General Information of Drug (ID: DMDHGM2)

Drug Name
MAACKIAIN Drug Info
Synonyms
Maackiain; (-)-Maackiain; Inermin; Inermine; 2035-15-6; L-Maackiain; CHEBI:99; UNII-TF360D25IJ; (6ar,12ar)-6a,12a-dihydro-6h-[1,3]dioxolo[5,6][1]benzofuro[3,2-c]chromen-3-ol; TF360D25IJ; HUKSJTUUSUGIDC-ZBEGNZNMSA-N; 19908-48-6; 3-Hydroxy-8,9-methylenedioxypterocarpan; ST077155; (6aR,12aR)-3-hydroxy-8,9-methylenedioxypterocarpane; (6aR,12aR)-6a,12a-Dihydro-6H-[1,3]dioxolo[4',5':5,6]benzofuro[3,2-c]chromen-3-ol; Maackiaine; Trifolirhizin aglycone; (+/-)-Maackiain; AC1Q70VV; CHEMBL334918; AC1L3M84; (-)-(6aR,12aR)-maackiain
Indication
Disease Entry ICD 11 Status REF
Discovery agent N.A. Investigative [1]
Cross-matching ID
PubChem CID
91510
ChEBI ID
CHEBI:99
CAS Number
CAS 2035-15-6
TTD Drug ID
DMDHGM2
VARIDT Drug ID
DR00929

Molecule-Related Drug Atlas

Molecule-Related Drug Atlas
Molecule Type:
DTT
DOT
Drug Status:
Approved Drug(s)
Clinical Trial Drug(s)
Investigative Drug(s)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Bexagliflozin DMK56G0 Type 2 diabetes 5A11 Approved [3]
ISIS-SGLT2 DMDKAIC Type-2 diabetes 5A11 Phase 1 [4]
KURAIDIN DMLDUJ1 Discovery agent N.A. Investigative [1]
KURARINONE DMH0G8W Discovery agent N.A. Investigative [1]
10-methoxy-N(1)-methylburnamine-17-O-veratrate DMJW25X Discovery agent N.A. Investigative [5]
Alstiphyllanine F DMKRAEW Discovery agent N.A. Investigative [5]
Kushenol N DMY13UR Discovery agent N.A. Investigative [1]
Alstiphyllanine E DMTNQ5E Discovery agent N.A. Investigative [5]
Burnamine-17-O-3',4',5'-trimethoxybenzoate DMBO0WI Discovery agent N.A. Investigative [5]
Alstiphyllanine D DM2FLDJ Discovery agent N.A. Investigative [5]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Cytochrome P450 1A2 (CYP1A2)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Zolmitriptan DM1IB4Q Migraine 8A80 Approved [6]
Rofecoxib DM3P5DA Osteoarthritis FA00-FA05 Approved [6]
Etoricoxib DM6A4NW Rheumatoid arthritis FA20 Approved [6]
Capsaicin DMGMF6V Back pain ME84.Z Approved [7]
Hesperetin DMKER83 High blood cholesterol level 5C80.00 Approved [2]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [8]
Nifedipine DMSVOZT Angina pectoris BA40 Approved [9]
Zileuton DMVRIC2 Allergic asthma CA23.0 Approved [10]
Nicotine DMWX5CO Lung cancer 2C25.0 Approved [11]
Clonidine DM6RZ9Q Attention deficit hyperactivity disorder 6A05.Z Approved [12]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Cytochrome P450 3A4 (CYP3A4)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Eplerenone DMF0NQR Heart failure BD10-BD13 Approved [13]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [14]
Isotretinoin DM4QTBN Acne vulgaris ED80 Approved [15]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [16]
Proguanil DMBL79I Malaria 1F40-1F45 Approved [17]
Ivermectin DMDBX5F Intestinal strongyloidiasis due to nematode parasite 1F6B Approved [17]
Loratadine DMF3AN7 Allergy 4A80-4A85 Approved [18]
Nelfinavir mesylate DMFX6G8 N. A. N. A. Approved [19]
Capsaicin DMGMF6V Back pain ME84.Z Approved [20]
Axitinib DMGVH6N Renal cell carcinoma 2C90 Approved [21]
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Drug(s) Affected By Cytochrome P450 2D6 (CYP2D6)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Hydrogen peroxide DM1NG5W Infectious disease 1A00-CA43.1 Approved [22]
Paliperidone DM7NPJS Psychotic disorder 6A20-6A25 Approved [23]
Dopamine DMPGUCF Acromegaly 5A60.0 Approved [24]
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [25]
Oxatomide DM1F42Z Hay fever CA08.00 Approved [26]
Cinacalcet DMCX0K3 Hyperparathyroidism 5A51 Approved [27]
Capsaicin DMGMF6V Back pain ME84.Z Approved [7]
Pentamidine DMHZJCG African trypanosomiasis 1F51 Approved [17]
Quinidine DMLPICK N. A. N. A. Approved [28]
Buprenorphine DMPRI8G Opioid dependence 6C43.2Z Approved [29]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Cytochrome P450 2C9 (CYP2C9)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [14]
Troglitazone DM3VFPD Diabetic complication 5A2Y Approved [30]
Dapsone DM4LT8A Acne vulgaris ED80 Approved [17]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [16]
Capsaicin DMGMF6V Back pain ME84.Z Approved [7]
Zafirlukast DMHNQOG Asthma CA23 Approved [31]
Niclosamide DMJAGXQ Cestodes infection 1F70-1F76 Approved [17]
Eicosapentaenoic acid/docosa-hexaenoic acid DMMUCG4 Hypertriglyceridemia 5C80.1 Approved [32]
Fluconazole DMOWZ6B Cryptococcal meningitis Approved [16]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [17]
⏷ Show the Full List of 10 Drug(s)
Drug(s) Affected By Cytochrome P450 2C19 (CYP2C19)
Drug Name Drug ID Indication ICD 11 Highest Status REF
Cannabidiol DM0659E Dravet syndrome 8A61.11 Approved [14]
Thioridazine DM35M8J Schizophrenia 6A20 Approved [33]
Voriconazole DMAOL2S Aspergillosis 1F20 Approved [16]
Chloramphenicol DMFXEWT Bacterial infection 1A00-1C4Z Approved [34]
Capsaicin DMGMF6V Back pain ME84.Z Approved [7]
Pentamidine DMHZJCG African trypanosomiasis 1F51 Approved [17]
Stiripentol DMMSDOY Dravet syndrome 8A61.11 Approved [8]
Quinine DMSWYF5 Malaria 1F40-1F45 Approved [17]
Desipramine DMT2FDC Attention deficit hyperactivity disorder 6A05.Z Approved [33]
Amitriptyline DMK7F9S Depression 6A70-6A7Z Approved [12]
⏷ Show the Full List of 10 Drug(s)

