1,7-Dihydroxy-3-hydroxymethyl-9,10-anthraquinone

Details

• Internal ID: 8441337d-100b-48f6-8ae1-6a9d3eacad87
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Hydroxyanthraquinones
• IUPAC Name: 1,7-dihydroxy-3-(hydroxymethyl)anthracene-9,10-dione
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3O)CO
• InChI: InChI=1S/C15H10O5/c16-6-7-3-11-13(12(18)4-7)15(20)10-5-8(17)1-2-9(10)14(11)19/h1-5,16-18H,6H2
• InChI Key: NWPULPMOTUPXPI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24 g/mol
• Exact Mass: 270.05282342 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.37
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1,7-dihydroxy-3-hydroxymethyl-9,10-anthraquinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9784	97.84%
Caco-2	-	0.7119	71.19%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8344	83.44%
OATP2B1 inhibitior	-	0.6835	68.35%
OATP1B1 inhibitior	+	0.8692	86.92%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7458	74.58%
P-glycoprotein inhibitior	-	0.9507	95.07%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	-	0.5653	56.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8175	81.75%
CYP3A4 inhibition	-	0.7395	73.95%
CYP2C9 inhibition	+	0.6696	66.96%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.7660	76.60%
CYP1A2 inhibition	+	0.7957	79.57%
CYP2C8 inhibition	-	0.8330	83.30%
CYP inhibitory promiscuity	-	0.5708	57.08%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7787	77.87%
Carcinogenicity (trinary)	Non-required	0.5990	59.90%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.9730	97.30%
Skin irritation	-	0.5719	57.19%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8571	85.71%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5090	50.90%
Acute Oral Toxicity (c)	II	0.4555	45.55%
Estrogen receptor binding	+	0.7558	75.58%
Androgen receptor binding	+	0.8041	80.41%
Thyroid receptor binding	-	0.6935	69.35%
Glucocorticoid receptor binding	+	0.8825	88.25%
Aromatase binding	+	0.7683	76.83%
PPAR gamma	+	0.8249	82.49%
Honey bee toxicity	-	0.8743	87.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9576	95.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.13%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	89.65%	91.49%
CHEMBL226	P30542	Adenosine A1 receptor	89.08%	95.93%
CHEMBL4208	P20618	Proteasome component C5	87.29%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.70%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.73%	93.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.71%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.51%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	81.19%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.18%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76311504
• LOTUS: LTS0253116
• wikiData: Q104180087