CAS 90996-54-6|Rhizoxin|(1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[...

General Information

Structure

Molecular Formula

C₃₅H₄₇NO₉

Molecular Mass

625.74898

Exact Mass

625.32508209

Charge

InChI

InChI=1S/C35H47NO9/c1-19(13-25-18-41-23(5)36-25)9-8-10-21(3)32(40-7)22(4)27-17-29(37)35(6)30(45-35)12-11-20(2)26-14-24(16-31(38)42-26)15-28-33(43-28)34(39)44-27/h8-13,18,20,22,24,26-30,32-33,37H,14-17H2,1-7H3/t20-,22+,24?,26?,27+,28+,29+,30-,32+,33-,35+/m1/s1

InChIKey

OWPCHSCAPHNHAV-VAZCCIPCSA-N

Canonic Smiles

CO[C@H]([C@H]([C@H]1OC(=O)[C@@H]2O[C@@H]2C[C@H]2CC(=O)O[C@H](C2)[C@@H](C=C[C@@H]2[C@@]([C@H](C1)O)(C)O2)C)C)/C(=C/C=C/C(=C/c1coc(n1)C)/C)/C

Isomeric Smiles

O=C1C[C@@H]2C[C@@H]3[C@@H](O3)C(=O)O[C@@H](C[C@@H]([C@]3([C@@H](C=C[C@H]([C@@H](C2)O1)C)O3)C)O)[C@H](C)[C@@H](OC)/C(=C/C=C/C(=C/c1coc(C)n1)/C)/C

Calculated Properties

JChem

Acid pKa

13.824323

H Acceptors

H Donor

LogD (pH = 5.5)

3.7225552

LogD (pH = 7.4)

3.72256

Log P

3.7225602

Molar Refractivity

168.6673

Polarizability

65.63601

Polar Surface Area

133.15

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

Rhizoxin

IUPAC Traditional name

(1S,3S,5R,8S,10S,11S,13R,16R,17R)-10-hydroxy-8-[(2S,3R)-3-methoxy-4,8-dimethyl-9-(2-methyl-1,3-oxazol-4-yl)nona-4,6,8-trien-2-yl]-11,16-dimethyl-4,7,12,18-tetraoxatetracyclo[15.3.1.0³,⁵.0¹¹,¹³]henicos-14-ene-6,19-dione

IUPAC name

Names and Identifiers

Registration numbers

CHEMBL

CAS Number

PubChem CID

Wikipedia Title

PubChem SID