[(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-[(acetyloxy)methyl]-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.02,6.02,14.08,13.010,12.017,19.020,24]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate

• ChemBase ID: 304831
• Molecular Formular: C38H44O11
• Molecular Mass: 676.74936
• Monoisotopic Mass: 676.28836223
• SMILES: C\1(=C(\C)/C(=O)OC)/C(=O)[C@@H]([C@@]2(C3=C([C@@H]4[C@H]2C4)C[C@@H]2[C@]4([C@@H]13)C(=C(C(=O)O4)COC(=O)C)C[C@@H]1[C@@]2([C@H]2[C@@H]([C@]1(COC(=O)/C(=C/C)/C)O)C2)C)C)O
• Canonical SMILES: COC(=O)/C(=C/1\C(=O)[C@H](O)[C@@]2(C3=C(C[C@@H]4[C@@]5([C@@H]13)OC(=O)C(=C5C[C@@H]1[C@]4(C)[C@@H]3C[C@@H]3[C@@]1(O)COC(=O)/C(=C/C)/C)COC(=O)C)[C@@H]1[C@H]2C1)C)/C
• InChI: InChI=1S/C38H44O11/c1-8-15(2)32(42)48-14-37(45)24-11-23(24)35(5)25(37)12-22-20(13-47-17(4)39)34(44)49-38(22)26(35)10-19-18-9-21(18)36(6)28(19)29(38)27(30(40)31(36)41)16(3)33(43)46-7/h8,18,21,23-26,29,31,41,45H,9-14H2,1-7H3/b15-8+,27-16-/t18-,21-,23-,24+,25-,26+,29+,31+,35+,36+,37+,38+/m1/s1
• InChIKey: WZKZSZYDBUUHLB-IBBKUXAASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-[(acetyloxy)methyl]-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^2,^6.0^2,^1^4.0^8,^1^3.0^1^0,^1^2.0^1^7,^1^9.0^2^0,^2^4]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate
• IUPAC Traditional name: [(1R,2S,8R,9S,10S,12R,13S,14S,17S,19R,20S,21R,23Z)-5-[(acetyloxy)methyl]-9,21-dihydroxy-23-(1-methoxy-1-oxopropan-2-ylidene)-13,20-dimethyl-4,22-dioxo-3-oxaoctacyclo[14.7.1.0^2,^6.0^2,^1^4.0^8,^1^3.0^1^0,^1^2.0^1^7,^1^9.0^2^0,^2^4]tetracosa-5,16(24)-dien-9-yl]methyl (2E)-2-methylbut-2-enoate
• Synonyms: Chlorahololide D

Database IDs

• CAS Number: 943136-39-8

CALCULATED PROPERTIES

• Acid pKa: 3.9446177
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.1114669
• LogD (pH = 7.4): 0.35386083
• Log P: 2.6033177
• Molar Refractivity: 173.846 cm^3
• Polarizability: 68.41712 Å^3
• Polar Surface Area: 162.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder