Citreopenin

Details

• Internal ID: 162875c3-5efc-4157-8a97-a185f62608b3
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (4aS)-6-hydroxy-3,4a,5-trimethyl-1,4-dihydrobenzo[f]indole-2,7-dione
• InChI: InChI=1S/C15H15NO3/c1-7-10-6-15(3)8(2)13(18)12(17)5-9(15)4-11(10)16-14(7)19/h4-5,18H,6H2,1-3H3,(H,16,19)/t15-/m1/s1
• InChI Key: APLMCDIFIAKMLY-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.28 g/mol
• Exact Mass: 257.10519334 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.07
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.7610	76.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.4629	46.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9094	90.94%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7951	79.51%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.7405	74.05%
CYP3A4 substrate	+	0.5193	51.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8958	89.58%
CYP3A4 inhibition	-	0.7659	76.59%
CYP2C9 inhibition	-	0.5253	52.53%
CYP2C19 inhibition	-	0.6198	61.98%
CYP2D6 inhibition	-	0.7664	76.64%
CYP1A2 inhibition	-	0.5670	56.70%
CYP2C8 inhibition	-	0.9387	93.87%
CYP inhibitory promiscuity	+	0.7313	73.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4431	44.31%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9372	93.72%
Skin irritation	-	0.7243	72.43%
Skin corrosion	-	0.9258	92.58%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8178	81.78%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.4761	47.61%
Estrogen receptor binding	+	0.5420	54.20%
Androgen receptor binding	+	0.5979	59.79%
Thyroid receptor binding	-	0.5964	59.64%
Glucocorticoid receptor binding	+	0.6329	63.29%
Aromatase binding	-	0.5409	54.09%
PPAR gamma	+	0.6049	60.49%
Honey bee toxicity	-	0.9666	96.66%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7232	72.32%
Fish aquatic toxicity	+	0.9335	93.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.10%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	93.85%	89.63%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.37%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.17%	93.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.25%	85.14%
CHEMBL4208	P20618	Proteasome component C5	81.32%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588026
• LOTUS: LTS0257831
• wikiData: Q104916393