CAS 508-77-0|(1S,2S,5S,7S,10R,11S,14R,15R)-7,11-dihydroxy-5-{[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0?,?.0??,??]heptadec...

General Information

Structure

Molecular Formula

C₃₀H₄₄O₉

Molecular Mass

548.66496

Exact Mass

548.29853299

Charge

InChI

InChI=1S/C30H44O9/c1-17-26(33)23(36-3)13-25(38-17)39-19-4-9-28(16-31)21-5-8-27(2)20(18-12-24(32)37-15-18)7-11-30(27,35)22(21)6-10-29(28,34)14-19/h12,16-17,19-23,25-26,33-35H,4-11,13-15H2,1-3H3/t17-,19+,20-,21+,22-,23+,25+,26-,27-,28+,29+,30+/m1/s1

InChIKey

XQCGNURMLWFQJR-ZNDDOCHDSA-N

Canonic Smiles

CO[C@H]1C[C@H](O[C@H]2CC[C@]3([C@](C2)(O)CC[C@@H]2[C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3C2=CC(=O)OC2)C)C=O)O[C@@H]([C@H]1O)C

Isomeric Smiles

O=C1OCC(=C1)[C@H]1CC[C@@]2(O)[C@]1(C)CC[C@H]1[C@H]2CC[C@]2(O)C[C@@H](O[C@@H]3O[C@@H]([C@@H](O)[C@@H](OC)C3)C)CC[C@]12C=O

Calculated Properties

JChem

Acid pKa

7.182636

H Acceptors

H Donor

LogD (pH = 5.5)

1.6792576

LogD (pH = 7.4)

1.2658257

Log P

1.688176

Molar Refractivity

140.027

Polarizability

56.244003

Polar Surface Area

131.75

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Names and Identifiers

IUPAC name

(1S,2S,5S,7S,10R,11S,14R,15R)-7,11-dihydroxy-5-{[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0?,?.0??,??]heptadecane-2-carbaldehyde (1S,2S,5S,7S,10R,11S,14R,15R)-7,11-dihydroxy-5-{[(2R,4S,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-15-methyl-14-(5-oxo-2,5-dihydrofuran-3-yl)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecane-2-carbaldehyde

IUPAC Traditional name

cymarin

Synonyms

STROPHANTHIN KK-strophanthidin-D-cymarosideCYMARINK-Strophanthin-αCymarinK-Strophanthin-α

Names and Identifiers

Registration numbers

EC Number

208-087-9

CAS Number

508-77-0

PubChem CID

441853