Chitranone

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	b9e1eeb0-9be0-44d3-8442-230d5a7ad229
Taxonomy	Benzenoids > Naphthalenes > Naphthoquinones
IUPAC Name	5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxonaphthalen-2-yl)-2-methylnaphthalene-1,4-dione
SMILES (Canonical)	CC1=CC(=O)C2=C(C1=O)C=CC(=C2O)C3=C(C(=O)C4=C(C3=O)C(=CC=C4)O)C
SMILES (Isomeric)	CC1=CC(=O)C2=C(C1=O)C=CC(=C2O)C3=C(C(=O)C4=C(C3=O)C(=CC=C4)O)C
InChI	InChI=1S/C22H14O6/c1-9-8-15(24)18-13(19(9)25)7-6-12(21(18)27)16-10(2)20(26)11-4-3-5-14(23)17(11)22(16)28/h3-8,23,27H,1-2H3
InChI Key	ITGPISXKMZIRAV-UHFFFAOYSA-N
Popularity	6 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₂H₁₄O₆
Molecular Weight	374.30 g/mol
Exact Mass	374.07903816 g/mol
Topological Polar Surface Area (TPSA)	109.00 Å²
XlogP	3.80
Atomic LogP (AlogP)	3.28
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

Top

[2,2'-Binaphthalene]-1,4,5',8'-tetrone, 1',8-dihydroxy-3,6'-dimethyl-

CHEMBL470658

ITGPISXKMZIRAV-UHFFFAOYSA-

ITGPISXKMZIRAV-UHFFFAOYSA-N

5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxonaphthalen-2-yl)-2-methylnaphthalene-1,4-dione

5-hydroxy-3-(1-hydroxy-6-methyl-5,8-dioxo-2-naphthyl)-2-methyl-naphthalene-1,4-dione

58274-95-6

InChI=1/C22H14O6/c1-9-8-15(24)18-13(19(9)25)7-6-12(21(18)27)16-10(2)20(26)11-4-3-5-14(23)17(11)22(16)28/h3-8,23,27H,1-2H3

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5318	53.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9018	90.18%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9148	91.48%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6551	65.51%
P-glycoprotein inhibitior	-	0.8696	86.96%
P-glycoprotein substrate	-	0.8099	80.99%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.8009	80.09%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.7006	70.06%
CYP2C9 inhibition	+	0.9592	95.92%
CYP2C19 inhibition	+	0.7766	77.66%
CYP2D6 inhibition	-	0.7041	70.41%
CYP1A2 inhibition	+	0.9159	91.59%
CYP2C8 inhibition	-	0.7398	73.98%
CYP inhibitory promiscuity	+	0.8403	84.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8088	80.88%
Carcinogenicity (trinary)	Non-required	0.5102	51.02%
Eye corrosion	-	0.9965	99.65%
Eye irritation	+	0.5929	59.29%
Skin irritation	-	0.5908	59.08%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7128	71.28%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.8750	87.50%
skin sensitisation	-	0.6582	65.82%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5847	58.47%
Acute Oral Toxicity (c)	III	0.4962	49.62%
Estrogen receptor binding	+	0.7319	73.19%
Androgen receptor binding	+	0.7229	72.29%
Thyroid receptor binding	-	0.7766	77.66%
Glucocorticoid receptor binding	+	0.6448	64.48%
Aromatase binding	-	0.7405	74.05%
PPAR gamma	+	0.6643	66.43%
Honey bee toxicity	-	0.9345	93.45%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.27%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	96.14%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.19%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.15%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.65%	99.15%
CHEMBL1937	Q92769	Histone deacetylase 2	90.30%	94.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.84%	96.67%
CHEMBL3401	O75469	Pregnane X receptor	88.94%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.48%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.40%	93.03%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.52%	93.65%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.88%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.48%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%

Plants that contains it

Top

Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.