(1S,3S,7R,9S,12R,14R,15S,16S,17R,20Z,23E,28S)-28-hydroxy-10,16-dimethyl-4,19-dioxo-2,5,13,18,25-pentaoxaspiro[hexacyclo[22.3.1.114,17.01,3.07,12.07,16]nonacosane-15,2'-oxirane]-10,20,23-trien-9-yl acetate

• ChemBase ID: 128487
• Molecular Formular: C29H34O11
• Molecular Mass: 558.57366
• Monoisotopic Mass: 558.21011191
• SMILES: CC1=C[C@@H]2[C@@]3([C@]4(C)[C@]5(CO5)[C@@H](C[C@H]4OC(=O)/C=C\C/C=C/4\[C@@H]([C@]5([C@@H](C(=O)OC3)O5)CCO4)O)O2)C[C@@H]1OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1C[C@@]23COC(=O)[C@H]4O[C@@]54CCO/C(=C/C/C=C\C(=O)O[C@H]4[C@@]3(C)[C@@]3([C@H](O[C@@H]2C=C1C)C4)CO3)/[C@@H]5O
• InChI: InChI=1S/C29H34O11/c1-15-10-20-27(12-18(15)37-16(2)30)13-35-25(33)24-28(40-24)8-9-34-17(23(28)32)6-4-5-7-22(31)39-19-11-21(38-20)29(14-36-29)26(19,27)3/h5-7,10,18-21,23-24,32H,4,8-9,11-14H2,1-3H3/b7-5-,17-6+/t18-,19+,20+,21+,23-,24+,26+,27+,28-,29-/m0/s1
• InChIKey: BDPRKFBFVAVFJK-RGGAHHMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3S,7R,9S,12R,14R,15S,16S,17R,20Z,23E,28S)-28-hydroxy-10,16-dimethyl-4,19-dioxo-2,5,13,18,25-pentaoxaspiro[hexacyclo[22.3.1.1^1^4,^1^7.0^1,^3.0^7,^1^2.0^7,^1^6]nonacosane-15,2'-oxirane]-10,20,23-trien-9-yl acetate
• IUPAC Traditional name: (1S,3S,7R,9S,12R,14R,15S,16S,17R,20Z,23E,28S)-28-hydroxy-10,16-dimethyl-4,19-dioxo-2,5,13,18,25-pentaoxaspiro[hexacyclo[22.3.1.1^1^4,^1^7.0^1,^3.0^7,^1^2.0^7,^1^6]nonacosane-15,2'-oxirane]-10,20,23-trien-9-yl acetate
• Synonyms: Myrotoxin B

Database IDs

• CAS Number: 99486-49-4
• PubChem SID: 162222794
• PubChem CID: 6540635; 71308242
• Wikipedia Title: Myrotoxin_B

CALCULATED PROPERTIES

• Acid pKa: 12.678711
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 0.4133861
• LogD (pH = 7.4): 0.41338387
• Log P: 0.41338614
• Molar Refractivity: 136.7157 cm^3
• Polarizability: 54.20877 Å^3
• Polar Surface Area: 142.65 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 195–197 °C