CAS 99486-49-4|(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[22.3.1.114,17.0<sup...

General Information

Structure

Molecular Formula

C₂₉H₃₄O₁₁

Molecular Mass

558.57366

Exact Mass

558.21011191

Charge

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

Canonic 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

Isomeric 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

Calculated Properties

JChem

Acid pKa

12.678711

H Acceptors

H Donor

LogD (pH = 5.5)

0.4133861

LogD (pH = 7.4)

0.41338387

Log P

0.41338614

Molar Refractivity

136.7157

Polarizability

54.20877

Polar Surface Area

142.65

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

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[22.3.1.1¹⁴,¹⁷.0¹,³.0⁷,¹².0⁷,¹⁶]nonacosane-15,2'-oxirane]-10,20,23-trien-9-yl acetate

Synonyms

Myrotoxin B

IUPAC Traditional name