5,8-dihydroxy-6,7-dimethoxy-8aH-anthracen-9-one

Details

• Internal ID: 4aaceeda-ccd4-4100-b7ff-7d80c73526bf
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: 5,8-dihydroxy-6,7-dimethoxy-8aH-anthracen-9-one
• InChI: InChI=1S/C16H14O5/c1-20-15-13(18)10-7-8-5-3-4-6-9(8)12(17)11(10)14(19)16(15)21-2/h3-7,11,18-19H,1-2H3
• InChI Key: AGBIQQPHDLKSNN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₅
• Molecular Weight: 286.28 g/mol
• Exact Mass: 286.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.6561	65.61%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9307	93.07%
OATP1B3 inhibitior	+	0.9737	97.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7267	72.67%
P-glycoprotein inhibitior	-	0.5145	51.45%
P-glycoprotein substrate	-	0.8442	84.42%
CYP3A4 substrate	+	0.5244	52.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.6166	61.66%
CYP2C9 inhibition	+	0.6892	68.92%
CYP2C19 inhibition	+	0.7685	76.85%
CYP2D6 inhibition	-	0.5980	59.80%
CYP1A2 inhibition	+	0.8963	89.63%
CYP2C8 inhibition	-	0.8167	81.67%
CYP inhibitory promiscuity	+	0.8399	83.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8681	86.81%
Carcinogenicity (trinary)	Non-required	0.5698	56.98%
Eye corrosion	-	0.9743	97.43%
Eye irritation	+	0.7863	78.63%
Skin irritation	-	0.5768	57.68%
Skin corrosion	-	0.9694	96.94%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7928	79.28%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.6267	62.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.3853	38.53%
Estrogen receptor binding	+	0.6114	61.14%
Androgen receptor binding	+	0.6271	62.71%
Thyroid receptor binding	+	0.6684	66.84%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	-	0.4852	48.52%
PPAR gamma	+	0.5781	57.81%
Honey bee toxicity	-	0.8266	82.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	96.70%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.59%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	86.95%	91.49%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.86%	82.69%
CHEMBL2535	P11166	Glucose transporter	86.74%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.43%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%

Plants that contains it

• Oldenlandia herbacea

Cross-Links

• PubChem: 163042144
• LOTUS: LTS0008947
• wikiData: Q104911687