(3S,4aS,12bR)-9-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]-4a,8,12b-trihydroxy-3-[(2S,5S,6R)-5-[(2S,5R,6S)-5-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

Details

• Internal ID: e3a7fed0-75f2-4649-9b25-0d247a7ef968
• Taxonomy: Phenylpropanoids and polyketides > Angucyclines
• IUPAC Name: (3S,4aS,12bR)-9-[(2S,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]-4a,8,12b-trihydroxy-3-[(2S,5S,6R)-5-[(2S,5R,6S)-5-[(2S,5S,6R)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methyl-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C43H56O16/c1-19-26(44)8-11-32(54-19)57-28-9-12-33(55-20(28)2)58-29-10-13-34(56-21(29)3)59-41(5)17-31(46)43(52)36-25(14-15-42(43,51)18-41)39(49)35-24(40(36)50)7-6-23(38(35)48)30-16-27(45)37(47)22(4)53-30/h6-7,14-15,19-22,26-30,32-34,37,44-45,47-48,51-52H,8-13,16-18H2,1-5H3/t19-,20+,21-,22+,26+,27+,28-,29+,30+,32+,33+,34+,37-,41-,42-,43-/m1/s1
• InChI Key: GDYLFNIZUODTFT-DQGZRBKDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₆O₁₆
• Molecular Weight: 828.90 g/mol
• Exact Mass: 828.35683569 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9659	96.59%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.8659	86.59%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	-	0.2746	27.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.9286	92.86%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7484	74.84%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.8817	88.17%
CYP2C9 inhibition	-	0.8078	80.78%
CYP2C19 inhibition	-	0.8323	83.23%
CYP2D6 inhibition	-	0.9291	92.91%
CYP1A2 inhibition	-	0.7137	71.37%
CYP2C8 inhibition	+	0.6887	68.87%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.6269	62.69%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5546	55.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7443	74.43%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5675	56.75%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	I	0.4742	47.42%
Estrogen receptor binding	+	0.8395	83.95%
Androgen receptor binding	+	0.7484	74.84%
Thyroid receptor binding	+	0.5324	53.24%
Glucocorticoid receptor binding	+	0.7800	78.00%
Aromatase binding	+	0.6844	68.44%
PPAR gamma	+	0.7800	78.00%
Honey bee toxicity	-	0.7658	76.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	98.90%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.57%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.62%	96.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.37%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.50%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	93.46%	97.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.80%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.94%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.93%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.32%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	90.89%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.92%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.18%	93.04%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.02%	93.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.79%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.77%	96.21%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.36%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	86.06%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.01%	94.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.37%	95.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.11%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.34%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.33%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.69%	82.67%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.43%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.20%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.46%	96.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.06%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163104097
• LOTUS: LTS0267846
• wikiData: Q105007028