1,7,13-Trihydroxy-3,9,15-trimethyltrinaphthylene-5,6,11,12,17,18-hexone

Details

• Internal ID: b81671b9-9b0f-4268-a0f2-f25d5dca15af
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Triphenylenes
• IUPAC Name: 1,7,13-trihydroxy-3,9,15-trimethyltrinaphthylene-5,6,11,12,17,18-hexone
• SMILES (Canonical): CC1=CC2=C(C(=C1)O)C(=O)C3=C4C(=C5C(=C3C2=O)C(=O)C6=C(C5=O)C=C(C=C6O)C)C(=O)C7=C(C4=O)C=C(C=C7O)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1)O)C(=O)C3=C4C(=C5C(=C3C2=O)C(=O)C6=C(C5=O)C=C(C=C6O)C)C(=O)C7=C(C4=O)C=C(C=C7O)C
• InChI: InChI=1S/C33H18O9/c1-10-4-13-19(16(34)7-10)31(40)25-22(28(13)37)26-24(30(39)14-5-11(2)8-17(35)20(14)32(26)41)27-23(25)29(38)15-6-12(3)9-18(36)21(15)33(27)42/h4-9,34-36H,1-3H3
• InChI Key: KAWMYCUCRCYKDE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₁₈O₉
• Molecular Weight: 558.50 g/mol
• Exact Mass: 558.09508215 g/mol
• Topological Polar Surface Area (TPSA): 163.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 3.12
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9911	99.11%
Caco-2	-	0.5249	52.49%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8099	80.99%
OATP2B1 inhibitior	-	0.5618	56.18%
OATP1B1 inhibitior	+	0.9580	95.80%
OATP1B3 inhibitior	+	0.8773	87.73%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7132	71.32%
P-glycoprotein inhibitior	-	0.6476	64.76%
P-glycoprotein substrate	-	0.9737	97.37%
CYP3A4 substrate	-	0.6477	64.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8315	83.15%
CYP3A4 inhibition	-	0.6669	66.69%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.9371	93.71%
CYP2D6 inhibition	-	0.8619	86.19%
CYP1A2 inhibition	+	0.7420	74.20%
CYP2C8 inhibition	-	0.9641	96.41%
CYP inhibitory promiscuity	-	0.8087	80.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7633	76.33%
Carcinogenicity (trinary)	Non-required	0.5450	54.50%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.5852	58.52%
Skin irritation	-	0.6355	63.55%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	+	0.5636	56.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4043	40.43%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7211	72.11%
skin sensitisation	-	0.9073	90.73%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6045	60.45%
Acute Oral Toxicity (c)	III	0.7791	77.91%
Estrogen receptor binding	+	0.8148	81.48%
Androgen receptor binding	+	0.6222	62.22%
Thyroid receptor binding	-	0.6120	61.20%
Glucocorticoid receptor binding	+	0.5620	56.20%
Aromatase binding	-	0.5514	55.14%
PPAR gamma	+	0.7413	74.13%
Honey bee toxicity	-	0.9385	93.85%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	94.45%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.24%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.68%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.90%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.52%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.25%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	83.95%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.88%	94.00%
CHEMBL4208	P20618	Proteasome component C5	81.20%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.27%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.13%	93.03%

Plants that contains it

• Diospyros chamaethamnus
• Diospyros chloroxylon

Cross-Links

• PubChem: 163075263
• LOTUS: LTS0089966
• wikiData: Q105138009