Molecular Interaction Atlas of This Drug

Molecular Interaction Atlas

Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
SLC5A2 messenger RNA (SLC5A2 mRNA) TTF8JAT SC5A2_HUMAN Inhibitor [1]

Drug Off-Target (DOT)
DOT Name DOT ID UniProt ID Interaction REF
Cytochrome P450 1A2 (CYP1A2) OTLLBX48 CP1A2_HUMAN Gene/Protein Processing [2]
Cytochrome P450 2C19 (CYP2C19) OTFMJYYE CP2CJ_HUMAN Gene/Protein Processing [2]
Cytochrome P450 2C9 (CYP2C9) OTGLBN29 CP2C9_HUMAN Gene/Protein Processing [2]
Cytochrome P450 2D6 (CYP2D6) OTZJC802 CP2D6_HUMAN Gene/Protein Processing [2]
Cytochrome P450 3A4 (CYP3A4) OTQGYY83 CP3A4_HUMAN Gene/Protein Processing [2]

References

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3 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
4 Clinical pipeline report, company report or official report of ISIS Pharmaceuticals (2011).
5 Alstiphyllanines E-H, picraline and ajmaline-type alkaloids from Alstonia macrophylla inhibiting sodium glucose cotransporter. Bioorg Med Chem. 2010 Mar 15;18(6):2152-2158.
6 In vitro inhibition of CYP1A2 by model inhibitors, anti-inflammatory analgesics and female sex steroids: predictability of in vivo interactions. Basic Clin Pharmacol Toxicol. 2008 Aug;103(2):157-65.
7 Effects of capsaicin and dihydrocapsaicin on human and rat liver microsomal CYP450 enzyme activities in vitro and in vivo. J Asian Nat Prod Res. 2012;14(4):382-95.
8 Stiripentol. Expert Opin Investig Drugs. 2005 Jul;14(7):905-11.
9 Inhibition of human cytochrome P450 enzymes by 1,4-dihydropyridine calcium antagonists: prediction of in vivo drug-drug interactions. Eur J Clin Pharmacol. 2000 Feb-Mar;55(11-12):843-52.
10 Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor. Drug Metab Dispos. 2003 Nov;31(11):1352-60.
11 Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors. J Med Chem. 2005 Jun 2;48(11):3808-15.
12 ADReCS-Target: target profiles for aiding drug safety research and application. Nucleic Acids Res. 2018 Jan 4;46(D1):D911-D917. doi: 10.1093/nar/gkx899.
13 The relative role of CYP3A4 and CYP3A5 in eplerenone metabolism. Toxicol Lett. 2019 Oct 15;315:9-13.
14 Characterization of the structural determinants required for potent mechanism-based inhibition of human cytochrome P450 1A1 by cannabidiol. Chem Biol Interact. 2014 May 25;215:62-8.
15 Retinoids activate the RXR/SXR-mediated pathway and induce the endogenous CYP3A4 activity in Huh7 human hepatoma cells. Toxicol Sci. 2006 Jul;92(1):51-60.
16 The novel azole R126638 is a selective inhibitor of ergosterol synthesis in Candida albicans, Trichophyton spp., and Microsporum canis. Antimicrob Agents Chemother. 2004 Sep;48(9):3272-8.
17 Application of higher throughput screening (HTS) inhibition assays to evaluate the interaction of antiparasitic drugs with cytochrome P450s. Drug Metab Dispos. 2001 Jan;29(1):30-5.
