Artochamin F

Details

• Internal ID: 8ca038ef-401c-40a0-a214-3438839cd7c0
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4,6-bis(3-methylbut-2-enyl)benzene-1,3-diol
• InChI: InChI=1S/C24H28O4/c1-15(2)5-9-19-18(11-7-17-8-12-21(25)24(28)13-17)20(10-6-16(3)4)23(27)14-22(19)26/h5-8,11-14,25-28H,9-10H2,1-4H3/b11-7+
• InChI Key: HFLHSAFJULMJNB-YRNVUSSQSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₄
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.19875937 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 5-((E)-2-(3,4-dihydroxyphenyl)ethenyl)-4,6-bis(3-methylbut-2-enyl)benzene-1,3-diol
• 5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-4,6-bis(3-methylbut-2-enyl)benzene-1,3-diol
• RefChem:114342

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	+	0.7316	73.16%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7071	70.71%
OATP2B1 inhibitior	+	0.5771	57.71%
OATP1B1 inhibitior	+	0.9245	92.45%
OATP1B3 inhibitior	+	0.9395	93.95%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8822	88.22%
P-glycoprotein inhibitior	-	0.4836	48.36%
P-glycoprotein substrate	-	0.9320	93.20%
CYP3A4 substrate	-	0.6353	63.53%
CYP2C9 substrate	-	0.6063	60.63%
CYP2D6 substrate	-	0.7034	70.34%
CYP3A4 inhibition	-	0.6835	68.35%
CYP2C9 inhibition	+	0.7942	79.42%
CYP2C19 inhibition	+	0.6384	63.84%
CYP2D6 inhibition	-	0.7667	76.67%
CYP1A2 inhibition	+	0.7164	71.64%
CYP2C8 inhibition	-	0.7723	77.23%
CYP inhibitory promiscuity	+	0.7542	75.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8323	83.23%
Carcinogenicity (trinary)	Non-required	0.7301	73.01%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.6297	62.97%
Skin irritation	-	0.7936	79.36%
Skin corrosion	-	0.8169	81.69%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7550	75.50%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5899	58.99%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8275	82.75%
Acute Oral Toxicity (c)	III	0.7176	71.76%
Estrogen receptor binding	+	0.9520	95.20%
Androgen receptor binding	+	0.9217	92.17%
Thyroid receptor binding	+	0.8188	81.88%
Glucocorticoid receptor binding	+	0.8546	85.46%
Aromatase binding	+	0.7590	75.90%
PPAR gamma	+	0.9477	94.77%
Honey bee toxicity	-	0.9210	92.10%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.08%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.53%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	92.92%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.57%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.98%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL3194	P02766	Transthyretin	85.50%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.90%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	84.50%	96.12%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.77%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.16%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.47%	92.68%

Plants that contains it

• Artocarpus chama

Cross-Links

• PubChem: 16080290
• LOTUS: LTS0058497
• wikiData: Q105027385