(3R)-8-hydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

Details

• Internal ID: 4dfe6c7b-d78b-47fa-bbec-18350f0b26b7
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: (3R)-8-hydroxy-9-[(2R,4R,5S,6R)-4-hydroxy-6-methyl-5-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]-3-methyl-3-[(2S,5S,6S)-6-methyl-5-[(2R,6S)-6-methyl-5-oxooxan-2-yl]oxyoxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C49H60O16/c1-22-31(50)11-15-38(58-22)62-35-13-17-40(60-24(35)3)64-48-26(5)57-37(19-33(48)52)28-9-10-30-44(45(28)54)47(56)29-8-7-27-20-49(6,21-34(53)42(27)43(29)46(30)55)65-41-18-14-36(25(4)61-41)63-39-16-12-32(51)23(2)59-39/h7-10,22-26,33,35-41,48,52,54H,11-21H2,1-6H3/t22-,23-,24-,25-,26+,33+,35-,36-,37+,38-,39-,40-,41-,48+,49+/m0/s1
• InChI Key: PAUDJWMVHHDYMX-GYVJXUOTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₆₀O₁₆
• Molecular Weight: 905.00 g/mol
• Exact Mass: 904.38813582 g/mol
• Topological Polar Surface Area (TPSA): 209.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.68
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9120	91.20%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	0.7226	72.26%
OATP1B1 inhibitior	+	0.8331	83.31%
OATP1B3 inhibitior	+	0.8412	84.12%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9807	98.07%
P-glycoprotein inhibitior	+	0.7613	76.13%
P-glycoprotein substrate	+	0.7301	73.01%
CYP3A4 substrate	+	0.7307	73.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8875	88.75%
CYP2C9 inhibition	-	0.9349	93.49%
CYP2C19 inhibition	-	0.9482	94.82%
CYP2D6 inhibition	-	0.9570	95.70%
CYP1A2 inhibition	-	0.6391	63.91%
CYP2C8 inhibition	+	0.5542	55.42%
CYP inhibitory promiscuity	-	0.9558	95.58%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.7190	71.90%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7423	74.23%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5050	50.50%
skin sensitisation	-	0.9217	92.17%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	I	0.4145	41.45%
Estrogen receptor binding	+	0.8662	86.62%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.5260	52.60%
Glucocorticoid receptor binding	+	0.7873	78.73%
Aromatase binding	+	0.7541	75.41%
PPAR gamma	+	0.7926	79.26%
Honey bee toxicity	-	0.6712	67.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	99.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.58%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.18%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.75%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.64%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.54%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.50%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.28%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.41%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.87%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.81%	95.93%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	91.57%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.55%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.39%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.73%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.74%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.71%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.69%	96.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.89%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.48%	95.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.32%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.28%	96.00%
CHEMBL2056	P21728	Dopamine D1 receptor	85.24%	91.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	84.24%	85.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.69%	83.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.36%	82.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.26%	85.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.25%	96.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.31%	94.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.18%	85.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163155761
• LOTUS: LTS0155041
• wikiData: Q105204797