NAV

(+)-Rutamarin alcohol

Identification

Generic Name
(+)-Rutamarin alcohol
DrugBank Accession Number
DB02205
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 314.3756
Monoisotopic: 314.151809192
Chemical Formula
C19H22O4
Synonyms
  • (+)-Chalepin
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UGlyceraldehyde-3-phosphate dehydrogenase, testis-specificNot AvailableHumans
UGlyceraldehyde-3-phosphate dehydrogenase, glycosomalNot AvailableTrypanosoma cruzi
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
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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 psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Sub Class
Furanocoumarins
Direct Parent
Psoralens
Alternative Parents
1-benzopyrans / Coumarans / Pyranones and derivatives / Alkyl aryl ethers / Benzenoids / Tertiary alcohols / Heteroaromatic compounds / Lactones / Oxacyclic compounds / Organic oxides
show 1 more
Substituents
1-benzopyran / Alcohol / Alkyl aryl ether / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Coumaran / Ether / Heteroaromatic compound / Hydrocarbon derivative
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
V0632559OD
CAS number
14755-47-6
InChI Key
JCDLLLXYAICSQV-INIZCTEOSA-N
InChI
InChI=1S/C19H22O4/c1-6-18(2,3)13-8-11-7-12-9-16(19(4,5)21)22-14(12)10-15(11)23-17(13)20/h6-8,10,16,21H,1,9H2,2-5H3/t16-/m0/s1
IUPAC Name
(2S)-2-(2-hydroxypropan-2-yl)-6-(2-methylbut-3-en-2-yl)-2H,3H,7H-furo[3,2-g]chromen-7-one
SMILES
CC(C)(O)[C@@H]1CC2=C(O1)C=C1OC(=O)C(=CC1=C2)C(C)(C)C=C

References

General References
Not Available
PubChem Compound
5287846
PubChem Substance
46505661
ChemSpider
4450136
BindingDB
50220736
ChEMBL
CHEMBL1231470
ZINC
ZINC000000898293
PDBe Ligand
BRZ
PDB Entries
1k3t

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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 Solubility0.022 mg/mLALOGPS
logP3.54ALOGPS
logP3.3Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)14.3Chemaxon
pKa (Strongest Basic)-3.1Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.76 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity88.97 m3·mol-1Chemaxon
Polarizability35.05 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.987
Blood Brain Barrier+0.8052
Caco-2 permeable-0.5661
P-glycoprotein substrateSubstrate0.659
P-glycoprotein inhibitor IInhibitor0.7482
P-glycoprotein inhibitor IINon-inhibitor0.9353
Renal organic cation transporterNon-inhibitor0.8936
CYP450 2C9 substrateNon-substrate0.7799
CYP450 2D6 substrateNon-substrate0.8524
CYP450 3A4 substrateSubstrate0.5817
CYP450 1A2 substrateNon-inhibitor0.6271
CYP450 2C9 inhibitorNon-inhibitor0.8069
CYP450 2D6 inhibitorNon-inhibitor0.894
CYP450 2C19 inhibitorNon-inhibitor0.6504
CYP450 3A4 inhibitorNon-inhibitor0.6074
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8342
Ames testAMES toxic0.9107
CarcinogenicityNon-carcinogens0.9325
BiodegradationNot ready biodegradable0.9911
Rat acute toxicity2.8967 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9902
hERG inhibition (predictor II)Non-inhibitor0.9669
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-MSsplash10-0a4i-9170000000-3b3c10282c95459ca950
MS/MS Spectrum - , positiveLC-MS/MSsplash10-06di-0493000000-23d9876faa4360f0eb2d
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014i-0049000000-c2e5e1246a93f096a7a0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0093000000-837f274c6fb482d0d428
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-00or-0091000000-3bb09402e51a57cf845c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0092000000-f56ee51cdac759af6b59
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-002r-0190000000-ab7474b424a3eb233dcf
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-3090000000-4bbb790688cd58194468
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-189.2297519
predicted
DarkChem Lite v0.1.0
[M-H]-174.83519
predicted
DeepCCS 1.0 (2019)
[M+H]+189.2967519
predicted
DarkChem Lite v0.1.0
[M+H]+177.19319
predicted
DeepCCS 1.0 (2019)
[M+Na]+188.9807519
predicted
DarkChem Lite v0.1.0
[M+Na]+183.87204
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glyceraldehyde-3-phosphate dehydrogenase, testis-specific
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Nadp binding
Specific Function
May play an important role in regulating the switch between different pathways for energy production during spermiogenesis and in the spermatozoon. Required for sperm motility and male fertility (B...
Gene Name
GAPDHS
Uniprot ID
O14556
Uniprot Name
Glyceraldehyde-3-phosphate dehydrogenase, testis-specific
Molecular Weight
44500.835 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. [Article]
Details2. Glyceraldehyde-3-phosphate dehydrogenase, glycosomal
Kind
Protein
Organism
Trypanosoma cruzi
Pharmacological action
Unknown
General Function
Nadp binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
P22513
Uniprot Name
Glyceraldehyde-3-phosphate dehydrogenase, glycosomal
Molecular Weight
39060.3 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52