstract : |
| PubMedSearch : Shi_2018_J.Neurosci.Res_96_1887 |
| PubMedID: 30242877 |
| Title : Evaluation of the effects of a new series of SMTPs in the acetic acid-induced embolic cerebral infarct mouse model - Shibata_2018_Eur.J.Pharmacol_818_221 |
| Author(s) : Shibata K , Hashimoto T , Hasumi K , Honda K , Nobe K |
| Ref : European Journal of Pharmacology , 818 :221 , 2018 |
| Abstract : |
| PubMedSearch : Shibata_2018_Eur.J.Pharmacol_818_221 |
| PubMedID: 29107671 |
| Title : Neuroprotective effects of SMTP-44D in mice stroke model in relation to neurovascular unit and trophic coupling - Shi_2018_J.Neurosci.Res_96_1887 |
| Author(s) : Shi X , Ohta Y , Shang J , Morihara R , Nakano Y , Fukui Y , Liu X , Feng T , Huang Y , Sato K , Takemoto M , Hishikawa N , Yamashita T , Suzuki E , Hasumi K , Abe K |
| Ref : Journal of Neuroscience Research , 96 :1887 , 2018 |
| Abstract : |
| PubMedSearch : Shi_2018_J.Neurosci.Res_96_1887 |
| PubMedID: 30242877 |
| Title : Evaluation of the effects of a new series of SMTPs in the acetic acid-induced embolic cerebral infarct mouse model - Shibata_2018_Eur.J.Pharmacol_818_221 |
| Author(s) : Shibata K , Hashimoto T , Hasumi K , Honda K , Nobe K |
| Ref : European Journal of Pharmacology , 818 :221 , 2018 |
| Abstract : |
| PubMedSearch : Shibata_2018_Eur.J.Pharmacol_818_221 |
| PubMedID: 29107671 |