Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2022-03-07 02:51:47 UTC
HMDB IDHMDB0014924
Secondary Accession Numbers
  • HMDB14924
Metabolite Identification
Common NameMarimastat
DescriptionMarimastat is only found in individuals that have used or taken this drug. It is used in the treatment of cancer, Marmiastat is an angiogenesis and metastasis inhibitor. As an angiogenesis inhibitor it limits the growth and production of blood vessels. As an antimetatstatic agent it prevents malignant cells from breaching the basement membranes.Marimastat is a broad spectrum matrix metalloprotease inhibitor. It mimics the peptide structure of natural MMP substrates and binds to matrix metalloproteases, thereby preventing the degradation of the basement membrane by these proteases. This antiprotease action prevents the migration of endothelial cells needed to form new blood vessels. Inhibition of MMPs also prevents the entry and exit of tumor cells into existing blood cells, thereby preventing metastasis.
Structure
Data?1582753236
SynonymsNot Available
Chemical FormulaC15H29N3O5
Average Molecular Weight331.4079
Monoisotopic Molecular Weight331.210721053
IUPAC Name(2S,3R)-N'-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N,2-dihydroxy-3-(2-methylpropyl)butanediamide
Traditional Name(2S,3R)-N'-[(1S)-2,2-dimethyl-1-(methylcarbamoyl)propyl]-N,2-dihydroxy-3-(2-methylpropyl)succinamide
CAS Registry Number154039-60-8
SMILES
CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C
InChI Identifier
InChI=1S/C15H29N3O5/c1-8(2)7-9(10(19)13(21)18-23)12(20)17-11(14(22)16-6)15(3,4)5/h8-11,19,23H,7H2,1-6H3,(H,16,22)(H,17,20)(H,18,21)/t9-,10+,11-/m1/s1
InChI KeyOCSMOTCMPXTDND-OUAUKWLOSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R') (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentSecondary alcohols
Alternative Parents
Substituents
  • Secondary alcohol
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility3.38 g/LNot Available
LogP0.4Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.38 g/LALOGPS
logP0.41ALOGPS
logP-0.059ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)8.61ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area127.76 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity84.2 m³·mol⁻¹ChemAxon
Polarizability34.99 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+178.07631661259
DarkChem[M-H]-172.94331661259
DeepCCS[M+H]+190.7230932474
DeepCCS[M-H]-188.36230932474
DeepCCS[M-2H]-222.46630932474
DeepCCS[M+Na]+197.39330932474
AllCCS[M+H]+176.932859911
AllCCS[M+H-H2O]+174.432859911
AllCCS[M+NH4]+179.132859911
AllCCS[M+Na]+179.832859911
AllCCS[M-H]-180.532859911
AllCCS[M+Na-2H]-181.632859911
AllCCS[M+HCOO]-182.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MarimastatCNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C3428.4Standard polar33892256
MarimastatCNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C2225.4Standard non polar33892256
MarimastatCNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)C(C)(C)C2442.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Marimastat,1TMS,isomer #1CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)NO)C(C)(C)C2366.4Semi standard non polar33892256
Marimastat,1TMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O)C(=O)NO2435.3Semi standard non polar33892256
Marimastat,1TMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)[Si](C)(C)C)C(C)(C)C2305.7Semi standard non polar33892256
Marimastat,1TMS,isomer #4CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C)C(C)(C)C2417.4Semi standard non polar33892256
Marimastat,2TMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO2431.5Semi standard non polar33892256
Marimastat,2TMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO2450.5Standard non polar33892256
Marimastat,2TMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO3081.5Standard polar33892256
Marimastat,2TMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)NO)[Si](C)(C)C)C(C)(C)C2340.6Semi standard non polar33892256
Marimastat,2TMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)NO)[Si](C)(C)C)C(C)(C)C2393.2Standard non polar33892256
Marimastat,2TMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)NO)[Si](C)(C)C)C(C)(C)C3035.6Standard polar33892256
Marimastat,2TMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)C(C)(C)C2428.5Semi standard non polar33892256
Marimastat,2TMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)C(C)(C)C2401.6Standard non polar33892256
Marimastat,2TMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)C(C)(C)C3301.6Standard polar33892256
Marimastat,2TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)NO2372.5Semi standard non polar33892256
Marimastat,2TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)NO2451.0Standard non polar33892256
