11-Deoxy-Beta-Rhodomycin

Identification

Name
11-Deoxy-Beta-Rhodomycin
Accession Number
DB03219  (EXPT01268)
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: 769.8312
Monoisotopic: 769.330955345
Chemical Formula
C40H51NO14
InChI Key
OQDCVONZQOVIMP-UNQJTBPASA-N
InChI
InChI=1S/C40H51NO14/c1-7-40(49)16-27(32-22(39(40)48)13-21-33(36(32)47)35(46)31-20(34(21)45)9-8-10-25(31)43)53-29-14-23(41(5)6)37(18(3)51-29)55-30-15-26(44)38(19(4)52-30)54-28-12-11-24(42)17(2)50-28/h8-10,13,17-19,23,26-30,37-39,43-44,47-49H,7,11-12,14-16H2,1-6H3/t17-,18+,19+,23+,26+,27+,28+,29+,30+,37-,38+,39-,40-/m1/s1
IUPAC Name
(7R,8R,10S)-10-{[(2R,4S,5S,6S)-4-(dimethylamino)-5-{[(2S,4S,5R,6S)-4-hydroxy-6-methyl-5-{[(2R,6R)-6-methyl-5-oxooxan-2-yl]oxy}oxan-2-yl]oxy}-6-methyloxan-2-yl]oxy}-8-ethyl-1,7,8,11-tetrahydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione
SMILES
[H][[email protected]]1(O)C[[email protected]]([H])(O[[email protected]]2([H])[[email protected]]([H])(C)O[[email protected]]([H])(C[[email protected]]2([H])N(C)C)O[[email protected]@]2([H])C[[email protected]](O)(CC)[[email protected]]([H])(O)C3=C2C(O)=C2C(=O)C4=C(C=CC=C4O)C(=O)C2=C3)O[[email protected]@]([H])(C)[[email protected]]1([H])O[[email protected]@]1([H])CCC(=O)[[email protected]@]([H])(C)O1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
URdmBNot AvailableStreptomyces purpurascens
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
5288114
PubChem Substance
46505322
ChemSpider
4450345
HET
DRA
PDB Entries
1xds

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 Solubility0.292 mg/mLALOGPS
logP2.74ALOGPS
logP4.05ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)8.82ChemAxon
pKa (Strongest Basic)8.17ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area210.98 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity194.22 m3·mol-1ChemAxon
Polarizability81.42 Å3ChemAxon
Number of Rings7ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.691
Blood Brain Barrier-0.9856
Caco-2 permeable-0.7067
P-glycoprotein substrateSubstrate0.8671
P-glycoprotein inhibitor IInhibitor0.6785
P-glycoprotein inhibitor IINon-inhibitor0.6765
Renal organic cation transporterNon-inhibitor0.8837
CYP450 2C9 substrateNon-substrate0.7645
CYP450 2D6 substrateNon-substrate0.8574
CYP450 3A4 substrateSubstrate0.6847
CYP450 1A2 substrateNon-inhibitor0.6616
CYP450 2C9 inhibitorNon-inhibitor0.8671
CYP450 2D6 inhibitorNon-inhibitor0.8731
CYP450 2C19 inhibitorNon-inhibitor0.8621
CYP450 3A4 inhibitorNon-inhibitor0.7962
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9383
Ames testAMES toxic0.8524
CarcinogenicityNon-carcinogens0.9372
BiodegradationNot ready biodegradable0.9937
Rat acute toxicity3.6933 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9499
hERG inhibition (predictor II)Non-inhibitor0.7382
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 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 anthracyclines. These are polyketides containing a tetracenequinone ring structure with a sugar attached by glycosidic linkage.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Anthracyclines
Sub Class
Not Available
Direct Parent
Anthracyclines
Alternative Parents
Tetracenequinones / Aminoglycosides / Anthraquinones / Disaccharides / O-glycosyl compounds / Tetralins / Aryl ketones / 1-hydroxy-2-unsubstituted benzenoids / 1-hydroxy-4-unsubstituted benzenoids / Oxanes
show 12 more
Substituents
Anthracycline / Anthracyclinone-skeleton / Aminoglycoside core / Tetracenequinone / 1,4-anthraquinone / 9,10-anthraquinone / Anthracene / O-glycosyl compound / Glycosyl compound / Disaccharide
show 30 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein
Organism
Streptomyces purpurascens
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Not Available
Gene Name
rdmB
Uniprot ID
Q54527
Uniprot Name
Aclacinomycin 10-hydroxylase RdmB
Molecular Weight
39796.525 Da

Drug created on June 13, 2005 07:24 / Updated on December 01, 2017 15:10