CAS 507-60-8|Scilliroside|red squill|(1R,2R,5S,8R,10S,11R,14S,15R)-10,11-dihydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracy...

General Information

Structure

Molecular Formula

C₃₂H₄₄O₁₂

Molecular Mass

620.68456

Exact Mass

620.28327685

Charge

InChI

InChI=1S/C32H44O12/c1-16(34)42-21-13-31(39)23(8-10-30(3)19(7-11-32(30,31)40)17-4-5-24(35)41-15-17)29(2)9-6-18(12-20(21)29)43-28-27(38)26(37)25(36)22(14-33)44-28/h4-5,12,15,18-19,21-23,25-28,33,36-40H,6-11,13-14H2,1-3H3/t18-,19+,21+,22+,23+,25+,26-,27+,28+,29-,30+,31-,32+/m0/s1

InChIKey

LSMIOFMZNVEEBR-ICLSSMQGSA-N

Canonic Smiles

OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=C2)[C@H](OC(=O)C)C[C@@]2([C@@H]3CC[C@]3([C@]2(O)CC[C@@H]3c2ccc(=O)oc2)C)O)C)[C@@H]([C@H]([C@@H]1O)O)O

Isomeric Smiles

CC(=O)O[C@@H]1C[C@@]2([C@H](CC[C@]3([C@@]2(CC[C@@H]3c2coc(=O)cc2)O)C)[C@@]2(C1=C[C@H](CC2)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)O

Calculated Properties

JChem

Acid pKa

12.151695

H Acceptors

H Donor

LogD (pH = 5.5)

-0.60961825

LogD (pH = 7.4)

-0.6096258

Log P

-0.6096181

Molar Refractivity

153.5955

Polarizability

61.400562

Polar Surface Area

192.44

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Scilliroside

IUPAC Traditional name

red squill

IUPAC name

(1R,2R,5S,8R,10S,11R,14S,15R)-10,11-dihydroxy-2,15-dimethyl-14-(2-oxo-2H-pyran-5-yl)-5-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-8-yl acetate

Names and Identifiers

Registration numbers

KEGG ID

CAS Number

PubChem CID

Wikipedia Title

PubChem SID