1,7,13-Trihydroxy-5,6,11,12,17,18-trinaphthylenehexone

Details

• Internal ID: 74c55552-d43e-4804-bc84-a6506d3a9e26
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Triphenylenes
• IUPAC Name: 1,7,13-trihydroxytrinaphthylene-5,6,11,12,17,18-hexone
• InChI: InChI=1S/C30H12O9/c31-13-7-1-4-10-16(13)28(37)22-19(25(10)34)23-21(27(36)11-5-2-8-14(32)17(11)29(23)38)24-20(22)26(35)12-6-3-9-15(33)18(12)30(24)39/h1-9,31-33H
• InChI Key: DNGCQXLPUZWYNB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₂O₉
• Molecular Weight: 516.40 g/mol
• Exact Mass: 516.04813196 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• Trisjuglone
• Cyclo-trijuglon
• Cyclo-trijuglone
• 1,7,13-Trihydroxy-5,6,11,12,17,18-trinaphthylenehexone
• 2IYX6UQ9YC
• UNII-2IYX6UQ9YC
• 50838-55-6
• 5,6,11,12,17,18-Trinaphthylenehexone, 1,7,13-trihydroxy-
• 1,7,13-Tris(oxidanyl)trinaphthylene-5,6,11,12,17,18-hexone
• SCHEMBL25468883
• SCHEMBL30342267
• DTXSID401211406
• 1,7,13-Trihydroxytrinaphthylene-5,6,11,12,17,18-hexone
• 1,7,13-Trihydroxy-5,6,11,12,17,18-trinaphthylenehexone, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.7504	75.04%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7892	78.92%
OATP2B1 inhibitior	-	0.6894	68.94%
OATP1B1 inhibitior	+	0.9697	96.97%
OATP1B3 inhibitior	+	0.9629	96.29%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6939	69.39%
P-glycoprotein inhibitior	-	0.8939	89.39%
P-glycoprotein substrate	-	0.9655	96.55%
CYP3A4 substrate	-	0.6493	64.93%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.7333	73.33%
CYP2C9 inhibition	-	0.5494	54.94%
CYP2C19 inhibition	-	0.8026	80.26%
CYP2D6 inhibition	-	0.8620	86.20%
CYP1A2 inhibition	+	0.7674	76.74%
CYP2C8 inhibition	-	0.9529	95.29%
CYP inhibitory promiscuity	-	0.8128	81.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7333	73.33%
Carcinogenicity (trinary)	Warning	0.5142	51.42%
Eye corrosion	-	0.9863	98.63%
Eye irritation	+	0.8804	88.04%
Skin irritation	+	0.6736	67.36%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	+	0.7009	70.09%
Human Ether-a-go-go-Related Gene inhibition	-	0.6724	67.24%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.6678	66.78%
skin sensitisation	-	0.8428	84.28%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4746	47.46%
Acute Oral Toxicity (c)	III	0.7595	75.95%
Estrogen receptor binding	+	0.6787	67.87%
Androgen receptor binding	-	0.6876	68.76%
Thyroid receptor binding	-	0.7438	74.38%
Glucocorticoid receptor binding	+	0.5442	54.42%
Aromatase binding	-	0.7084	70.84%
PPAR gamma	+	0.7446	74.46%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9714	97.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.62%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.93%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.01%	93.99%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.96%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.40%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.35%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.54%	99.15%
CHEMBL2535	P11166	Glucose transporter	80.27%	98.75%

Plants that contains it

• Pterocarya rhoifolia

Cross-Links

• PubChem: 90473021
• LOTUS: LTS0018067
• wikiData: Q104985545