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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H22N2O7
Molecular Weight 414.4086
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SANCYCLINE

SMILES

[H][C@@]12CC3=CC=CC(O)=C3C(=O)C1=C(O)[C@]4(O)C(=O)C(C(N)=O)=C(O)[C@@H](N(C)C)[C@]4([H])C2

InChI

InChIKey=XDVCLKFLRAWGIT-ADOAZJKMSA-N
InChI=1S/C21H22N2O7/c1-23(2)15-10-7-9-6-8-4-3-5-11(24)12(8)16(25)13(9)18(27)21(10,30)19(28)14(17(15)26)20(22)29/h3-5,9-10,15,24,26-27,30H,6-7H2,1-2H3,(H2,22,29)/t9-,10-,15-,21-/m0/s1

HIDE SMILES / InChI

Description
Sources: Semi-synthetic antibiotic related to tetracycline. Beereboom et al., J. Am. Chem. Soc. 82, 1003 (1960);

There is a little information around sancycline. It is known, that it was synthesized by Conover and co-workers in 1962 and it was antibacterial compound. It was proposed that sancycline binds to the 30S of bacterial ribosomal subunit and inhibiting protein translation by blocking entry of aminoacyl-tRNA into the ribosome A site.

Originator

Sources: Conover L.H. et al. J. Am. Chem. Soc. 1962, 84, 3222.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: batcerial 30S ribosomal subunit
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
SANCYCLINE
INN   MI   USAN  
INN   USAN  
Official Name English
GS 2147
Code English
4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
Systematic Name English
2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,10,12,12A-TETRAHYDROXY-1,11-DIOXO-, (4S,4AS,5AR,12AS)-
Systematic Name English
GS-2147
Code English
BONOMYCIN
Brand Name English
SANCYCLINE [USAN]
Common Name English
SANCYCLINE [MI]
Common Name English
sancycline [INN]
Common Name English
6-DEMETHYL-6-DEOXYTETRACYCLINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1595
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
Code System Code Type Description
CAS
808-26-4
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
PRIMARY
PUBCHEM
54688686
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EPA CompTox
DTXSID5057836
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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ChEMBL
CHEMBL2009312
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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DRUG CENTRAL
3828
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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INN
1841
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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SMS_ID
100000084071
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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NCI_THESAURUS
C98033
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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MERCK INDEX
m922
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
PRIMARY Merck Index
EVMPD
SUB10440MIG
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
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FDA UNII
ODN00F2SJG
Created by admin on Fri Dec 15 19:01:37 GMT 2023 , Edited by admin on Fri Dec 15 19:01:37 GMT 2023
PRIMARY