(10R)-1,3,8,10-tetrahydroxy-6-methyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one

Details

• Internal ID: bb2ef5c5-7822-407c-8453-64d97b904dfd
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10R)-1,3,8,10-tetrahydroxy-6-methyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]anthracen-9-one
• InChI: InChI=1S/C21H22O10/c1-7-2-9-14(11(24)3-7)17(27)15-10(4-8(23)5-12(15)25)21(9,30)20-19(29)18(28)16(26)13(6-22)31-20/h2-5,13,16,18-20,22-26,28-30H,6H2,1H3/t13-,16-,18+,19-,20-,21-/m1/s1
• InChI Key: MTRZNLNUNVGZPP-CRZBQJGTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₁₀
• Molecular Weight: 434.40 g/mol
• Exact Mass: 434.12129689 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.27
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7799	77.99%
Caco-2	-	0.8381	83.81%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6880	68.80%
OATP2B1 inhibitior	+	0.5771	57.71%
OATP1B1 inhibitior	+	0.8032	80.32%
OATP1B3 inhibitior	+	0.9703	97.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8126	81.26%
P-glycoprotein inhibitior	-	0.7348	73.48%
P-glycoprotein substrate	-	0.8496	84.96%
CYP3A4 substrate	+	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.7948	79.48%
CYP2C9 inhibition	-	0.8755	87.55%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.6347	63.47%
CYP2C8 inhibition	-	0.7268	72.68%
CYP inhibitory promiscuity	-	0.7323	73.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6491	64.91%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.8222	82.22%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5208	52.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4172	41.72%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8838	88.38%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7230	72.30%
Acute Oral Toxicity (c)	III	0.4812	48.12%
Estrogen receptor binding	+	0.6767	67.67%
Androgen receptor binding	+	0.5207	52.07%
Thyroid receptor binding	-	0.6367	63.67%
Glucocorticoid receptor binding	+	0.7137	71.37%
Aromatase binding	+	0.5281	52.81%
PPAR gamma	+	0.6636	66.36%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7403	74.03%

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	98.10%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.17%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.06%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.36%	99.23%
CHEMBL4208	P20618	Proteasome component C5	85.39%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.73%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.62%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.40%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.14%	96.38%
CHEMBL4581	P52732	Kinesin-like protein 1	81.21%	93.18%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.43%	93.40%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.33%	96.21%

Plants that contains it

• Rumex japonicus

Cross-Links

• PubChem: 72943853
• LOTUS: LTS0117442
• wikiData: Q105171848