(3R,4aS,6R,12bS)-9-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-3,4a,6,8-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione

Details

• Internal ID: 874cde89-4360-46b2-a7a9-f6f4e212fa77
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
• IUPAC Name: (3R,4aS,6R,12bS)-9-[(4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-3,4a,6,8-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione
• InChI: InChI=1S/C43H58O18/c1-17-23(44)8-10-31(56-17)61-43-29(47)15-41(5,53)16-42(43,54)14-25(46)34-35(43)39(51)22-7-6-21(38(50)33(22)40(34)52)27-13-28(37(49)20(4)55-27)60-30-11-9-26(18(2)57-30)59-32-12-24(45)36(48)19(3)58-32/h6-7,17-20,23-28,30-32,36-37,44-46,48-50,53-54H,8-16H2,1-5H3/t17-,18-,19+,20+,23-,24+,25+,26-,27?,28+,30-,31-,32-,36+,37+,41-,42-,43-/m0/s1
• InChI Key: YYDWXWUQQJUOKE-VXXOQHKQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₅₈O₁₈
• Molecular Weight: 862.90 g/mol
• Exact Mass: 862.36231500 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• AC1L9F9F
• (3R,4aS,6R,12bS)-9-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-dihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-6-methyl-tetrahydropyran-2-yl]oxy-5-hydroxy-6-methyl-tetrahydropyran-2-yl]-3,4a,6,8-tetrahydroxy-12b-[(2S,5S,6S)-5-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-methyl-2,4,5,6-tetrahydrobenzo[a]anthracene-1,7,12-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9350	93.50%
Caco-2	-	0.8748	87.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7075	70.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	-	0.2220	22.20%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.9438	94.38%
P-glycoprotein inhibitior	+	0.7377	73.77%
P-glycoprotein substrate	+	0.7586	75.86%
CYP3A4 substrate	+	0.7316	73.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.8399	83.99%
CYP2C19 inhibition	-	0.8724	87.24%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8065	80.65%
CYP2C8 inhibition	+	0.6864	68.64%
CYP inhibitory promiscuity	-	0.9261	92.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5736	57.36%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9086	90.86%
Skin irritation	-	0.6346	63.46%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7108	71.08%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5300	53.00%
skin sensitisation	-	0.8448	84.48%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6593	65.93%
Acute Oral Toxicity (c)	II	0.4138	41.38%
Estrogen receptor binding	+	0.8438	84.38%
Androgen receptor binding	+	0.7563	75.63%
Thyroid receptor binding	+	0.5461	54.61%
Glucocorticoid receptor binding	+	0.7568	75.68%
Aromatase binding	+	0.6551	65.51%
PPAR gamma	+	0.8116	81.16%
Honey bee toxicity	-	0.7500	75.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9905	99.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	99.08%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.41%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.81%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.43%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.32%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	93.29%	95.93%
CHEMBL1951	P21397	Monoamine oxidase A	92.40%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.79%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.82%	97.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.36%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.81%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.76%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.15%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.95%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.81%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.15%	93.04%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.12%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.16%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.64%	97.14%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	82.53%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.23%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.05%	96.95%
CHEMBL259	P32245	Melanocortin receptor 4	81.05%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.70%	96.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 118701490
• LOTUS: LTS0204448
• wikiData: Q105368481