Marimastat,2TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)NO3096.2Standard polar33892256
Marimastat,2TMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C2486.0Semi standard non polar33892256
Marimastat,2TMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C2495.6Standard non polar33892256
Marimastat,2TMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C3247.7Standard polar33892256
Marimastat,2TMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C2354.7Semi standard non polar33892256
Marimastat,2TMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C2435.2Standard non polar33892256
Marimastat,2TMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C3234.6Standard polar33892256
Marimastat,3TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO2411.4Semi standard non polar33892256
Marimastat,3TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO2515.5Standard non polar33892256
Marimastat,3TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)NO2764.3Standard polar33892256
Marimastat,3TMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C2501.3Semi standard non polar33892256
Marimastat,3TMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C2521.6Standard non polar33892256
Marimastat,3TMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C3042.7Standard polar33892256
Marimastat,3TMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C2413.5Semi standard non polar33892256
Marimastat,3TMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C2485.6Standard non polar33892256
Marimastat,3TMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C)[Si](C)(C)C)C(C)(C)C2999.8Standard polar33892256
Marimastat,3TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C2422.0Semi standard non polar33892256
Marimastat,3TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C2550.8Standard non polar33892256
Marimastat,3TMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C3025.7Standard polar33892256
Marimastat,4TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C2475.3Semi standard non polar33892256
Marimastat,4TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C2606.0Standard non polar33892256
Marimastat,4TMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C)C(C)(C)C)[Si](C)(C)C)[C@H](O[Si](C)(C)C)C(=O)N(O)[Si](C)(C)C2826.8Standard polar33892256
Marimastat,1TBDMS,isomer #1CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO)C(C)(C)C2570.7Semi standard non polar33892256
Marimastat,1TBDMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O)C(=O)NO2648.3Semi standard non polar33892256
Marimastat,1TBDMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)NO)[Si](C)(C)C(C)(C)C)C(C)(C)C2584.1Semi standard non polar33892256
Marimastat,1TBDMS,isomer #4CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C)C(C)(C)C2640.6Semi standard non polar33892256
Marimastat,2TBDMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO2876.0Semi standard non polar33892256
Marimastat,2TBDMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO2805.3Standard non polar33892256
Marimastat,2TBDMS,isomer #1CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO3208.6Standard polar33892256
Marimastat,2TBDMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO)[Si](C)(C)C(C)(C)C)C(C)(C)C2823.9Semi standard non polar33892256
Marimastat,2TBDMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO)[Si](C)(C)C(C)(C)C)C(C)(C)C2762.6Standard non polar33892256
Marimastat,2TBDMS,isomer #2CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO)[Si](C)(C)C(C)(C)C)C(C)(C)C3147.0Standard polar33892256
Marimastat,2TBDMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)C(C)(C)C2865.5Semi standard non polar33892256
Marimastat,2TBDMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)C(C)(C)C2780.1Standard non polar33892256
Marimastat,2TBDMS,isomer #3CNC(=O)[C@@H](NC(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)C(C)(C)C3354.5Standard polar33892256
Marimastat,2TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)NO2882.0Semi standard non polar33892256
Marimastat,2TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)NO2796.8Standard non polar33892256
Marimastat,2TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)NO3221.2Standard polar33892256
Marimastat,2TBDMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C2907.1Semi standard non polar33892256
Marimastat,2TBDMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C2832.5Standard non polar33892256
Marimastat,2TBDMS,isomer #5CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C3343.6Standard polar33892256
Marimastat,2TBDMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C2851.6Semi standard non polar33892256
Marimastat,2TBDMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C2793.8Standard non polar33892256
