CAS 2751-09-9|troleandomycin|Troleandomycin|(3S,5R,6S,7S,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyloxan-2-yl]oxy}-12-{[(2R,4S,5S,6S)-5-(acetyloxy)-4-methoxy-...

General Information

Structure

Molecular Formula

C₄₁H₆₇NO₁₅

Molecular Mass

813.96838

Exact Mass

813.45107045

Charge

InChI

InChI=1S/C41H67NO15/c1-19-17-41(18-49-41)38(46)23(5)34(53-27(9)43)21(3)25(7)52-39(47)24(6)35(56-32-16-31(48-14)36(26(8)51-32)54-28(10)44)22(4)33(19)57-40-37(55-29(11)45)30(42(12)13)15-20(2)50-40/h19-26,30-37,40H,15-18H2,1-14H3/t19-,20+,21-,22+,23+,24+,25+,26-,30-,31-,32-,33-,34-,35-,36-,37+,40-,41-/m0/s1

InChIKey

LQCLVBQBTUVCEQ-MCQAQMIOSA-N

Canonic Smiles

CO[C@H]1C[C@@H](O[C@H]([C@@H]1OC(=O)C)C)O[C@H]1[C@H](C)[C@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2OC(=O)C)N(C)C)[C@@H](C)C[C@@]2(OC2)C(=O)[C@@H]([C@H]([C@H]([C@H](OC(=O)[C@@H]1C)C)C)OC(=O)C)C

Isomeric Smiles

O=C(O[C@@H]1[C@@H](N(C)C)C[C@H](O[C@H]1O[C@H]1[C@H]([C@H](O[C@@H]2O[C@H]([C@H](OC(=O)C)[C@@H](OC)C2)C)[C@H](C(=O)O[C@H](C)[C@H](C)[C@H](OC(=O)C)[C@H](C(=O)[C@]2(OC2)C[C@@H]1C)C)C)C)C)C

Calculated Properties

JChem

Acid pKa

16.753065

H Acceptors

H Donor

LogD (pH = 5.5)

1.9603862

LogD (pH = 7.4)

3.7044063

Log P

4.298515

Molar Refractivity

201.147

Polarizability

82.35146

Polar Surface Area

184.19

Rotatable Bonds

Lipinski's Rule of Five

false

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC Traditional name

troleandomycin

Synonyms

Troleandomycin

IUPAC name

(3S,5R,6S,7S,8R,11R,12S,13R,14S,15S)-14-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyloxan-2-yl]oxy}-12-{[(2R,4S,5S,6S)-5-(acetyloxy)-4-methoxy-6-methyloxan-2-yl]oxy}-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadecan-6-yl acetate

Names and Identifiers

Registration numbers

CHEMBL

564085

DrugBank ID

DB01361

PubChem CID

5284630

Unique Ingredient Identifier

C4DZ64560D

Chemspider ID

4447675