7-Hydroxy-5,5,9-trimethyl-3-propan-2-ylanthracene-1,2,6-trione

Details

• Internal ID: f684285e-ac53-4087-bd09-a32a4a47562a
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones
• IUPAC Name: 7-hydroxy-5,5,9-trimethyl-3-propan-2-ylanthracene-1,2,6-trione
• SMILES (Canonical): CC1=C2C(=CC3=C1C=C(C(=O)C3(C)C)O)C=C(C(=O)C2=O)C(C)C
• SMILES (Isomeric): CC1=C2C(=CC3=C1C=C(C(=O)C3(C)C)O)C=C(C(=O)C2=O)C(C)C
• InChI: InChI=1S/C20H20O4/c1-9(2)12-6-11-7-14-13(8-15(21)19(24)20(14,4)5)10(3)16(11)18(23)17(12)22/h6-9,21H,1-5H3
• InChI Key: SBICFQWPMWNVJH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₄
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.13615911 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 4
• 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	+	0.9961	99.61%
Caco-2	+	0.6167	61.67%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8627	86.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9352	93.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7212	72.12%
P-glycoprotein inhibitior	-	0.8286	82.86%
P-glycoprotein substrate	-	0.7937	79.37%
CYP3A4 substrate	+	0.5728	57.28%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.5227	52.27%
CYP2C9 inhibition	+	0.7049	70.49%
CYP2C19 inhibition	+	0.6066	60.66%
CYP2D6 inhibition	-	0.5638	56.38%
CYP1A2 inhibition	+	0.6705	67.05%
CYP2C8 inhibition	-	0.8534	85.34%
CYP inhibitory promiscuity	+	0.5946	59.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9071	90.71%
Carcinogenicity (trinary)	Non-required	0.5872	58.72%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.5327	53.27%
Skin irritation	-	0.5907	59.07%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5212	52.12%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5898	58.98%
skin sensitisation	+	0.6081	60.81%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7051	70.51%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	+	0.6098	60.98%
Androgen receptor binding	-	0.5592	55.92%
Thyroid receptor binding	+	0.5250	52.50%
Glucocorticoid receptor binding	-	0.5240	52.40%
Aromatase binding	-	0.7094	70.94%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.8842	88.42%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.08%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.60%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.02%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.58%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.30%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.05%	85.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.91%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.80%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.47%	94.75%
CHEMBL290	Q13370	Phosphodiesterase 3B	80.25%	94.00%

Plants that contains it

• Premna herbacea

Cross-Links

• PubChem: 135545140
• LOTUS: LTS0251694
• wikiData: Q104251373