2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-sulfanylpropanoic acid

• ChemBase ID: 209055
• Molecular Formular: C28H39NO9S
• Molecular Mass: 565.67556
• Monoisotopic Mass: 565.23455283
• SMILES: [C@]12([C@@](C(=O)COC(=O)CCC(=O)NC(C(=O)O)CS)(CC[C@H]1[C@H]1[C@@H]([C@@]3(C(=CC(=O)CC3)CC1)C)[C@H](C2)O)O)C
• Canonical SMILES: SCC(C(=O)O)NC(=O)CCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C28H39NO9S/c1-26-9-7-16(30)11-15(26)3-4-17-18-8-10-28(37,27(18,2)12-20(31)24(17)26)21(32)13-38-23(34)6-5-22(33)29-19(14-39)25(35)36/h11,17-20,24,31,37,39H,3-10,12-14H2,1-2H3,(H,29,33)(H,35,36)/t17-,18-,19?,20-,24+,26-,27-,28-/m0/s1
• InChIKey: HFFSTHNVLCSKNL-FGCYAQNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-sulfanylpropanoic acid
• IUPAC Traditional name: 2-(4-{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}-4-oxobutanamido)-3-sulfanylpropanoic acid

Database IDs

• PubChem SID: 164264965
• PubChem CID: 16402578

CALCULATED PROPERTIES

• Acid pKa: 3.5595472
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.8811845
• LogD (pH = 7.4): -2.3044443
• Log P: 1.0531876
• Molar Refractivity: 142.4685 cm^3
• Polarizability: 56.228252 Å^3
• Polar Surface Area: 167.3 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds