5,6,8-Trihydroxy-7-(3-methylbut-2-enyl)naphthalene-1,4-dione

Details

• Internal ID: 46ed3907-710d-4e08-905c-1d26d88c84c6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 5,6,8-trihydroxy-7-(3-methylbut-2-enyl)naphthalene-1,4-dione
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=O)C=CC2=O)C(=C1O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=O)C=CC2=O)C(=C1O)O)O)C
• InChI: InChI=1S/C15H14O5/c1-7(2)3-4-8-13(18)11-9(16)5-6-10(17)12(11)15(20)14(8)19/h3,5-6,18-20H,4H2,1-2H3
• InChI Key: RJICYEJSENMVMX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.25
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5543	55.43%
Blood Brain Barrier	-	0.6129	61.29%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6497	64.97%
OATP2B1 inhibitior	-	0.7056	70.56%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.7893	78.93%
P-glycoprotein inhibitior	-	0.8971	89.71%
P-glycoprotein substrate	-	0.9483	94.83%
CYP3A4 substrate	-	0.5826	58.26%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.7755	77.55%
CYP2C9 inhibition	+	0.8574	85.74%
CYP2C19 inhibition	-	0.5419	54.19%
CYP2D6 inhibition	-	0.5575	55.75%
CYP1A2 inhibition	+	0.8302	83.02%
CYP2C8 inhibition	-	0.9644	96.44%
CYP inhibitory promiscuity	+	0.7027	70.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9411	94.11%
Carcinogenicity (trinary)	Non-required	0.6845	68.45%
Eye corrosion	-	0.9886	98.86%
Eye irritation	+	0.8392	83.92%
Skin irritation	-	0.6187	61.87%
Skin corrosion	-	0.8148	81.48%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5805	58.05%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.5975	59.75%
Acute Oral Toxicity (c)	III	0.6013	60.13%
Estrogen receptor binding	+	0.6348	63.48%
Androgen receptor binding	+	0.5484	54.84%
Thyroid receptor binding	-	0.7279	72.79%
Glucocorticoid receptor binding	+	0.8335	83.35%
Aromatase binding	-	0.6165	61.65%
PPAR gamma	+	0.8578	85.78%
Honey bee toxicity	-	0.9586	95.86%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9974	99.74%

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	96.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	91.64%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.42%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL4208	P20618	Proteasome component C5	80.26%	90.00%

Plants that contains it

• Sesamum indicum

Cross-Links

• PubChem: 636545
• NPASS: NPC132540