Marimastat,2TBDMS,isomer #6CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C3315.2Standard polar33892256
Marimastat,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO3097.1Semi standard non polar33892256
Marimastat,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO3024.3Standard non polar33892256
Marimastat,3TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)NO3047.6Standard polar33892256
Marimastat,3TBDMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3134.0Semi standard non polar33892256
Marimastat,3TBDMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3047.2Standard non polar33892256
Marimastat,3TBDMS,isomer #2CC(C)C[C@@H](C(=O)N[C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3254.1Standard polar33892256
Marimastat,3TBDMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C3099.6Semi standard non polar33892256
Marimastat,3TBDMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C3017.5Standard non polar33892256
Marimastat,3TBDMS,isomer #3CNC(=O)[C@@H](N(C(=O)[C@H](CC(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(C)(C)C3190.4Standard polar33892256
Marimastat,3TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C3087.6Semi standard non polar33892256
Marimastat,3TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C3050.2Standard non polar33892256
Marimastat,3TBDMS,isomer #4CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O)C(=O)N(O)[Si](C)(C)C(C)(C)C3247.6Standard polar33892256
Marimastat,4TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3320.0Semi standard non polar33892256
Marimastat,4TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3279.3Standard non polar33892256
Marimastat,4TBDMS,isomer #1CC(C)C[C@@H](C(=O)N([C@H](C(=O)N(C)[Si](C)(C)C(C)(C)C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N(O)[Si](C)(C)C(C)(C)C3147.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Marimastat GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-9461000000-742ee3dab4b7fe4f11c22017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Marimastat GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9241000000-fbea726d42d63bd4827b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Marimastat GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 10V, Positive-QTOFsplash10-0089-1259000000-f310b4add37fee9a3c732016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 20V, Positive-QTOFsplash10-05fu-4691000000-8cc928b3a11538e30ea12016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 40V, Positive-QTOFsplash10-0bu0-9850000000-4f68d5ee399a481fb3da2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 10V, Negative-QTOFsplash10-001i-3159000000-ce6d0ab96d8a9969aed22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 20V, Negative-QTOFsplash10-01p6-8193000000-3cbc54ff9d444aed360f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 40V, Negative-QTOFsplash10-052f-9850000000-2817d43d79472e91d5ed2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 10V, Positive-QTOFsplash10-001i-0009000000-ade566f59d67612f05af2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 20V, Positive-QTOFsplash10-00di-2692000000-d5b899f4a2179367a1b42021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 40V, Positive-QTOFsplash10-06r2-9500000000-f14931156c8b565f18df2021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 10V, Negative-QTOFsplash10-001i-0029000000-3e94645db8007b49d2092021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 20V, Negative-QTOFsplash10-01ox-9420000000-6371ea5650b6a8284ae92021-10-11Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Marimastat 40V, Negative-QTOFsplash10-052f-9110000000-63357adb4777de45f46e2021-10-11Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00786 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00786 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00786
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID106358
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMarimastat
METLIN IDNot Available
PubChem Compound119031
PDB IDNot Available
ChEBI ID50662
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Only showing the first 10 proteins. There are 22 proteins in total.

Enzymes

General function:
Involved in metalloendopeptidase activity
Specific function:
May play an essential role in local proteolysis of the extracellular matrix and in leukocyte migration. Could play a role in bone osteoclastic resorption. Cleaves KiSS1 at a Gly-|-Leu bond. Cleaves type IV and type V collagen into large C-terminal three quarter fragments and shorter N-terminal one quarter fragments. Degrades fibronectin but not laminin or Pz-peptide
Gene Name:
MMP9
Uniprot ID:
P14780
Molecular weight:
78457.5
References
