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Compound InformationSONAR Target prediction
Name:

LITHOCHOLIC ACID

Unique Identifier:SPE01500906
MolClass: Checkout models in ver1.5 and ver1.0
Molecular Formula:
Molecular Weight:337.263 g/mol
X log p:0.517  (online calculus)
Lipinksi Failures0
TPSA17.07
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptors Count:3
Rotatable Bond Count:4
Canonical Smiles:CC(CCC(O)=O)C1CCC2C3CCC4CC(O)CCC4(C)C3CCC12C
Class:sterol
Source:mammalian bile and gallstones, faecal matter
Reference:JACS 71:4126 (1949)
Therapeutics:LD50(mouse) 3900 mg/kg po
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: 77 active | as graph: single | with analogs [1] << Back 1 2 3 4 5 6 7 8 9 10  Next >> [77]
Species: 4932
Condition: DCC1
Replicates: 2
Raw OD Value: r im 0.6132±0.00869741
Normalized OD Score: sc h 0.9091±0.0171766
Z-Score: -4.1684±0.680348
p-Value: 0.000114992
Z-Factor: -0.187482
Fitness Defect: 9.0706
Bioactivity Statement: Active
Experimental Conditions
Library:SPECMTS3
Plate Number and Position:1|H2
Drug Concentration:50.00 nM
OD Absorbance:600 nm
Robot Temperature:24.30 Celcius
Date:2008-06-25 YYYY-MM-DD
Plate CH Control (+):0.040275±0.00069
Plate DMSO Control (-):0.6546749999999999±0.01176
Plate Z-Factor:0.9489
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DBLink | Rows returned: 2052[1] << Back 331 332 333 334 335 336 337 338 339 340  Next >> [342]
11450603 1-[11-(1-carboxycyclopropyl)-6-oxo-undecyl]cyclopropane-1-carboxylic acid
11577197 dodecanoate; tin(+2) cation
11825358 2-ethylhexanoic acid; palladium
12598151 sodium
4-(3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenan
thren-17-yl)pentanoate
13715845 6-cyclopentylhexanoic acid
15942728 7-[(1R,2S)-2-(3-hydroxy-3-methyl-octyl)-5-oxo-cyclopentyl]heptanoic acid

internal high similarity DBLink | Rows returned: 292 3 4 5 Next >> 
SPE01500840 0.9524
JFD 01238 0.9524
SPE00270049 0.9524
SPE01500225 0.9524
SPE01500605 0.9524
SPE01500837 0.9524

active | Cluster 2228 | Additional Members: 18 | Rows returned: 6
SPE00270051 0.451219512195122
SPE01500835 0.309859154929578
SPE01500605 0.3
SPE01500837 0.3
Prest256 0.3
Prest88 0

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