9-Hydroxy-8-Methoxy-6-Nitro-Phenanthrol[3,4-D][1,3]Dioxole-5-Carboxylic Acid
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Identification
- Generic Name
- 9-Hydroxy-8-Methoxy-6-Nitro-Phenanthrol[3,4-D][1,3]Dioxole-5-Carboxylic Acid
- DrugBank Accession Number
- DB02636
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 357.2711
Monoisotopic: 357.048466333 - Chemical Formula
- C17H11NO8
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UGroup IIE secretory phospholipase A2 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as aristolochic acids and derivatives. These are organic heterocyclic compounds with a structure characterized by a nitrophenanthro[3,4-d][1,3]dioxole ring system substituted at position 5, 6, and 8 by a carboxyl group (or a derivative thereof), a nitro group, and a methoxy group, respectively.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Phenanthrenes and derivatives
- Sub Class
- Aristolochic acids and derivatives
- Direct Parent
- Aristolochic acids and derivatives
- Alternative Parents
- Phenanthrols / Naphthalenecarboxylic acids / Nitronaphthalenes / Naphthols and derivatives / Benzodioxoles / Nitroaromatic compounds / Anisoles / 1-hydroxy-2-unsubstituted benzenoids / Alkyl aryl ethers / Organic oxoazanium compounds show 9 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-naphthalenecarboxylic acid / 1-naphthalenecarboxylic acid or derivatives / 1-nitronaphthalene / 2-naphthol / 2-nitronaphthalene / Acetal / Alkyl aryl ether / Allyl-type 1,3-dipolar organic compound / Anisole show 24 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- UCLGCTLOEZZSLA-UHFFFAOYSA-N
- InChI
- InChI=1S/C17H11NO8/c1-24-15-8-4-10(18(22)23)13-9(17(20)21)5-12-16(26-6-25-12)14(13)7(8)2-3-11(15)19/h2-5,19H,6H2,1H3,(H,20,21)
- IUPAC Name
- 9-hydroxy-8-methoxy-6-nitro-2H-phenanthro[3,4-d][1,3]dioxole-5-carboxylic acid
- SMILES
- COC1=C(O)C=CC2=C1C=C(C1=C2C2=C(OCO2)C=C1C(O)=O)[N+]([O-])=O
References
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0747 mg/mL ALOGPS logP 2.53 ALOGPS logP 2.71 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 3.15 Chemaxon pKa (Strongest Basic) -4.5 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 128.36 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 86.75 m3·mol-1 Chemaxon Polarizability 33.46 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.8357 Blood Brain Barrier - 0.6685 Caco-2 permeable - 0.5313 P-glycoprotein substrate Non-substrate 0.63 P-glycoprotein inhibitor I Non-inhibitor 0.6464 P-glycoprotein inhibitor II Inhibitor 0.5 Renal organic cation transporter Non-inhibitor 0.8485 CYP450 2C9 substrate Non-substrate 0.7466 CYP450 2D6 substrate Non-substrate 0.8402 CYP450 3A4 substrate Substrate 0.6274 CYP450 1A2 substrate Inhibitor 0.7787 CYP450 2C9 inhibitor Non-inhibitor 0.7711 CYP450 2D6 inhibitor Non-inhibitor 0.9052 CYP450 2C19 inhibitor Non-inhibitor 0.801 CYP450 3A4 inhibitor Non-inhibitor 0.8396 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6013 Ames test AMES toxic 0.8049 Carcinogenicity Non-carcinogens 0.7363 Biodegradation Not ready biodegradable 0.8877 Rat acute toxicity 2.8841 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.916 hERG inhibition (predictor II) Non-inhibitor 0.856
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets

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1. DetailsGroup IIE secretory phospholipase A2
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Phospholipase a2 activity
- Specific Function
- PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
- Gene Name
- PLA2G2E
- Uniprot ID
- Q9NZK7
- Uniprot Name
- Group IIE secretory phospholipase A2
- Molecular Weight
- 15988.525 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44