1,2,3-TRIHYDROXY-1,2,3,4-TETRAHYDROBENZO[A]PYRENE

Identification

Name
1,2,3-TRIHYDROXY-1,2,3,4-TETRAHYDROBENZO[A]PYRENE
Accession Number
DB07435
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 304.3392
Monoisotopic: 304.109944378
Chemical Formula
C20H16O3
InChI Key
GFANZDFKCCJYRF-NSISKUIASA-N
InChI
InChI=1S/C20H16O3/c21-16-9-14-13-7-6-11-3-1-2-10-4-5-12(18(13)17(10)11)8-15(14)19(22)20(16)23/h1-8,16,19-23H,9H2/t16-,19-,20-/m1/s1
IUPAC Name
(4R,5R,6R)-pentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,7,9,11,13,15,17,19-octaene-4,5,6-triol
SMILES
[H][[email protected]@]1(O)CC2=C3C=CC4=CC=CC5=CC=C(C=C2[[email protected]@]([H])(O)[[email protected]]1([H])O)C3=C45

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UDNA polymerase kappaNot AvailableHuman
UDNA polymerase INot AvailableGeobacillus stearothermophilus
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
5287739
PubChem Substance
99443906
ChemSpider
4450043
HET
BAP
PDB Entries
1axl / 1axo / 1axv / 1bps / 1dxa / 1fyy / 1s0m / 1xc9 / 1y9h / 2ia6
show 3 more

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility0.0218 mg/mLALOGPS
logP2.43ALOGPS
logP2.36ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)12.87ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity88.44 m3·mol-1ChemAxon
Polarizability33.21 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9852
Blood Brain Barrier-0.5293
Caco-2 permeable-0.6268
P-glycoprotein substrateSubstrate0.5474
P-glycoprotein inhibitor INon-inhibitor0.8684
P-glycoprotein inhibitor IINon-inhibitor0.9925
Renal organic cation transporterNon-inhibitor0.9188
CYP450 2C9 substrateNon-substrate0.7949
CYP450 2D6 substrateNon-substrate0.8858
CYP450 3A4 substrateNon-substrate0.6252
CYP450 1A2 substrateNon-inhibitor0.5252
CYP450 2C9 inhibitorNon-inhibitor0.835
CYP450 2D6 inhibitorNon-inhibitor0.8486
CYP450 2C19 inhibitorNon-inhibitor0.7953
CYP450 3A4 inhibitorNon-inhibitor0.9243
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8621
Ames testAMES toxic0.8455
CarcinogenicityNon-carcinogens0.9393
BiodegradationNot ready biodegradable0.866
Rat acute toxicity2.0161 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9737
hERG inhibition (predictor II)Non-inhibitor0.7445
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as pyrenes. These are compounds containing a pyrene moiety, which consists four fused benzene rings, resulting in a flat aromatic system.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Pyrenes
Sub Class
Not Available
Direct Parent
Pyrenes
Alternative Parents
Phenanthrols / Tetralins / Naphthalenes / Secondary alcohols / Polyols / Hydrocarbon derivatives
Substituents
Pyrene / Phenanthrol / Phenanthrene / Tetralin / Naphthalene / Secondary alcohol / Polyol / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound
Molecular Framework
Aromatic homopolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
DNA polymerase specifically involved in DNA repair. Plays an important role in translesion synthesis, where the normal high-fidelity DNA polymerases cannot proceed and DNA synthesis stalls. Dependi...
Gene Name
POLK
Uniprot ID
Q9UBT6
Uniprot Name
DNA polymerase kappa
Molecular Weight
98807.815 Da
References
  1. 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. [PubMed:10592235]
Kind
Protein
Organism
Geobacillus stearothermophilus
Pharmacological action
Unknown
General Function
Dna-directed dna polymerase activity
Specific Function
In addition to polymerase activity, this DNA polymerase exhibits 5' to 3' exonuclease activity.
Gene Name
polA
Uniprot ID
P52026
Uniprot Name
DNA polymerase I
Molecular Weight
98669.425 Da
References
  1. 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. [PubMed:10592235]

Drug created on September 15, 2010 15:21 / Updated on December 01, 2017 15:51