Guignardene A

Details

• Internal ID: fe57a2bf-2d1d-41e1-bd80-832de25e2ecc
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Aniline and substituted anilines
• IUPAC Name: (4Z,5E)-4-[(2-amino-3-hydroxyphenyl)methylidene]-5-(hydroxymethylidene)-3-methylideneheptan-2-one
• InChI: InChI=1S/C16H19NO3/c1-4-12(9-18)14(10(2)11(3)19)8-13-6-5-7-15(20)16(13)17/h5-9,18,20H,2,4,17H2,1,3H3/b12-9+,14-8+
• InChI Key: AQCVSSBXUGYGDU-VQHXNPGESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.33 g/mol
• Exact Mass: 273.13649347 g/mol
• Topological Polar Surface Area (TPSA): 83.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.7267	72.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6063	60.63%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6417	64.17%
P-glycoprotein inhibitior	-	0.8538	85.38%
P-glycoprotein substrate	-	0.5507	55.07%
CYP3A4 substrate	-	0.5179	51.79%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.7643	76.43%
CYP3A4 inhibition	-	0.5782	57.82%
CYP2C9 inhibition	-	0.6479	64.79%
CYP2C19 inhibition	-	0.5422	54.22%
CYP2D6 inhibition	-	0.8022	80.22%
CYP1A2 inhibition	+	0.5759	57.59%
CYP2C8 inhibition	-	0.5586	55.86%
CYP inhibitory promiscuity	-	0.5139	51.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6345	63.45%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6004	60.04%
Skin irritation	-	0.8362	83.62%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5734	57.34%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5067	50.67%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4844	48.44%
Acute Oral Toxicity (c)	III	0.7685	76.85%
Estrogen receptor binding	+	0.9333	93.33%
Androgen receptor binding	+	0.7164	71.64%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.8593	85.93%
Aromatase binding	+	0.7150	71.50%
PPAR gamma	+	0.6462	64.62%
Honey bee toxicity	-	0.9358	93.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9788	97.88%

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	95.65%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.88%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.96%	96.95%
CHEMBL2581	P07339	Cathepsin D	92.61%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.36%	97.21%
CHEMBL3959	P16083	Quinone reductase 2	88.87%	89.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.87%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	83.81%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586527
• LOTUS: LTS0200754
• wikiData: Q104916782