  1. Underwood CK, Min D, Lyons JG, Hambley TW: The interaction of metal ions and Marimastat with matrix metalloproteinase 9. J Inorg Biochem. 2003 Jun 1;95(2-3):165-70. [PubMed:12763661 ]
  2. Nenan S, Lagente V, Planquois JM, Hitier S, Berna P, Bertrand CP, Boichot E: Metalloelastase (MMP-12) induced inflammatory response in mice airways: effects of dexamethasone, rolipram and marimastat. Eur J Pharmacol. 2007 Mar 15;559(1):75-81. Epub 2006 Dec 12. [PubMed:17234180 ]
  3. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in calcium ion binding
Specific function:
Degrades collagen type I. Does not act on gelatin or casein. Could have a role in tumoral process
Gene Name:
MMP13
Uniprot ID:
P45452
Molecular weight:
53819.3
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Cleaves collagens of types I, II, and III at one site in the helical domain. Also cleaves collagens of types VII and X. In case of HIV infection, interacts and cleaves the secreted viral Tat protein, leading to a decrease in neuronal Tat's mediated neurotoxicity
Gene Name:
MMP1
Uniprot ID:
P03956
Molecular weight:
54006.6
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
  3. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates procollagenase
Gene Name:
MMP3
Uniprot ID:
P08254
Molecular weight:
53976.8
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Degrades amelogenin, the major protein component of the enamel matrix and two of the macromolecules characterizing the cartilage extracellular matrix:aggrecan and the cartilage oligomeric matrix protein (COMP). May play a central role in tooth enamel formation
Gene Name:
MMP20
Uniprot ID:
O60882
Molecular weight:
54359.4
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
PEX, the C-terminal non-catalytic fragment of MMP2, posseses anti-angiogenic and anti-tumor properties and inhibits cell migration and cell adhesion to FGF2 and vitronectin. Ligand for integrinv/beta3 on the surface of blood vessels
Gene Name:
MMP2
Uniprot ID:
P08253
Molecular weight:
73881.7
References
  1. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
  2. Treharne GD, Boyle JR, Goodall S, Loftus IM, Bell PR, Thompson MM: Marimastat inhibits elastin degradation and matrix metalloproteinase 2 activity in a model of aneurysm disease. Br J Surg. 1999 Aug;86(8):1053-8. [PubMed:10460642 ]
  3. Fanchon S, Bourd K, Septier D, Everts V, Beertsen W, Menashi S, Goldberg M: Involvement of matrix metalloproteinases in the onset of dentin mineralization. Eur J Oral Sci. 2004 Apr;112(2):171-6. [PubMed:15056115 ]
  4. Bernardo MM, Brown S, Li ZH, Fridman R, Mobashery S: Design, synthesis, and characterization of potent, slow-binding inhibitors that are selective for gelatinases. J Biol Chem. 2002 Mar 29;277(13):11201-7. Epub 2002 Jan 14. [PubMed:11790786 ]
  5. Shinoda K, Shibuya M, Hibino S, Ono Y, Matsuda K, Takemura A, Zou D, Kokubo Y, Takechi A, Kudoh S: A novel matrix metalloproteinase inhibitor, FYK-1388 suppresses tumor growth, metastasis and angiogenesis by human fibrosarcoma cell line. Int J Oncol. 2003 Feb;22(2):281-8. [PubMed:12527923 ]
  6. Bourd-Boittin K, Fridman R, Fanchon S, Septier D, Goldberg M, Menashi S: Matrix metalloproteinase inhibition impairs the processing, formation and mineralization of dental tissues during mouse molar development. Exp Cell Res. 2005 Apr 1;304(2):493-505. Epub 2005 Jan 11. [PubMed:15748894 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Seems to specifically activate progelatinase A. May thus trigger invasion by tumor cells by activating progelatinase A on the tumor cell surface
Gene Name:
MMP14
Uniprot ID:
P50281
Molecular weight:
65883.4
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Degrades casein, gelatins of types I, III, IV, and V, and fibronectin. Activates procollagenase
Gene Name:
MMP7
Uniprot ID:
P09237
Molecular weight:
29676.6
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
Can degrade fibronectin, gelatins of type I, III, IV, and V; weakly collagens III, IV, and V. Activates procollagenase
Gene Name:
MMP10
Uniprot ID:
P09238
Molecular weight:
54150.7
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]
General function:
Involved in metalloendopeptidase activity
Specific function:
May play an important role in the progression of epithelial malignancies
Gene Name:
MMP11
Uniprot ID:
P24347
Molecular weight:
54617.5
References
  1. Heath EI, Grochow LB: Clinical potential of matrix metalloprotease inhibitors in cancer therapy. Drugs. 2000 May;59(5):1043-55. [PubMed:10852638 ]
  2. Belotti D, Paganoni P, Giavazzi R: MMP inhibitors: experimental and clinical studies. Int J Biol Markers. 1999 Oct-Dec;14(4):232-8. [PubMed:10669951 ]

Only showing the first 10 proteins. There are 22 proteins in total.