Benzastatin H

Details

• Internal ID: da8ea3f9-320e-4c18-9408-4997d612f20e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 4-amino-3-[(2E)-6-(hydroxymethyl)-3,7-dimethylocta-2,6-dienyl]benzamide
• SMILES (Canonical): CC(=C(CCC(=CCC1=C(C=CC(=C1)C(=O)N)N)C)CO)C
• SMILES (Isomeric): CC(=C(CC/C(=C/CC1=C(C=CC(=C1)C(=O)N)N)/C)CO)C
• InChI: InChI=1S/C18H26N2O2/c1-12(2)16(11-21)7-5-13(3)4-6-14-10-15(18(20)22)8-9-17(14)19/h4,8-10,21H,5-7,11,19H2,1-3H3,(H2,20,22)/b13-4+
• InChI Key: DGLVSNIKVGBYHU-YIXHJXPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆N₂O₂
• Molecular Weight: 302.40 g/mol
• Exact Mass: 302.199428076 g/mol
• Topological Polar Surface Area (TPSA): 89.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 4-amino-3-[(2E)-6-(hydroxymethyl)-3,7-dimethylocta-2,6-dienyl]benzamide
• 4-amino-3-((2E)-6-(hydroxymethyl)-3,7-dimethylocta-2,6-dienyl)benzamide
• RefChem:117179
• 357931-74-9
• SCHEMBL29869946
• CHEBI:220818

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9903	99.03%
Caco-2	+	0.6176	61.76%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9218	92.18%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7170	71.70%
P-glycoprotein inhibitior	-	0.6643	66.43%
P-glycoprotein substrate	-	0.6122	61.22%
CYP3A4 substrate	-	0.5639	56.39%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	+	0.7673	76.73%
CYP2C9 inhibition	-	0.6474	64.74%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.8215	82.15%
CYP1A2 inhibition	-	0.6059	60.59%
CYP2C8 inhibition	-	0.6694	66.94%
CYP inhibitory promiscuity	-	0.5915	59.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Non-required	0.6390	63.90%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8095	80.95%
Skin irritation	-	0.8157	81.57%
Skin corrosion	-	0.9532	95.32%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7659	76.59%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.8149	81.49%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7131	71.31%
Acute Oral Toxicity (c)	III	0.6161	61.61%
Estrogen receptor binding	+	0.8567	85.67%
Androgen receptor binding	+	0.6571	65.71%
Thyroid receptor binding	+	0.7796	77.96%
Glucocorticoid receptor binding	+	0.7715	77.15%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.8530	85.30%
Honey bee toxicity	-	0.9261	92.61%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9940	99.40%

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	96.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.52%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.45%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.08%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.89%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	85.36%	83.82%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.96%	96.00%
CHEMBL4208	P20618	Proteasome component C5	84.70%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.61%	96.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.47%	89.34%
CHEMBL3959	P16083	Quinone reductase 2	82.91%	89.49%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10447663
• LOTUS: LTS0248288
• wikiData: Q104978880