6-Demethyltetracycline

Details

• Internal ID: e6d80bd2-0c20-4354-aee1-d9239657b84f
• Taxonomy: Phenylpropanoids and polyketides > Tetracyclines
• IUPAC Name: (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• InChI: InChI=1S/C21H22N2O8/c1-23(2)14-9-6-8-12(16(26)11-7(15(8)25)4-3-5-10(11)24)18(28)21(9,31)19(29)13(17(14)27)20(22)30/h3-5,8-9,14-15,24-26,29,31H,6H2,1-2H3,(H2,22,30)/t8-,9-,14-,15+,21-/m0/s1
• InChI Key: RMVMLZHPWMTQGK-SOUFLCLCSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₈
• Molecular Weight: 430.40 g/mol
• Exact Mass: 430.13761566 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.55
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

• 987-02-0
• A IX
• CL 22415
• Demethyltetracycline
• TV240CH11P
• CL-22415
• Demecyclin
• 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-2-naphthacenecarboxamide
• Demeciclina
• Demecyclinum
• (4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• 6-Demethyltetracyclin
• Demecycline [USAN:INN]
• Demecyclinum [INN-Latin]
• Demeciclina [INN-Spanish]
• UNII-TV240CH11P
• CL 22415; Demethyltetracycline; Floricina
• 6-demethyltetracycline
• Antibiotic RP-6798
• A-IX
• DEMECYCLINE [INN]
• Demecycline (USAN/INN)
• DEMECYCLINE [USAN]
• SCHEMBL194288
• CHEMBL2106517
• NIOSH/CB9564000
• DTXSID001024794
• 2-NAPHTHACENECARBOXAMIDE, 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,6,10,12,12A-PENTAHYDROXY-1,11-DIOXO-, (4S-(4.ALPHA.,4A.ALPHA.,5A.ALPHA.,6.BETA.,12A.ALPHA.))-
• AKOS040748232
• RP-6798
• 4beta-Dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6alpha,10,12,12abeta-pentahydro-1,11-dioxo-2-naphthacencarboxamid
• HY-108971
• CB95640000
• CS-0033830
• D03681
• Q27290401
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-1,11-dioxo-, (4S-(4alpha,4aalpha,5aalpha,6beta,12alpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9218	92.18%
Caco-2	-	0.5966	59.66%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6787	67.87%
OATP2B1 inhibitior	-	0.5197	51.97%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9838	98.38%
BSEP inhibitior	-	0.8552	85.52%
P-glycoprotein inhibitior	-	0.9013	90.13%
P-glycoprotein substrate	+	0.6823	68.23%
CYP3A4 substrate	+	0.6539	65.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8061	80.61%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.9135	91.35%
CYP2C19 inhibition	-	0.9221	92.21%
CYP2D6 inhibition	-	0.9263	92.63%
CYP1A2 inhibition	-	0.9092	90.92%
CYP2C8 inhibition	-	0.9297	92.97%
CYP inhibitory promiscuity	-	0.7541	75.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6906	69.06%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9673	96.73%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	+	0.5972	59.72%
Human Ether-a-go-go-Related Gene inhibition	-	0.4329	43.29%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.9778	97.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.7459	74.59%
Acute Oral Toxicity (c)	III	0.6681	66.81%
Estrogen receptor binding	+	0.5451	54.51%
Androgen receptor binding	+	0.5312	53.12%
Thyroid receptor binding	-	0.6389	63.89%
Glucocorticoid receptor binding	+	0.5710	57.10%
Aromatase binding	-	0.5908	59.08%
PPAR gamma	-	0.4867	48.67%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9467	94.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.56%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.52%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.68%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.46%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.63%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.85%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.39%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.47%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.84%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.10%	94.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.57%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.40%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	80.63%	90.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.51%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54682469
• LOTUS: LTS0206535
• wikiData: Q77488950