1,8-Dihydroxy-3,6-dimethylanthracene-9,10-dione

Details

• Internal ID: aa9b5d2d-9447-4b3a-b3d5-755f87586787
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 1,8-dihydroxy-3,6-dimethylanthracene-9,10-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)C
• InChI: InChI=1S/C16H12O4/c1-7-3-9-13(11(17)5-7)16(20)14-10(15(9)19)4-8(2)6-12(14)18/h3-6,17-18H,1-2H3
• InChI Key: PKUBGLYEOAJPEG-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.26 g/mol
• Exact Mass: 268.07355886 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8187	81.87%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9126	91.26%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.9916	99.16%
CYP3A4 substrate	-	0.6656	66.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8285	82.85%
CYP3A4 inhibition	-	0.7591	75.91%
CYP2C9 inhibition	+	0.7461	74.61%
CYP2C19 inhibition	-	0.7383	73.83%
CYP2D6 inhibition	-	0.6701	67.01%
CYP1A2 inhibition	+	0.9036	90.36%
CYP2C8 inhibition	-	0.9745	97.45%
CYP inhibitory promiscuity	-	0.7235	72.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7709	77.09%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.9597	95.97%
Skin irritation	+	0.5075	50.75%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7123	71.23%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.9430	94.30%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.7314	73.14%
Acute Oral Toxicity (c)	III	0.5559	55.59%
Estrogen receptor binding	+	0.7439	74.39%
Androgen receptor binding	+	0.6121	61.21%
Thyroid receptor binding	-	0.6950	69.50%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	-	0.5252	52.52%
PPAR gamma	+	0.6583	65.83%
Honey bee toxicity	-	0.9589	95.89%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9843	98.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.48%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.61%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.40%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.18%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.47%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.32%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.50%	99.15%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.84%	93.03%

Plants that contains it

• Endiandra xanthocarpa
• Helichrysum harveyanum
• Hemsleya graciliflora
• Senna lindheimeriana

Cross-Links

• PubChem: 10400816
• NPASS: NPC5497
• LOTUS: LTS0174154
• wikiData: Q105210658