3-(2-hydroxypropan-2-yl)-5,5,9-trimethyl-7,8-dihydro-6H-anthracene-1,2-dione

Details

• Internal ID: c8686785-34de-4daf-bfa6-b310a39d6a76
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-5,5,9-trimethyl-7,8-dihydro-6H-anthracene-1,2-dione
• SMILES (Canonical): CC1=C2C(=CC3=C1CCCC3(C)C)C=C(C(=O)C2=O)C(C)(C)O
• SMILES (Isomeric): CC1=C2C(=CC3=C1CCCC3(C)C)C=C(C(=O)C2=O)C(C)(C)O
• InChI: InChI=1S/C20H24O3/c1-11-13-7-6-8-19(2,3)14(13)9-12-10-15(20(4,5)23)17(21)18(22)16(11)12/h9-10,23H,6-8H2,1-5H3
• InChI Key: NRQGJDHVOXSMIM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.53
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8067	80.67%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8085	80.85%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9321	93.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7432	74.32%
P-glycoprotein inhibitior	-	0.8062	80.62%
P-glycoprotein substrate	-	0.8789	87.89%
CYP3A4 substrate	+	0.5884	58.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8416	84.16%
CYP3A4 inhibition	-	0.8732	87.32%
CYP2C9 inhibition	+	0.5926	59.26%
CYP2C19 inhibition	+	0.5355	53.55%
CYP2D6 inhibition	-	0.8113	81.13%
CYP1A2 inhibition	+	0.7406	74.06%
CYP2C8 inhibition	-	0.7847	78.47%
CYP inhibitory promiscuity	-	0.7257	72.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9318	93.18%
Carcinogenicity (trinary)	Non-required	0.5518	55.18%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.6349	63.49%
Skin irritation	-	0.5111	51.11%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5152	51.52%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5479	54.79%
skin sensitisation	+	0.5075	50.75%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9106	91.06%
Acute Oral Toxicity (c)	III	0.7435	74.35%
Estrogen receptor binding	+	0.5847	58.47%
Androgen receptor binding	-	0.6387	63.87%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6659	66.59%
Aromatase binding	+	0.5715	57.15%
PPAR gamma	+	0.8625	86.25%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	97.50%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.68%	93.40%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.61%	90.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.50%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.04%	86.33%
CHEMBL1870	P28702	Retinoid X receptor beta	83.38%	95.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.10%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.02%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.50%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.61%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.32%	93.99%

Plants that contains it

• Mesosphaerum sidifolium

Cross-Links

• PubChem: 10064115
• LOTUS: LTS0265784
• wikiData: Q105184763