18 Cetirizine and loratadine-based antihistamines with 5-lipoxygenase inhibitory activity. Bioorg Med Chem Lett. 2004 Nov 15;14(22):5591-4.
19 Mechanism-based inactivation of CYP3A by HIV protease inhibitors. J Pharmacol Exp Ther. 2005 Feb;312(2):583-91.
20 Studies of the toxicological potential of capsinoids, XIII: inhibitory effects of capsaicin and capsinoids on cytochrome P450 3A4 in human liver microsomes. Int J Toxicol. 2010 Mar;29(2 Suppl):22S-6S.
21 Investigation of the effects of axitinib on the pharmacokinetics of loperamide and its main metabolite N-demethylated loperamide in rats by UPLC-MS/MS. Chem Biol Interact. 2019 Sep 1;310:108744. doi: 10.1016/j.cbi.2019.108744. Epub 2019 Jul 9.
22 Human recombinant cytochrome P450 enzymes display distinct hydrogen peroxide generating activities during substrate independent NADPH oxidase reactions. Toxicol Sci. 2014 Oct;141(2):344-52. doi: 10.1093/toxsci/kfu133. Epub 2014 Jul 24.
23 Cytochrome P450 2D6 genotype and steady state plasma levels of risperidone and 9-hydroxyrisperidone. Psychopharmacology (Berl). 1999 Dec;147(3):300-5. doi: 10.1007/s002130051171.
24 Effect of penicillin-based antibiotics, amoxicillin, ampicillin, and piperacillin, on drug-metabolizing activities of human hepatic cytochromes P450. J Toxicol Sci. 2016 Feb;41(1):143-6.
25 Cannabidiol, a major phytocannabinoid, as a potent atypical inhibitor for CYP2D6. Drug Metab Dispos. 2011 Nov;39(11):2049-56. doi: 10.1124/dmd.111.041384. Epub 2011 Aug 5.
26 Identification of human P450 isoforms involved in the metabolism of the antiallergic drug, oxatomide, and its kinetic parameters and inhibition constants. Biol Pharm Bull. 2005 Feb;28(2):328-34.
27 Pharmacokinetics of desipramine HCl when administered with cinacalcet HCl. Eur J Clin Pharmacol. 2007 Feb;63(2):159-63.
28 Inhibition of cytochrome P4502D6 activity with paroxetine normalizes the ultrarapid metabolizer phenotype as measured by nortriptyline pharmacokinetics and the debrisoquin test. Clin Pharmacol Ther. 2001 Oct;70(4):327-35.
29 Interaction of buprenorphine and its metabolite norbuprenorphine with cytochromes p450 in vitro. Drug Metab Dispos. 2003 Jun;31(6):768-72.
30 Comparative effects of thiazolidinediones on in vitro P450 enzyme induction and inhibition. Drug Metab Dispos. 2003 Apr;31(4):439-46.
31 Potential of pranlukast and zafirlukast in the inhibition of human liver cytochrome P450 enzymes. Xenobiotica. 2004 May;34(5):429-38.
32 The inhibitory effect of polyunsaturated fatty acids on human CYP enzymes. Life Sci. 2006 Nov 25;79(26):2432-40.
33 Inhibition of cytochrome P450 enzymes participating in p-nitrophenol hydroxylation by drugs known as CYP2E1 inhibitors. Chem Biol Interact. 2004 Apr 15;147(3):331-40.
34 Cytochrome P450 inhibition potential of new psychoactive substances of the tryptamine class. Toxicol Lett. 2016 Jan 22;241:82-94.