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

Details

• Internal ID: 31bf236c-a4a7-406c-b352-5eb4bda08b69
• Taxonomy: Benzenoids > Naphthacenes > Tetracenequinones
• IUPAC Name: (2R)-3-hydroxy-2-[[(5R,6R)-1,6,9,14-tetrahydroxy-5-[(2S,3R,4S,5S,6S)-3-hydroxy-6-methyl-5-(methylamino)-4-[(2R,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
• InChI: InChI=1S/C40H44N2O19/c1-11-5-17-24(31(50)21(11)37(54)42-18(9-43)38(55)56)23-15(8-16-25(32(23)51)28(47)14-6-13(57-4)7-19(44)22(14)27(16)46)29(48)35(17)60-40-34(53)36(26(41-3)12(2)59-40)61-39-33(52)30(49)20(45)10-58-39/h5-8,12,18,20,26,29-30,33-36,39-41,43-45,48-53H,9-10H2,1-4H3,(H,42,54)(H,55,56)/t12-,18+,20+,26-,29+,30+,33+,34+,35+,36-,39+,40-/m0/s1
• InChI Key: SFXVRNRSRKABOY-VJPRYNFFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₄N₂O₁₉
• Molecular Weight: 856.80 g/mol
• Exact Mass: 856.25382718 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8849	88.49%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	-	1.0000	100.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.7688	76.88%
OATP2B1 inhibitior	-	0.7046	70.46%
OATP1B1 inhibitior	+	0.8272	82.72%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8022	80.22%
P-glycoprotein inhibitior	+	0.6981	69.81%
P-glycoprotein substrate	+	0.6998	69.98%
CYP3A4 substrate	+	0.7218	72.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.8041	80.41%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.9309	93.09%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	+	0.7255	72.55%
CYP inhibitory promiscuity	-	0.8352	83.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6529	65.29%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9083	90.83%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	+	0.5746	57.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7772	77.72%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5245	52.45%
skin sensitisation	-	0.9103	91.03%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8508	85.08%
Acute Oral Toxicity (c)	III	0.7135	71.35%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.5484	54.84%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.6017	60.17%
PPAR gamma	+	0.7620	76.20%
Honey bee toxicity	-	0.7261	72.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5052	50.52%
Fish aquatic toxicity	-	0.6491	64.91%

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	99.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.97%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.74%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.62%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.09%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	94.94%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.01%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.55%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	92.54%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	91.18%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.11%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.48%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	90.07%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.63%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.31%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.35%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.67%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.57%	94.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.16%	95.50%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.02%	93.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.73%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.47%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.46%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.03%	96.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.83%	97.36%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	81.69%	92.68%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.58%	95.83%
CHEMBL5028	O14672	ADAM10	80.06%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163036144
• LOTUS: LTS0270399
• wikiData: Q105252133