2,3-Dihydroxy-9,10-dihydroanthracene-1,4-dione

Details

• Internal ID: c5c6a7e8-d872-4860-9886-d6ae5453db09
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 2,3-dihydroxy-9,10-dihydroanthracene-1,4-dione
• SMILES (Canonical): C1C2=CC=CC=C2CC3=C1C(=O)C(=C(C3=O)O)O
• SMILES (Isomeric): C1C2=CC=CC=C2CC3=C1C(=O)C(=C(C3=O)O)O
• InChI: InChI=1S/C14H10O4/c15-11-9-5-7-3-1-2-4-8(7)6-10(9)12(16)14(18)13(11)17/h1-4,17-18H,5-6H2
• InChI Key: WDLTXRDJXUZDQY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.56
• 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	+	0.9750	97.50%
Caco-2	-	0.6992	69.92%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8160	81.60%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	+	0.9665	96.65%
OATP1B3 inhibitior	+	0.9694	96.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7941	79.41%
P-glycoprotein inhibitior	-	0.9698	96.98%
P-glycoprotein substrate	-	0.9854	98.54%
CYP3A4 substrate	-	0.6963	69.63%
CYP2C9 substrate	-	0.8174	81.74%
CYP2D6 substrate	-	0.8369	83.69%
CYP3A4 inhibition	-	0.7469	74.69%
CYP2C9 inhibition	+	0.8108	81.08%
CYP2C19 inhibition	-	0.7600	76.00%
CYP2D6 inhibition	-	0.7290	72.90%
CYP1A2 inhibition	+	0.8319	83.19%
CYP2C8 inhibition	-	0.9908	99.08%
CYP inhibitory promiscuity	-	0.5470	54.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8954	89.54%
Carcinogenicity (trinary)	Non-required	0.5121	51.21%
Eye corrosion	-	0.9828	98.28%
Eye irritation	+	0.9288	92.88%
Skin irritation	+	0.5443	54.43%
Skin corrosion	-	0.9150	91.50%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7659	76.59%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.4900	49.00%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4839	48.39%
Acute Oral Toxicity (c)	III	0.3426	34.26%
Estrogen receptor binding	-	0.6462	64.62%
Androgen receptor binding	-	0.5426	54.26%
Thyroid receptor binding	-	0.6785	67.85%
Glucocorticoid receptor binding	+	0.8202	82.02%
Aromatase binding	-	0.4840	48.40%
PPAR gamma	+	0.7868	78.68%
Honey bee toxicity	-	0.9249	92.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9951	99.51%

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	95.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.97%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.75%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.66%	99.23%

Plants that contains it

• Drypetes gossweileri

Cross-Links

• PubChem: 135404238
• LOTUS: LTS0145523
• wikiData: Q105302502