7-Hydroxy-5-isopropyl-2-methoxy-3-methyl-1,4-naphthoquinone

Details

• Internal ID: c4a1c2e5-9e4a-42a3-be2f-7f7db32bb4f0
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 7-hydroxy-2-methoxy-3-methyl-5-propan-2-ylnaphthalene-1,4-dione
• SMILES (Canonical): CC1=C(C(=O)C2=C(C1=O)C(=CC(=C2)O)C(C)C)OC
• SMILES (Isomeric): CC1=C(C(=O)C2=C(C1=O)C(=CC(=C2)O)C(C)C)OC
• InChI: InChI=1S/C15H16O4/c1-7(2)10-5-9(16)6-11-12(10)13(17)8(3)15(19-4)14(11)18/h5-7,16H,1-4H3
• InChI Key: GMQGRIMALOVAPW-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEBI:174420
• DTXSID101161658
• 15-Nor-2-O-methylisohemigossypolone
• 7-hydroxy-2-methoxy-3-methyl-5-propan-2-ylnaphthalene-1,4-dione
• 7-Hydroxy-2-methoxy-3-methyl-5-(1-methylethyl)-1,4-naphthalenedione
• 253609-43-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.6591	65.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8017	80.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9291	92.91%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9162	91.62%
P-glycoprotein inhibitior	-	0.8978	89.78%
P-glycoprotein substrate	-	0.9067	90.67%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8372	83.72%
CYP3A4 inhibition	-	0.5842	58.42%
CYP2C9 inhibition	+	0.5370	53.70%
CYP2C19 inhibition	+	0.6765	67.65%
CYP2D6 inhibition	-	0.7784	77.84%
CYP1A2 inhibition	+	0.8910	89.10%
CYP2C8 inhibition	-	0.8523	85.23%
CYP inhibitory promiscuity	+	0.6606	66.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9335	93.35%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.6433	64.33%
Skin irritation	-	0.6853	68.53%
Skin corrosion	-	0.9700	97.00%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6309	63.09%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6890	68.90%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7026	70.26%
Acute Oral Toxicity (c)	III	0.4669	46.69%
Estrogen receptor binding	+	0.6507	65.07%
Androgen receptor binding	-	0.5145	51.45%
Thyroid receptor binding	+	0.5537	55.37%
Glucocorticoid receptor binding	-	0.6790	67.90%
Aromatase binding	+	0.6215	62.15%
PPAR gamma	-	0.5717	57.17%
Honey bee toxicity	-	0.8925	89.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.89%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.84%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.13%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	88.13%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.02%	89.00%
CHEMBL2535	P11166	Glucose transporter	86.30%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.58%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.29%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.90%	90.71%
CHEMBL4208	P20618	Proteasome component C5	81.05%	90.00%

Plants that contains it

• Pachira aquatica

Cross-Links

• PubChem: 86205980
• LOTUS: LTS0202111
• wikiData: Q105012073