SMTP-7
General
Type : Natural, Indole, Isoindole, Multitarget, Stachybotrys microspora triprenyl phenol
Chemical_Nomenclature : 2,5-bis[2-(4,8-dimethylnona-3,7-dienyl)-3,5-dihydroxy-2-methyl-7-oxo-4,9-dihydro-3H-pyrano[2,3-e]isoindol-8-yl]pentanoic acid
Canonical SMILES : CC(=CCCC(=CCCC1(C(CC2=C(C=C3C(=C2O1)CN(C3=O)CCCC(C(=O)O)N4CC5=C6C(=C(C=C5C4=O)O)CC(C(O6)(C)CCC=C(C)CCC=C(C)C)O)O)O)C)C)C || CC(=CCC\/C(=C\/CC[C@]1([C@H](CC2=C(C=C3C(=C2O1)CN(C3=O)CCC[C@@H](C(=O)O)N4CC5=C6C(=C(C=C5C4=O)O)C[C@@H]([C@](O6)(C)CC\/C=C(C)\/CCC=C(C)C)O)O)O)C)\/C)C
InChI : InChI=1S\/C51H68N2O10\/c1-30(2)14-9-16-32(5)18-11-21-50(7)43(56)26-36-41(54)24-34-38(45(36)62-50)28-52(47(34)58)23-13-20-40(49(60)61)53-29-39-35(48(53)59)25-42(55)37-27-44(57)51(8,63-46(37)39)22-12-19-33(6)17-10-15-31(3)4\/h14-15,18-19,24-25,40,43-44,54-57H,9-13,16-17,20-23,26-29H2,1-8H3,(H,60,61) || InChI=1S\/C51H68N2O10\/c1-30(2)14-9-16-32(5)18-11-21-50(7)43(56)26-36-41(54)24-34-38(45(36)62-50)28-52(47(34)58)23-13-20-40(49(60)61)53-29-39-35(48(53)59)25-42(55)37-27-44(57)51(8,63-46(37)39)22-12-19-33(6)17-10-15-31(3)4\/h14-15,18-19,24-25,40,43-44,54-57H,9-13,16-17,20-23,26-29H2,1-8H3,(H,60,61)\/b32-18+,33-19+\/t40-,43-,44-,50-,51-\/m0\/s1
InChIKey : CRNDCHORWGDFGR-UHFFFAOYSA-N || CRNDCHORWGDFGR-PXTWCNKMSA-N
Other name(s) : RefChem:931876 || SMTP 7 || SCHEMBL27172191 || SCHEMBL30067164 || CHEBI:197747 || Orniplabin || orb1740694 || SCHEMBL2624852 || SCHEMBL29403553 || (2S)-2,5-bis[(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]pentanoic acid
MW : 869.1
Formula : C51H68N2O10
CAS_number : 733805-92-0
UniChem : CRNDCHORWGDFGR-UHFFFAOYSA-N, CRNDCHORWGDFGR-PXTWCNKMSA-N
Target
Families : SMTP-7 ligand of proteins in family
Epoxide_hydrolase
Protein :
human-EPHX2
References (10)
| Title : Impact of SMTP Targeting Plasminogen and Soluble Epoxide Hydrolase on Thrombolysis, Inflammation, and Ischemic Stroke - Hasumi_2021_Int.J.Mol.Sci_22_ |
| Author(s) : Hasumi K , Suzuki E |
| Ref : Int J Mol Sci , 22 : , 2021 |
| Abstract : |
| PubMedSearch : Hasumi_2021_Int.J.Mol.Sci_22_ |
| PubMedID: 33477998 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Antineuroinflammatory Effect of SMTP-7 in Ischemic Mice - Huang_2018_J.Stroke.Cerebrovasc.Dis_27_3084 |
| Author(s) : Huang Y , Ohta Y , Shang J , Morihara R , Nakano Y , Fukui Y , Liu X , Shi X , Feng T , Yamashita T , Sato K , Takemoto M , Hishikawa N , Suzuki E , Hasumi K , Abe K |
| Ref : J Stroke Cerebrovasc Dis , 27 :3084 , 2018 |
| Abstract : |
| PubMedSearch : Huang_2018_J.Stroke.Cerebrovasc.Dis_27_3084 |
| PubMedID: 30078758 |
| Title : Efficacy of SMTP-7, a small-molecule anti-inflammatory thrombolytic, in embolic stroke in monkeys - Suzuki_2018_Pharmacol.Res.Perspect_6_e00448 |
| Author(s) : Suzuki E , Nishimura N , Yoshikawa T , Kunikiyo Y , Hasegawa K , Hasumi K |
