(10R)-1,8,10-trihydroxy-3-methyl-9-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid

Details

• Internal ID: 92c4f7a2-4950-4eb5-a2ae-99c15c2d792c
• Taxonomy: Benzenoids > Anthracenes > Anthracenecarboxylic acids and derivatives > Anthracenecarboxylic acids
• IUPAC Name: (10R)-1,8,10-trihydroxy-3-methyl-9-oxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracene-2-carboxylic acid
• InChI: InChI=1S/C22H22O11/c1-7-5-9-14(16(26)12(7)21(30)31)17(27)13-8(3-2-4-10(13)24)22(9,32)20-19(29)18(28)15(25)11(6-23)33-20/h2-5,11,15,18-20,23-26,28-29,32H,6H2,1H3,(H,30,31)/t11-,15-,18+,19-,20-,22-/m1/s1
• InChI Key: CZXYYZIMJSENGM-QKTUWLIOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₁
• Molecular Weight: 462.40 g/mol
• Exact Mass: 462.11621151 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5614	56.14%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	+	0.7182	71.82%
OATP1B1 inhibitior	+	0.7972	79.72%
OATP1B3 inhibitior	+	0.9652	96.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5386	53.86%
P-glycoprotein inhibitior	-	0.8030	80.30%
P-glycoprotein substrate	-	0.6983	69.83%
CYP3A4 substrate	+	0.5840	58.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.9060	90.60%
CYP2C9 inhibition	-	0.9088	90.88%
CYP2C19 inhibition	-	0.9089	90.89%
CYP2D6 inhibition	-	0.9707	97.07%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.4751	47.51%
CYP inhibitory promiscuity	-	0.9117	91.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6686	66.86%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8546	85.46%
Skin irritation	-	0.8083	80.83%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	+	0.6140	61.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.4883	48.83%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9141	91.41%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4918	49.18%
Acute Oral Toxicity (c)	III	0.4449	44.49%
Estrogen receptor binding	+	0.6528	65.28%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.7032	70.32%
Glucocorticoid receptor binding	+	0.6661	66.61%
Aromatase binding	+	0.5262	52.62%
PPAR gamma	+	0.5962	59.62%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8788	87.88%

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	98.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.30%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.75%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	91.85%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.49%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.29%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.97%	96.09%
CHEMBL4208	P20618	Proteasome component C5	81.90%	90.00%

Plants that contains it

• Rumex japonicus

Cross-Links

• PubChem: 101437333
• LOTUS: LTS0021210
• wikiData: Q104973258