Compound Summary
methacycline
Compound Information
methacycline
Compound Name: | methacycline |
Compound CID: | 54675785 |
Synonyms: | methacycline Metacycline 914-00-1 Rondomycin Methylenecycline More... |
Iupac Name: | (4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
InChI: | InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25-27,30,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 |
InChIKey: | XIYOPDCBBDCGOE-IWVLMIASSA-N |
Canonical Smiles: | CN(C)C1C2C(C3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)C2(C(=C(C1=O)C(=O)N)O)O)O)O |
Isomeric Smiles: | CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C(=CC=C4)O)C(=C3C(=O)[C@@]2(C(=C(C1=O)C(=O)N)O)O)O)O |
Molecular Weight: | 442.4 |
Molecular Formula: | C22H22N2O8 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
methacycline
Molecular Weight: | 442.4 |
Molecular Formula: | C22H22N2O8 |
Hydrogen Bond Donor Count: | 6 |
Hydrogen Bond Acceptor Count: | 9 |
Rotatable Bond Count: | 2 |
Heavy Atom Count: | 32 |
Complexity: | 998 |
Synonyms
methacycline
| methacycline | methacycline |
|---|---|
methacycline |
Metacycline |
914-00-1 |
Rondomycin |
Methylenecycline |
Tri-methacycline |
Methacyclinum |
6-Methyleneoxytetracycline |
Metacyclinum |
Metaciclina |
6-Methylene-5-oxytetracycline |
6-Methylene-5-hydroxytetracycline |
6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline |
Bialatan |
6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline |
GS-2876 |
Methacycline base |
UNII-IR235I7C5P |
Metacycline (INN) |
Methacycline amphoteric |
C22H22N2O8 |
CHEBI:6805 |
IR235I7C5P |
Metacycline INN |
Oxytetracycline, 6-methylene- |
(4S,4aR,5S,5aR,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
Metacyclinum INN-Latin |
Methacycline USAN:BAN |
Metaciclina INN-Spanish |
Metacycline hydrochloride |
4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-2-naphthacenecarboxamide |
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide |
2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4S,4aR,5S,5aR,12aS)- |
GS 2876 |
Methacycline (USAN) |
HSDB 3118 |
EINECS 213-017-5 |
MOTC |
2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-, (4S-(4alpha,4aalpha,5alpha,5aalpha,12aalpha))- |
Spectrum_000381 |
Prestwick0_000964 |
Prestwick1_000964 |
Prestwick2_000964 |
Prestwick3_000964 |
Spectrum2_001398 |
Spectrum3_000917 |
Spectrum4_001016 |
Spectrum5_001576 |
SCHEMBL4014 |
SCHEMBL4015 |
BSPBio_000967 |
KBioGR_001511 |
KBioSS_000861 |
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide |
DivK1c_000591 |
SPBio_001416 |
SPBio_002888 |
BPBio1_001065 |
CHEMBL249837 |
DTXSID2023272 |
SCHEMBL19555132 |
KBio1_000591 |
KBio2_000861 |
KBio2_003429 |
KBio2_005997 |
KBio3_001894 |
NINDS_000591 |
KUC106428N |
BCP24961 |
KSC-12-231A |
ZINC4019716 |
8169AH |
BDBM50103629 |
ZINC85650610 |
AKOS015961140 |
ZINC100017626 |
DB00931 |
MCULE-8490229191 |
IDI1_000591 |
NCGC00179358-01 |
NCGC00179358-03 |
NCGC00179358-05 |
AC-13213 |
SBI-0051637.P002 |
AB00514707 |
C07654 |
D04972 |
AB00053593-03 |
AB00053593_04 |
AB00053593_05 |
Q2365033 |
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylene-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide |
Experimental Data
methacycline
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 0.100000000000000 | mM | Unclear | N2 | 33683565 | ||||||||
| Caenorhabditis elegans | 0.100000000000000 | mM | 4.580000000000000 | 5.000000000000000 | 0.090000000000000 | 9.300000000000000 | 10.750000000000000 | 0.160000000000000 | NS | N2 | 30420336 | Inactive |
Experimental Data Visualization
methacycline
Statistics Data
methacycline
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.090000000000000 | 0.160000000000000 | 2 | 2 |
Statistics Data Visualization
methacycline
