Enicoflavine

Details

• Internal ID: d3f3859f-583f-4623-83c4-cb4486135e22
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: 2-[(3E)-3-(aminomethylidene)-4-hydroxy-2-oxooxan-4-yl]but-3-enal
• SMILES (Canonical): C=CC(C=O)C1(CCOC(=O)C1=CN)O
• SMILES (Isomeric): C=CC(C=O)C\1(CCOC(=O)/C1=C/N)O
• InChI: InChI=1S/C10H13NO4/c1-2-7(6-12)10(14)3-4-15-9(13)8(10)5-11/h2,5-7,14H,1,3-4,11H2/b8-5-
• InChI Key: GBJQPSBGSKNYHV-YVMONPNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃NO₄
• Molecular Weight: 211.21 g/mol
• Exact Mass: 211.08445790 g/mol
• Topological Polar Surface Area (TPSA): 89.60 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.49
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• C09946
• AC1NQYMV
• 56050-08-9
• CHEBI:4794
• 2-[(3E)-3-(aminomethylidene)-4-hydroxy-2-oxooxan-4-yl]but-3-enal
• Q27106483
• 2-[(3E)-3-(aminomethylene)-4-hydroxy-2-oxo-tetrahydropyran-4-yl]but-3-enal
• 3-(Aminomethylene)-alpha-ethenyltetrahydro-4-hydroxy-2-oxo-2H-pyran-4-acetaldehyde

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5917	59.17%
Caco-2	-	0.7412	74.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6385	63.85%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.9500	95.00%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7867	78.67%
BSEP inhibitior	-	0.8859	88.59%
P-glycoprotein inhibitior	-	0.9667	96.67%
P-glycoprotein substrate	-	0.9086	90.86%
CYP3A4 substrate	-	0.5581	55.81%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.8478	84.78%
CYP2C19 inhibition	-	0.7895	78.95%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8605	86.05%
CYP2C8 inhibition	-	0.9234	92.34%
CYP inhibitory promiscuity	-	0.9608	96.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5897	58.97%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.8397	83.97%
Skin irritation	-	0.7246	72.46%
Skin corrosion	-	0.8992	89.92%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8019	80.19%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.7514	75.14%
skin sensitisation	-	0.8148	81.48%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4646	46.46%
Acute Oral Toxicity (c)	III	0.5674	56.74%
Estrogen receptor binding	-	0.7620	76.20%
Androgen receptor binding	-	0.7374	73.74%
Thyroid receptor binding	-	0.5600	56.00%
Glucocorticoid receptor binding	-	0.6130	61.30%
Aromatase binding	-	0.7208	72.08%
PPAR gamma	-	0.6230	62.30%
Honey bee toxicity	-	0.8127	81.27%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7325	73.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.15%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.15%	86.33%

Plants that contains it

• Swertia purpurascens

Cross-Links

• PubChem: 5281564
• LOTUS: LTS0145215
• wikiData: Q27106483