Soraphen A

Identification

Name
Soraphen A
Accession Number
DB02859  (EXPT02829)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
122547-72-2
Weight
Average: 520.6549
Monoisotopic: 520.303618384
Chemical Formula
C29H44O8
InChI Key
WPMGNXPRKGXGBO-OFQQMTDKSA-N
InChI
InChI=1S/C29H44O8/c1-18-16-17-24(34-5)23(33-4)15-11-10-14-22(21-12-8-7-9-13-21)36-28(31)20(3)29(32)27(35-6)25(30)19(2)26(18)37-29/h7-9,12-13,16-20,22-27,30,32H,10-11,14-15H2,1-6H3/b17-16+/t18-,19-,20+,22-,23-,24+,25-,26-,27+,29+/m0/s1
IUPAC Name
(1R,2S,5S,10S,11R,12E,14S,15S,16S,17S,18R)-1,17-dihydroxy-10,11,18-trimethoxy-2,14,16-trimethyl-5-phenyl-4,19-dioxabicyclo[13.3.1]nonadec-12-en-3-one
SMILES
[H]\C1=C([H])/[[email protected]@]([H])(OC)[[email protected]]([H])(CCCC[[email protected]]([H])(OC(=O)[[email protected]@]([H])(C)[[email protected]@]2(O)O[[email protected]]([H])([[email protected]@]([H])(C)[[email protected]]([H])(O)[[email protected]@]2([H])OC)[[email protected]@]1([H])C)C1=CC=CC=C1)OC

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAcetyl-CoA carboxylase 2Not AvailableHuman
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
KEGG Compound
C11300
PubChem Compound
5281897
PubChem Substance
46505293
ChemSpider
4943557
ChEBI
9200
ChEMBL
CHEMBL1235782
HET
S1A
PDB Entries
1w96 / 3gid / 3jrx

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 Solubility0.00916 mg/mLALOGPS
logP3.67ALOGPS
logP4.49ChemAxon
logS-4.8ALOGPS
pKa (Strongest Acidic)10.6ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area103.68 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity139.94 m3·mol-1ChemAxon
Polarizability57.92 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6457
Blood Brain Barrier-0.7211
Caco-2 permeable+0.565
P-glycoprotein substrateSubstrate0.7352
P-glycoprotein inhibitor IInhibitor0.5236
P-glycoprotein inhibitor IIInhibitor0.8192
Renal organic cation transporterNon-inhibitor0.8852
CYP450 2C9 substrateNon-substrate0.7598
CYP450 2D6 substrateNon-substrate0.8539
CYP450 3A4 substrateSubstrate0.6265
CYP450 1A2 substrateNon-inhibitor0.9292
CYP450 2C9 inhibitorNon-inhibitor0.9282
CYP450 2D6 inhibitorNon-inhibitor0.9311
CYP450 2C19 inhibitorNon-inhibitor0.9089
CYP450 3A4 inhibitorNon-inhibitor0.6529
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8432
Ames testNon AMES toxic0.878
CarcinogenicityNon-carcinogens0.935
BiodegradationNot ready biodegradable0.9671
Rat acute toxicity3.0223 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9871
hERG inhibition (predictor II)Non-inhibitor0.7093
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 macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Macrolides and analogues
Sub Class
Not Available
Direct Parent
Macrolides and analogues
Alternative Parents
Oxanes / Monosaccharides / Benzene and substituted derivatives / Secondary alcohols / Lactones / Hemiacetals / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives / Dialkyl ethers
show 3 more
Substituents
Macrolide / Monocyclic benzene moiety / Monosaccharide / Oxane / Benzenoid / Carboxylic acid ester / Hemiacetal / Lactone / Secondary alcohol / Monocarboxylic acid or derivatives
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
ether, olefinic compound, cyclic hemiketal, macrolide (CHEBI:9200)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Catalyzes the ATP-dependent carboxylation of acetyl-CoA to malonyl-CoA. Carries out three functions: biotin carboxyl carrier protein, biotin carboxylase and carboxyltransferase. Involved in inhibit...
Gene Name
ACACB
Uniprot ID
O00763
Uniprot Name
Acetyl-CoA carboxylase 2
Molecular Weight
276538.575 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. [PubMed:17139284]
  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. [PubMed:17016423]
  3. 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 June 13, 2005 07:24 / Updated on December 01, 2017 15:04