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Tetracycline

Athanor · official

C22H24N2O8 · 444.4 g/mol

IUPAC name: (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

Also called Sumycin, Achromycin

DrugsNatural products
Open in Athanor
The structure of Tetracycline
Drawn from its SMILES with RDKit

Names and identifiers

IUPAC name
(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
Synonyms
Sumycin, Achromycin, Deschlorobiomycin
+ 36 more

Tsiklomitsin, Tetraciclina, Tetracyclinum, Abramycin, Ambramycin, Panmycin, Tetracyclin, Tetracyn, Cyclopar, Liquamycin, Omegamycin, Tetrazyklin, Tetracycline HCl, Achromycin V, Agromicina, Ambramicina, Criseociclina, Purocyclina, Tetradecin, Tetraverine, Tsiklomistsin, Vetacyclinum, Tetrabon, Tetrafil, Cefracycline, Abricycline, Biocycline, Ciclibion, Copharlan, Cyclomycin, Democracin, Lexacycline, Limecycline, Mericycline, Micycline, Orlycycline

Molecular formula
C22H24N2O8
Empirical formula
C11H12NO4
Molecular weight
444.4 g/mol
Exact mass
444.15327
CAS number
60-54-8
PubChem CID
54675776
Canonical SMILES
CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
Isomeric SMILES
C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O
InChI
InChI=1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1
InChIKey
NWXMGUDVXFXRIG-WESIUVDSSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
32
Rings
4
Aromatic rings
1
Fraction sp³ carbons (Fsp3)
0.41
H-bond donors
6
H-bond acceptors
9
Rotatable bonds
2
TPSA (Ų)
181.6 computed here · PubChem 182
Formal charge
0
XLogP3
-2 PubChem
Complexity
971 PubChem
Stereocenters
5 definedCIP: C4: S · C13: S · C27: S · C30: S · C32: S
Double-bond geometry
None specified
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C59.46%
  • H5.44%
  • N6.30%
  • O28.80%

Isotope pattern

100%444.15325%445.1564.7%446.159447.161

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-0.21 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-2.47 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
4.47 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 444.44
  • log P ≤ 5 (Crippen): -0.21
  • H-bond donors ≤ 5: 6
  • H-bond acceptors ≤ 10: 9

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

No GHS hazard classification was found in the sources.

Safety data sheets on the supplier’s page: Molport, LGC Standards, Enamine.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  2. [2]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  3. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  4. ·Literature on PubChem

Data last updated 2026-10-14.