2-[[(5S,6S)-5-(5-amino-3,4-dihydroxy-6-methyloxan-2-yl)oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

Details

• Internal ID: 506daa01-05a5-42cb-a797-c2defec1266b
• Taxonomy: Benzenoids > Naphthacenes > Tetracenequinones
• IUPAC Name: 2-[[(5S,6S)-5-(5-amino-3,4-dihydroxy-6-methyloxan-2-yl)oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
• InChI: InChI=1S/C34H34N2O14/c1-9-5-16-21(27(41)18(9)32(45)36-10(2)33(46)47)20-14(26(40)31(16)50-34-30(44)29(43)23(35)11(3)49-34)8-15-22(28(20)42)25(39)13-6-12(48-4)7-17(37)19(13)24(15)38/h5-8,10-11,23,26,29-31,34,37,40-44H,35H2,1-4H3,(H,36,45)(H,46,47)/t10?,11?,23?,26-,29?,30?,31-,34?/m0/s1
• InChI Key: RLAZQZRIYCOWMY-RZXVDTATSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄N₂O₁₄
• Molecular Weight: 694.60 g/mol
• Exact Mass: 694.20100376 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

• 2-[[(5S,6S)-5-(5-amino-3,4-dihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-1,6,9,14-tetrahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
• B-DX
• SCHEMBL30019191

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7247	72.47%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Nucleus	0.4354	43.54%
OATP2B1 inhibitior	-	0.5535	55.35%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8454	84.54%
P-glycoprotein inhibitior	+	0.6670	66.70%
P-glycoprotein substrate	+	0.6004	60.04%
CYP3A4 substrate	+	0.6795	67.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8435	84.35%
CYP3A4 inhibition	-	0.7206	72.06%
CYP2C9 inhibition	-	0.9179	91.79%
CYP2C19 inhibition	-	0.9331	93.31%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8466	84.66%
CYP2C8 inhibition	+	0.6430	64.30%
CYP inhibitory promiscuity	-	0.8835	88.35%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.8717	87.17%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6457	64.57%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6767	67.67%
skin sensitisation	-	0.9327	93.27%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6373	63.73%
Acute Oral Toxicity (c)	III	0.6525	65.25%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.5870	58.70%
Thyroid receptor binding	+	0.5695	56.95%
Glucocorticoid receptor binding	+	0.7277	72.77%
Aromatase binding	+	0.5767	57.67%
PPAR gamma	+	0.7162	71.62%
Honey bee toxicity	-	0.7780	77.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5252	52.52%
Fish aquatic toxicity	+	0.6861	68.61%

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	98.70%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.63%	99.15%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	96.70%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.74%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.70%	89.00%
CHEMBL4208	P20618	Proteasome component C5	94.64%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.60%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.60%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.30%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.76%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.46%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.46%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.50%	91.19%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.32%	96.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.31%	93.40%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.08%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.61%	93.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.50%	81.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.13%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.94%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.72%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.46%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.22%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.02%	94.42%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.97%	95.89%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.84%	87.67%
CHEMBL2535	P11166	Glucose transporter	80.46%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 451563
• LOTUS: LTS0106222
• wikiData: Q105239743