| Ref : Pharmacol Res Perspect , 6 :e00448 , 2018 |
| Abstract : |
| PubMedSearch : Suzuki_2018_Pharmacol.Res.Perspect_6_e00448 |
| PubMedID: 30546909 |
| Gene_locus related to this paper: human-EPHX2 |
| 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 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : Structure-activity relationships of the plasminogen modulator SMTP with respect to the inhibition of soluble epoxide hydrolase - Matsumoto_2015_J.Antibiot.(Tokyo)_68_685 |
| Author(s) : Matsumoto N , Suzuki E , Tsujihara K , Nishimura Y , Hasumi K |
| Ref : J Antibiot (Tokyo) , 68 :685 , 2015 |
| Abstract : |
| PubMedSearch : Matsumoto_2015_J.Antibiot.(Tokyo)_68_685 |
| PubMedID: 25966853 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : SMTP-7, a new thrombolytic agent, decreases hemorrhagic transformation after transient middle cerebral artery occlusion under warfarin anticoagulation in mice - Ito_2014_Brain.Res_1578_38 |
| Author(s) : Ito A , Niizuma K , Shimizu H , Fujimura M , Hasumi K , Tominaga T |
| Ref : Brain Research , 1578 :38 , 2014 |
| Abstract : |
| PubMedSearch : Ito_2014_Brain.Res_1578_38 |
| PubMedID: 25016287 |
| Title : Mechanism of the action of SMTP-7, a novel small-molecule modulator of plasminogen activation - Koyanagi_2014_Blood.Coagul.Fibrinolysis_25_316 |
| Author(s) : Koyanagi K , Narasaki R , Yamamichi S , Suzuki E , Hasumi K |
| Ref : Blood Coagul Fibrinolysis , 25 :316 , 2014 |
| Abstract : |
| PubMedSearch : Koyanagi_2014_Blood.Coagul.Fibrinolysis_25_316 |
| PubMedID: 24784315 |
| Title : Soluble epoxide hydrolase as an anti-inflammatory target of the thrombolytic stroke drug SMTP-7 - Matsumoto_2014_J.Biol.Chem_289_35826 |
| Author(s) : Matsumoto N , Suzuki E , Ishikawa M , Shirafuji T , Hasumi K |
| Ref : Journal of Biological Chemistry , 289 :35826 , 2014 |
| Abstract : |
| PubMedSearch : Matsumoto_2014_J.Biol.Chem_289_35826 |
| PubMedID: 25361765 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : SMTP (Stachybotrys microspora triprenyl phenol) enhances clot clearance in a pulmonary embolism model in rats - Hu_2012_Thromb.J_10_2 |
| Author(s) : Hu W , Narasaki R , Nishimura N , Hasumi K |
| Ref : Thromb J , 10 :2 , 2012 |
| Abstract : |
| PubMedSearch : Hu_2012_Thromb.J_10_2 |
| PubMedID: 22230042 |
| Gene_locus related to this paper: human-EPHX2 |
| Title : A novel embolic model of cerebral infarction and evaluation of Stachybotrys microspora triprenyl phenol-7 (SMTP-7), a novel fungal triprenyl phenol metabolite - Hashimoto_2010_J.Pharmacol.Sci_114_41 |
| Author(s) : Hashimoto T , Shibata K , Nobe K , Hasumi K , Honda K |
| Ref : J Pharmacol Sci , 114 :41 , 2010 |
| Abstract : |
| PubMedSearch : Hashimoto_2010_J.Pharmacol.Sci_114_41 |
| PubMedID: 20703011 |
| Gene_locus related to this paper: human-EPHX2 |