Knipholone

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	2156e02e-7388-49ae-b287-057afc42b973
Taxonomy	Benzenoids > Anthracenes > Anthraquinones
IUPAC Name	1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthracene-9,10-dione
SMILES (Canonical)	CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(=O)C4=C(C2=O)C(=CC=C4)O)O
SMILES (Isomeric)	CC1=CC(=C2C(=C1C3=C(C(=C(C=C3O)OC)C(=O)C)O)C(=O)C4=C(C2=O)C(=CC=C4)O)O
InChI	InChI=1S/C24H18O8/c1-9-7-13(27)20-21(22(29)11-5-4-6-12(26)18(11)24(20)31)16(9)19-14(28)8-15(32-3)17(10(2)25)23(19)30/h4-8,26-28,30H,1-3H3
InChI Key	DUENHQWYLVQDQK-UHFFFAOYSA-N
Popularity	16 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₁₈O₈
Molecular Weight	434.40 g/mol
Exact Mass	434.10016753 g/mol
Topological Polar Surface Area (TPSA)	141.00 Å²
XlogP	4.20
Atomic LogP (AlogP)	3.47
H-Bond Acceptor	8
H-Bond Donor	4
Rotatable Bonds	3

Synonyms

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94450-08-5

CHEBI:6141

1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,5-dihydroxy-2-methylanthracene-9,10-dione

1-(3-acetyl-2,6-dihydroxy-4-methoxyphenyl)-4,6-dihydroxy-2-methylanthracene-9,10-dione

(+)-M-knipholone

CHEMBL514883

SCHEMBL16226780

DTXSID10331938

Q15426245

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.5359	53.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8522	85.22%
OATP2B1 inhibitior	-	0.5637	56.37%
OATP1B1 inhibitior	+	0.9277	92.77%
OATP1B3 inhibitior	-	0.3231	32.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6237	62.37%
P-glycoprotein inhibitior	-	0.6366	63.66%
P-glycoprotein substrate	-	0.6892	68.92%
CYP3A4 substrate	+	0.5876	58.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8079	80.79%
CYP3A4 inhibition	-	0.6669	66.69%
CYP2C9 inhibition	-	0.5976	59.76%
CYP2C19 inhibition	-	0.7284	72.84%
CYP2D6 inhibition	-	0.8037	80.37%
CYP1A2 inhibition	+	0.8502	85.02%
CYP2C8 inhibition	+	0.6497	64.97%
CYP inhibitory promiscuity	+	0.5742	57.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8496	84.96%
Carcinogenicity (trinary)	Non-required	0.6046	60.46%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.5188	51.88%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9491	94.91%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5857	58.57%
Acute Oral Toxicity (c)	III	0.5202	52.02%
Estrogen receptor binding	+	0.7570	75.70%
Androgen receptor binding	+	0.5843	58.43%
Thyroid receptor binding	-	0.6048	60.48%
Glucocorticoid receptor binding	+	0.7423	74.23%
Aromatase binding	-	0.7188	71.88%
PPAR gamma	+	0.7211	72.11%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

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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	96.71%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.28%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.21%	89.00%
CHEMBL2535	P11166	Glucose transporter	90.99%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.67%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.02%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.73%	99.23%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.56%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.36%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	86.41%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.99%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.80%	95.50%
CHEMBL4208	P20618	Proteasome component C5	85.75%	90.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.73%	93.03%
CHEMBL2056	P21728	Dopamine D1 receptor	84.89%	91.00%
CHEMBL1255126	O15151	Protein Mdm4	83.70%	90.20%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.18%	96.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.93%	96.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.48%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.78%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.03%	90.24%

Plants that contains it

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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.

Bulbinella floribunda