6-Hexanoyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione

Details

• Internal ID: e7722a52-5fb5-4b58-9c6d-fcadace46491
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-hexanoyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione
• SMILES (Canonical): CCCCCC(=O)C1=C(C2=C(C(=C1O)O)C(=O)C(=O)C=C2O)O
• SMILES (Isomeric): CCCCCC(=O)C1=C(C2=C(C(=C1O)O)C(=O)C(=O)C=C2O)O
• InChI: InChI=1S/C16H16O7/c1-2-3-4-5-7(17)11-14(21)10-8(18)6-9(19)13(20)12(10)16(23)15(11)22/h6,18,21-23H,2-5H2,1H3
• InChI Key: BELSQXZRNRCYGF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₇
• Molecular Weight: 320.29 g/mol
• Exact Mass: 320.08960285 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 90937-14-7
• 6-hexanoyl-4,5,7,8-tetrahydroxynaphthalene-1,2-dione
• DTXSID90756842

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9674	96.74%
Caco-2	-	0.6346	63.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7469	74.69%
OATP2B1 inhibitior	-	0.5652	56.52%
OATP1B1 inhibitior	+	0.7475	74.75%
OATP1B3 inhibitior	+	0.9556	95.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	-	0.9600	96.00%
P-glycoprotein inhibitior	-	0.9407	94.07%
P-glycoprotein substrate	-	0.6273	62.73%
CYP3A4 substrate	-	0.5392	53.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8403	84.03%
CYP3A4 inhibition	-	0.6547	65.47%
CYP2C9 inhibition	-	0.6480	64.80%
CYP2C19 inhibition	-	0.6919	69.19%
CYP2D6 inhibition	-	0.7783	77.83%
CYP1A2 inhibition	+	0.7199	71.99%
CYP2C8 inhibition	-	0.7490	74.90%
CYP inhibitory promiscuity	+	0.5136	51.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9895	98.95%
Eye irritation	+	0.8170	81.70%
Skin irritation	-	0.5418	54.18%
Skin corrosion	-	0.8507	85.07%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4680	46.80%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.5826	58.26%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5745	57.45%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.5949	59.49%
Thyroid receptor binding	-	0.7657	76.57%
Glucocorticoid receptor binding	+	0.7938	79.38%
Aromatase binding	-	0.6174	61.74%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.9853	98.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5244	52.44%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.09%	85.94%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.73%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.25%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.22%	95.17%
CHEMBL230	P35354	Cyclooxygenase-2	87.28%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.28%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.37%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	83.51%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.37%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.67%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71327821
• LOTUS: LTS0182983
• wikiData: Q82709069