1-Hydroxysulfurmycin B

Details

• Internal ID: ad747608-f650-48e6-9bbd-b5a5f8460a0e
• Taxonomy: Phenylpropanoids and polyketides > Anthracyclines
• IUPAC Name: methyl 4-[4-(dimethylamino)-5-[(5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl)oxy]-6-methyloxan-2-yl]oxy-2,5,7,10-tetrahydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate
• SMILES (Canonical): CC1C2C(CC(O1)OC3C(OC(CC3N(C)C)OC4CC(C(C5=CC6=C(C(=C45)O)C(=O)C7=C(C=CC(=C7C6=O)O)O)C(=O)OC)(CC(=O)C)O)C)OC8CC(=O)C(OC8O2)C
• SMILES (Isomeric): CC1C2C(CC(O1)OC3C(OC(CC3N(C)C)OC4CC(C(C5=CC6=C(C(=C45)O)C(=O)C7=C(C=CC(=C7C6=O)O)O)C(=O)OC)(CC(=O)C)O)C)OC8CC(=O)C(OC8O2)C
• InChI: InChI=1S/C43H51NO17/c1-16(45)14-43(53)15-28(31-20(35(43)41(52)54-7)10-21-32(37(31)50)38(51)34-24(47)9-8-23(46)33(34)36(21)49)59-29-11-22(44(5)6)39(18(3)55-29)60-30-13-26-40(19(4)56-30)61-42-27(58-26)12-25(48)17(2)57-42/h8-10,17-19,22,26-30,35,39-40,42,46-47,50,53H,11-15H2,1-7H3
• InChI Key: NKBLQTJXEMEUHV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₁NO₁₇
• Molecular Weight: 853.90 g/mol
• Exact Mass: 853.31569916 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 18
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• 79217-18-8
• methyl 4-[4-(dimethylamino)-5-[(5,14-dimethyl-6-oxo-2,4,9,13-tetraoxatricyclo[8.4.0.03,8]tetradecan-12-yl)oxy]-6-methyloxan-2-yl]oxy-2,5,7,10-tetrahydroxy-6,11-dioxo-2-(2-oxopropyl)-3,4-dihydro-1H-tetracene-1-carboxylate
• 1-Naphthacenecarboxylic acid, 4-((O-2''',3''-anhydro-3,6-dideoxy-alpha-L-erythro-hexopyranos-4-ulosyl-(1->4)-O-2,6-dideoxy-alpha-L-lyxo-hexopyranosyl-(1->4)-2,3,6-trideoxy-3-(dimethylamino)-alpha-L-lyxo-hexopyranosyl)oxy)-1,2,3,4,6,11-hexahydro-2,5,7,10-tetrahydroxy-6,11-dioxo-2-(2-oxopropyl)-, methyl ester, (1R-(1alpha,2beta,4beta))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7543	75.43%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.4138	41.38%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9385	93.85%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7888	78.88%
P-glycoprotein inhibitior	+	0.7645	76.45%
P-glycoprotein substrate	+	0.8462	84.62%
CYP3A4 substrate	+	0.7328	73.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8487	84.87%
CYP3A4 inhibition	-	0.8120	81.20%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	-	0.8969	89.69%
CYP2D6 inhibition	-	0.7439	74.39%
CYP1A2 inhibition	+	0.5284	52.84%
CYP2C8 inhibition	+	0.6436	64.36%
CYP inhibitory promiscuity	-	0.8729	87.29%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5446	54.46%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	+	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4568	45.68%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7024	70.24%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7465	74.65%
Acute Oral Toxicity (c)	III	0.5046	50.46%
Estrogen receptor binding	+	0.8741	87.41%
Androgen receptor binding	+	0.8301	83.01%
Thyroid receptor binding	+	0.5456	54.56%
Glucocorticoid receptor binding	+	0.8458	84.58%
Aromatase binding	+	0.7712	77.12%
PPAR gamma	+	0.8139	81.39%
Honey bee toxicity	-	0.6465	64.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9313	93.13%

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	99.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.56%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.43%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.08%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.31%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.20%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.92%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.13%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.52%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.83%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.95%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	86.92%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.35%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.08%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.36%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.66%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.58%	95.64%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.77%	96.37%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.77%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.41%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.20%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.89%	94.42%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.29%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 196538
• LOTUS: LTS0012969
• wikiData: Q104401993