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Record Information
Version2.0
Created at2020-12-09 03:17:12 UTC
Updated at2021-07-15 16:54:16 UTC
NP-MRD IDNP0006252
Secondary Accession NumbersNone
Natural Product Identification
Common NamePhomallenic acid C
Provided ByNPAtlasNPAtlas Logo
DescriptionPhomallenic acid C is also known as phomallenate C. Phomallenic acid C is found in Phoma sp. Phomallenic acid C was first documented in 2006 (PMID: 16562839). Based on a literature review a small amount of articles have been published on Phomallenic acid C (PMID: 17518499) (PMID: 16436705).
Structure
Data?1624574667
Synonyms
ValueSource
Phomallenate CGenerator
Octadeca-9,10-dien-12,14-diynoateGenerator
Chemical FormulaC18H24O2
Average Mass272.3880 Da
Monoisotopic Mass272.17763 Da
IUPAC Name(9P)-octadeca-9,10-dien-12,14-diynoic acid
Traditional Name(9P)-octadeca-9,10-dien-12,14-diynoic acid
CAS Registry NumberNot Available
SMILES
CCCC#CC#CC=C=CCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h8,10H,2-3,11-17H2,1H3,(H,19,20)
InChI KeyKSAZGINEUAUMNR-UHFFFAOYSA-N
Experimental Spectra
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Phoma sp.NPAtlas
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentLong-chain fatty acids
Alternative Parents
Substituents
  • Long-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.58ALOGPS
logP5.75ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)4.82ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity85.81 m³·mol⁻¹ChemAxon
Polarizability33.49 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
NPAtlas IDNPA013621
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00041757
Chemspider ID9783516
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11608761
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. Ondeyka JG, Zink DL, Young K, Painter R, Kodali S, Galgoci A, Collado J, Tormo JR, Basilio A, Vicente F, Wang J, Singh SB: Discovery of bacterial fatty acid synthase inhibitors from a Phoma species as antimicrobial agents using a new antisense-based strategy. J Nat Prod. 2006 Mar;69(3):377-80. doi: 10.1021/np050416w. [PubMed:16562839 ]
  2. Jian YJ, Tang CJ, Wu Y: Enantioselective total synthesis of phomallenic acid C. J Org Chem. 2007 Jun 22;72(13):4851-5. doi: 10.1021/jo070559i. Epub 2007 May 23. [PubMed:17518499 ]
  3. Young K, Jayasuriya H, Ondeyka JG, Herath K, Zhang C, Kodali S, Galgoci A, Painter R, Brown-Driver V, Yamamoto R, Silver LL, Zheng Y, Ventura JI, Sigmund J, Ha S, Basilio A, Vicente F, Tormo JR, Pelaez F, Youngman P, Cully D, Barrett JF, Schmatz D, Singh SB, Wang J: Discovery of FabH/FabF inhibitors from natural products. Antimicrob Agents Chemother. 2006 Feb;50(2):519-26. doi: 10.1128/AAC.50.2.519-526.2006. [PubMed:16436705 ]