{[(2,2-Dihydroxy-Ethyl)-(2,3,4,5-Tetrahydroxy-6-Phosphonooxy-Hexyl)-Amino]-Methyl}-Phosphonic Acid

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.

Monoalkyl phosphates

Organic compounds

Organophosphorus compounds

Organic phosphoric acids and derivatives

Phosphate esters

Calculated Property

kind Value Source
logP -1.9 ALOGPS
logS -1.4 ALOGPS
Water Solubility 1.78e+01 g/l ALOGPS
logP -7 ChemAxon
IUPAC Name {[(2,2-dihydroxyethyl)[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexyl]amino]methyl}phosphonic acid ChemAxon
Traditional IUPAC Name [(2,2-dihydroxyethyl)[(2R,3S,4S,5R)-2,3,4,5-tetrahydroxy-6-(phosphonooxy)hexyl]amino]methylphosphonic acid ChemAxon
Molecular Weight 415.2253 ChemAxon
Monoisotopic Weight 415.064462851 ChemAxon
SMILES OC(O)CN(C[C@@H](O)[C@H](O)[C@@H](O)[C@H](O)COP(O)(O)=O)CP(O)(O)=O ChemAxon
Molecular Formula C9H23NO13P2 ChemAxon
InChI InChI=1S/C9H23NO13P2/c11-5(1-10(2-7(13)14)4-24(17,18)19)8(15)9(16)6(12)3-23-25(20,21)22/h5-9,11-16H,1-4H2,(H2,17,18,19)(H2,20,21,22)/t5-,6-,8+,9+/m1/s1 ChemAxon
InChIKey InChIKey=ATILYNKCRYHYEP-YGBUUZGLSA-N ChemAxon
Polar Surface Area (PSA) 248.91 ChemAxon
Refractivity 78.9 ChemAxon
Polarizability 33.79 ChemAxon
Rotatable Bond Count 12 ChemAxon
H Bond Acceptor Count 13 ChemAxon
H Bond Donor Count 10 ChemAxon
pKa (strongest acidic) -0.8 ChemAxon
pKa (strongest basic) 5.55 ChemAxon
Physiological Charge -3 ChemAxon
Number of Rings 0 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • 2-dehydro-3-deoxyphosphooctonate aldolase : in Shigella flexneri
  • 2-dehydro-3-deoxyphosphooctonate aldolase : in Aquifex aeolicus (strain VF5)