Ustinaphthalin

Details

• Internal ID: d7b826ed-6d29-42da-ab38-9e96e60d0caa
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 6-[(2E,4E)-hexa-2,4-dienoyl]-7-hydroxy-2-methoxy-8-methylnaphthalene-1,4-dione
• InChI: InChI=1S/C18H16O5/c1-4-5-6-7-13(19)12-8-11-14(20)9-15(23-3)18(22)16(11)10(2)17(12)21/h4-9,21H,1-3H3/b5-4+,7-6+
• InChI Key: NZIFVIRHOWRQJX-YTXTXJHMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8345	83.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7664	76.64%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8069	80.69%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5673	56.73%
P-glycoprotein inhibitior	-	0.6339	63.39%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	+	0.5373	53.73%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.5470	54.70%
CYP2C9 inhibition	-	0.8896	88.96%
CYP2C19 inhibition	-	0.7045	70.45%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.8847	88.47%
CYP2C8 inhibition	+	0.5989	59.89%
CYP inhibitory promiscuity	+	0.5439	54.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9156	91.56%
Carcinogenicity (trinary)	Non-required	0.5161	51.61%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.8382	83.82%
Skin irritation	-	0.6029	60.29%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5525	55.25%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7584	75.84%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6563	65.63%
Acute Oral Toxicity (c)	II	0.6618	66.18%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	+	0.6275	62.75%
Thyroid receptor binding	-	0.6022	60.22%
Glucocorticoid receptor binding	+	0.6311	63.11%
Aromatase binding	-	0.4826	48.26%
PPAR gamma	+	0.6096	60.96%
Honey bee toxicity	-	0.8668	86.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9847	98.47%

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	95.02%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.43%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.42%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.96%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.51%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.28%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.12%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.87%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.49%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL3194	P02766	Transthyretin	80.95%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.91%	94.42%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.04%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683172
• LOTUS: LTS0033227
• wikiData: Q105188054