5-[4,5-Dihydroxy-6-(hydroxymethyl)-3-sulfanyloxan-2-yl]oxy-2,3,8-trihydroxy-12b-(5-hydroxy-6-methyloxan-2-yl)oxy-3-methyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione

Details

• Internal ID: d095738a-18a8-4fe2-9690-30e506730527
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
• IUPAC Name: 5-[4,5-dihydroxy-6-(hydroxymethyl)-3-sulfanyloxan-2-yl]oxy-2,3,8-trihydroxy-12b-(5-hydroxy-6-methyloxan-2-yl)oxy-3-methyl-4a-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,4-dihydrobenzo[a]anthracene-1,7,12-trione
• SMILES (Canonical): CC1C(CCC(O1)OC23C(=O)C(C(CC2(C(=CC4=C3C(=O)C5=C(C4=O)C(=CC=C5)O)OC6C(C(C(C(O6)CO)O)O)S)OC7C(C(C(C(O7)CO)O)O)O)(C)O)O)O
• SMILES (Isomeric): CC1C(CCC(O1)OC23C(=O)C(C(CC2(C(=CC4=C3C(=O)C5=C(C4=O)C(=CC=C5)O)OC6C(C(C(C(O6)CO)O)O)S)OC7C(C(C(C(O7)CO)O)O)O)(C)O)O)O
• InChI: InChI=1S/C37H46O20S/c1-12-15(40)6-7-20(52-12)56-37-22-14(23(42)21-13(24(22)43)4-3-5-16(21)41)8-19(55-34-30(58)28(47)26(45)18(10-39)54-34)36(37,11-35(2,51)31(49)32(37)50)57-33-29(48)27(46)25(44)17(9-38)53-33/h3-5,8,12,15,17-18,20,25-31,33-34,38-41,44-49,51,58H,6-7,9-11H2,1-2H3
• InChI Key: KEUROTUPDRFQFB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₂₀S
• Molecular Weight: 842.80 g/mol
• Exact Mass: 842.23031503 g/mol
• Topological Polar Surface Area (TPSA): 330.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -4.00
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7526	75.26%
Caco-2	-	0.8720	87.20%
Blood Brain Barrier	-	0.6150	61.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6218	62.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.8689	86.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7346	73.46%
BSEP inhibitior	+	0.7521	75.21%
P-glycoprotein inhibitior	+	0.6680	66.80%
P-glycoprotein substrate	+	0.6928	69.28%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.7891	78.91%
CYP2C9 inhibition	-	0.7601	76.01%
CYP2C19 inhibition	-	0.6765	67.65%
CYP2D6 inhibition	-	0.8558	85.58%
CYP1A2 inhibition	-	0.6771	67.71%
CYP2C8 inhibition	+	0.7141	71.41%
CYP inhibitory promiscuity	-	0.7896	78.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.7145	71.45%
Skin corrosion	-	0.9265	92.65%
Ames mutagenesis	+	0.6476	64.76%
Human Ether-a-go-go-Related Gene inhibition	+	0.6412	64.12%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5457	54.57%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5599	55.99%
Acute Oral Toxicity (c)	III	0.5636	56.36%
Estrogen receptor binding	+	0.8314	83.14%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	-	0.5076	50.76%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	+	0.7471	74.71%
Honey bee toxicity	-	0.7069	70.69%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.49%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.34%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.24%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.01%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	96.44%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.91%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.59%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.08%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.50%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.36%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.75%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.37%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	90.22%	96.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.90%	96.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.76%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.58%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.69%	99.15%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.84%	95.83%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	85.18%	88.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.49%	96.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.93%	92.94%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.21%	93.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.94%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	81.37%	97.79%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 13858846
• LOTUS: LTS0120243
• wikiData: Q105140202