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Compound InformationSONAR Target prediction
Name:

DEOXYCHOLIC ACID

Unique Identifier:SPE00100566
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:353.262 g/mol
X log p:-0.824  (online calculus)
Lipinksi Failures0
TPSA17.07
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:4
Rotatable Bond Count:4
Canonical Smiles:CC(CCC(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CC(O)C12C
Class:sterol
Source:bile constituent
Reference:J Biol Chem 238: 3846 (1963)
Generic_name:Azelaic Acid
Chemical_iupac_name:nonanedioic acid
Drug_type:Approved Drug
Pharmgkb_id:PA448516
Kegg_compound_id:C08261
Drugbank_id:APRD00812
Melting_point:106.5 oC
H2o_solubility:2400 mg/L (20°C)
Logp:1.646
Isoelectric_point:4.55
Cas_registry_number:123-99-9
Mass_spectrum:http://webbook.nist.gov/cgi/cbook.cgi?Spec=C123999&Index=0&Type=Mass&Large=on
Drug_category:Antineoplastic Agents; Dermatologic Agents; ATC:D10AX03
Indication:For the topical treatment of mild-to-moderate inflammatory acne vulgaris.
Pharmacology:Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and
barley. It is a natural substance that is produced by Malassezia furfur (also
known as Pityrosporum ovale), a yeast that lives on normal skin. It is
effective against a number of skin conditions, such as mild to moderate acne, when
applied topically in a cream formulation of 20%. It works in part by stopping the
growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic
acid-s antimicrobial action may be attributable to inhibition of microbial cellular
protein synthesis.
Mechanism_of_action:The exact mechanism of action of azelaic acid is not known. It is thought that
azelaic acid manifests its antibacterial effects by inhibiting the synthesis of
cellular protein in anaerobic and aerobic bacteria, especially Staphylococcus
epidermidis
and Propionibacterium acnes. In aerobic bacteria, azelaic
acid reversibly inhibits several oxidoreductive enzymes including tyrosinase,
mitochondrial enzymes of the respiratory chain, thioredoxin reductase,
5-alpha-reductase, and DNA polymerases. In anaerobic bacteria, azelaic acid impedes
glycolysis. Along with these actions, azelaic acid also improves acne vulgaris by
normalizing the keratin process and decreasing microcomedo formation. Azelaic acid
may be effective against both inflamed and noninflamed lesions. Specifically,
azelaic acid reduces the thickness of the stratum corneum, shrinks keratohyalin
granules by reducing the amount and distribution of filaggrin (a component of
keratohyalin) in epidermal layers, and lowers the number of keratohyalin granules.
Organisms_affected:Various aerobic and anaerobic microorganisms

Found: 205 nonactive as graph: single | with analogs 2 3 4 5 6 7 8 9 10  Next >> [205]
Species: 4932
Condition: APC9
Replicates: 2
Raw OD Value: r im 0.7065±0.000141421
Normalized OD Score: sc h 0.9865±0.000518872
Z-Score: -0.7323±0.0171475
p-Value: 0.46403
Z-Factor: -48.2152
Fitness Defect: 0.7678
Bioactivity Statement: Nonactive
Experimental Conditions
Library:Spectrum
Plate Number and Position:2|C10
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:21.40 Celcius
Date:2007-11-22 YYYY-MM-DD
Plate CH Control (+):0.0412±0.00025
Plate DMSO Control (-):0.69275±0.12390
Plate Z-Factor:0.4147
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DBLink | Rows returned: 2052[1] << Back 1 2 3 4 5 6 7 8 9 10  Next >> [342]
3893 dodecanoic acid
5192 decanedioic acid
5281 octadecanoic acid
6742 4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tet
radecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
7413 cyclohexanecarboxylic acid
7789 12-hydroxyoctadecanoic acid

internal high similarity DBLink | Rows returned: 29<< Back 1 2 3 4 5 Next >> 
SPE01500648 1.0000
JFD 03086 1.0000
LOPAC 00662 1.0000
RJC 00937 1.0000
RJC 01107 1.0000
RJC 01939 1.0000

active | Cluster 2228 | Additional Members: 18 | Rows returned: 72 Next >> 
SPE00270051 0.451219512195122
SPE01500835 0.309859154929578
SPE01500605 0.3
SPE01500837 0.3
Prest256 0.3
SPE01500906 0

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