Achromycin

Details

• Internal ID: 6ba62e3b-5894-4487-80b1-7b3b8c1fc89f
• Taxonomy: Phenylpropanoids and polyketides > Tetracyclines
• IUPAC Name: 4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• 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)
• InChI Key: NWXMGUDVXFXRIG-UHFFFAOYSA-N
• Popularity: 22,740 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₈
• Molecular Weight: 444.40 g/mol
• Exact Mass: 444.15326573 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -0.37
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

• 4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
• RefChem:915014
• HYDROCORTISONE; TETRACYCLINE HYDROCHLORIDE
• PROCAINE HYDROCHLORIDE; TETRACYCLINE HYDROCHLORIDE
• Sanclomycine
• Abramycin
• Tetraverine
• Bristaciclina
• Neocycline
• Sigmamycin
• Robitet
• Steclin
• Lemtrex (base)
• Bristacycline
• Democracin
• Bristaciclin .alpha.
• Liquamycin, veterinary
• Agromicina
• Ambramicina
• Ambramycin
• Biocycline
• Cefracycline
• Criseociclina
• Cyclomycin
• Lexacycline
• Mericycline
• Omegamycin
• Orlycycline
• Purocyclina
• Roviciclina
• Tetradecin
• Tsiklomitsin
• Vetacyclinum
• Ciclibion
• Copharlan
• Panmycin
• Tetrabon
• Tetrafil
• Veracin
• Tetracycline I
• SK-Tetracycline
• Tetracycline II
• Tetra-Co
• Piracaps (base)
• Centet (base)
• 4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• Abricycline
• Enterocycline
• Limecycline
• Liquamycin
• Medocycline
• Micycline
• Resteclin
• Amycin
• Cytome
• Vetquamycin-324 (free base)
• Bio-tetra
• (-)-Tetracycline
• Cefracycline suspension
• NSC69343
• T-125
• Tetracycline (internal use)
• SR-01000311198
• Acromicina
• Dispatetrin
• Tetracyclinbase
• Tetraseptine
• Ibicyn
• Tetra-Proter
• NSC108579
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-
• 6-Methyl-1,11-dioxy-2-naphthacenecarboxamide
• Talsutin (Salt/Mix)
• Dumocyclin (Salt/Mix)
• component of Tetrastatin
• Mysteclin-F (Salt/Mix)
• Bristacycline (Salt/Mix)
• MLS001183730
• SCHEMBL2614976
• SCHEMBL4092221
• SCHEMBL4092232
• CHEMBL1315061
• CHEMBL1970834
• SCHEMBL16245310
• SCHEMBL29537397
• Achromycin, naphthacene derivative
• OFVLGDICTFRJMM-UHFFFAOYSA-N
• BDBM136690
• HMS2232B22
• HMS5086N12
• (4S,4aS,5aS,6S,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.)]-
• EBC-69041
• MFCD00066847
• STK177206
• AKOS000715021
• AKOS022060566
• US8865686, Table 1, Compound 1
• NCGC00018244-02
• NCGC00181125-01
• NCGC00188941-01
• FT180092
• NCI60_000202
• SMR000677914
• SR-01000311198-1
• SR-01000311198-2
• WLN: L E6 C666 BV FV CU GUTTT&J DQ EQ GVZ HQ IN1&1 MQ M1 RQ
• 116660-71-0
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo, (4S,4aS,5aS,6S,12aS)-
• 2-Naphthacenecarboxamide,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.)]-
• 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide, [4S-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.)]-
• 4-(Dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydro-2-naphthacenecarboxamide, [4S-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.)]-
• 4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9465	94.65%
Caco-2	+	0.8145	81.45%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5756	57.56%
OATP2B1 inhibitior	+	0.5400	54.00%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8216	82.16%
P-glycoprotein inhibitior	-	0.8691	86.91%
P-glycoprotein substrate	+	0.8484	84.84%
CYP3A4 substrate	+	0.6003	60.03%
CYP2C9 substrate	-	0.8536	85.36%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	-	0.9882	98.82%
CYP inhibitory promiscuity	-	0.7810	78.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7140	71.40%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9606	96.06%
Skin irritation	-	0.7792	77.92%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.5228	52.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3965	39.65%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	-	0.8478	84.78%
Respiratory toxicity	+	0.9889	98.89%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.7701	77.01%
Acute Oral Toxicity (c)	III	0.7834	78.34%
Estrogen receptor binding	-	0.6370	63.70%
Androgen receptor binding	+	0.6158	61.58%
Thyroid receptor binding	-	0.6682	66.82%
Glucocorticoid receptor binding	-	0.6092	60.92%
Aromatase binding	-	0.5200	52.00%
PPAR gamma	+	0.5776	57.76%
Honey bee toxicity	-	0.8977	89.77%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	98.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.61%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.66%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.97%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	88.32%	94.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.28%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	87.10%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.72%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.39%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.90%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.58%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL4208	P20618	Proteasome component C5	81.96%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54685734
• LOTUS: LTS0276329
• wikiData: Q105102871