CAS 26098-04-4|GENTAMICIN C1A|(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol|@gen...

General Information

Structure

Molecular Formula

C₁₉H₃₉N₅O₇

Molecular Mass

449.54226

Exact Mass

449.28494861

Charge

InChI

InChI=1S/C19H39N5O7/c1-19(27)7-28-18(13(26)16(19)24-2)31-15-11(23)5-10(22)14(12(15)25)30-17-9(21)4-3-8(6-20)29-17/h8-18,24-27H,3-7,20-23H2,1-2H3/t8-,9+,10-,11+,12-,13+,14+,15-,16+,17+,18+,19-/m0/s1

InChIKey

VEGXETMJINRLTH-BOZYPMBZSA-N

Canonic Smiles

NC[C@@H]1CC[C@H]([C@H](O1)O[C@@H]1[C@@H](N)C[C@H]([C@@H]([C@H]1O)O[C@H]1OC[C@]([C@@H]([C@H]1O)NC)(C)O)N)N

Isomeric Smiles

CN[C@@H]1[C@@H](O)[C@H](OC[C@]1(C)O)O[C@H]1[C@H](N)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)CC[C@H]2N)[C@@H]1O

Calculated Properties

JChem

LogD (pH = 7.4)

-11.13

LogD (pH = 5.5)

-17.76

Log P

-3.99

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

9.77

Polar Surface Area

213.72

Polarizability

47.44

Molar Refractivity

108.83

LOG S

-0.34

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

GENTAMICIN C1Agentamycin C1aGentamicin C1aGentamycin C12O-3-deoxy-4-C-methyl-3-(methylamino)-beta-L-arabinopyranosyl-(1-6)-O-(2,6-diamino-2,3,4,6-tetradeoxy-alpha-D-erythro-hexopyranosyl-(1-4))-2-deoxy-D-streptamine

IUPAC name

(2R,3R,4R,5R)-2-{[(1S,2S,3R,4S,6R)-4,6-diamino-3-{[(2R,3R,6S)-3-amino-6-(aminomethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}-5-methyl-4-(methylamino)oxane-3,5-diol

IUPAC Traditional name

@gentamicin C1A gentamicin C1A

Names and Identifiers

Registration numbers

PubChem SID

160967711465057248145580

PubChem CID

72396

KEGG ID

C00908

BRENDA Database

2.7.7.463.6.5.32.3.1.602.3.1.812.3.1.592.3.1.82