1,2,8-Trihydroxy-3-(hydroxymethyl)anthracene-9,10-dione

Details

• Internal ID: c7685c0b-5d5f-4458-89b3-86cc974dad0f
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,2,8-trihydroxy-3-(hydroxymethyl)anthracene-9,10-dione
• InChI: InChI=1S/C15H10O6/c16-5-6-4-8-11(15(21)12(6)18)14(20)10-7(13(8)19)2-1-3-9(10)17/h1-4,16-18,21H,5H2
• InChI Key: FWDJFYYRADDLPT-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24 g/mol
• Exact Mass: 286.04773803 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8617	86.17%
Caco-2	-	0.8462	84.62%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5269	52.69%
OATP2B1 inhibitior	-	0.6867	68.67%
OATP1B1 inhibitior	+	0.9014	90.14%
OATP1B3 inhibitior	+	0.9514	95.14%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9150	91.50%
P-glycoprotein inhibitior	-	0.9663	96.63%
P-glycoprotein substrate	-	0.8980	89.80%
CYP3A4 substrate	-	0.5293	52.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8256	82.56%
CYP3A4 inhibition	-	0.8441	84.41%
CYP2C9 inhibition	-	0.8314	83.14%
CYP2C19 inhibition	-	0.9110	91.10%
CYP2D6 inhibition	-	0.9138	91.38%
CYP1A2 inhibition	+	0.6558	65.58%
CYP2C8 inhibition	-	0.8593	85.93%
CYP inhibitory promiscuity	-	0.8390	83.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8975	89.75%
Carcinogenicity (trinary)	Non-required	0.6561	65.61%
Eye corrosion	-	0.9947	99.47%
Eye irritation	+	0.9492	94.92%
Skin irritation	-	0.6200	62.00%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	+	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8420	84.20%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.6659	66.59%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5120	51.20%
Acute Oral Toxicity (c)	III	0.5039	50.39%
Estrogen receptor binding	+	0.7809	78.09%
Androgen receptor binding	+	0.5777	57.77%
Thyroid receptor binding	-	0.6997	69.97%
Glucocorticoid receptor binding	+	0.9128	91.28%
Aromatase binding	+	0.7088	70.88%
PPAR gamma	+	0.8150	81.50%
Honey bee toxicity	-	0.9349	93.49%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9651	96.51%

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	98.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.49%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.29%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.70%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.11%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.38%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.46%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	87.46%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.40%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.96%	91.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.39%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.21%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.08%	96.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.30%	96.09%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 10125440
• LOTUS: LTS0237233
• wikiData: Q105003183