Benzastatin I

Details

• Internal ID: c164fff8-6a1f-499e-abd7-3b9b924e6843
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: 4-amino-3-[(2E,6Z)-8-hydroxy-3,6,7-trimethylocta-2,6-dienyl]benzamide
• SMILES (Canonical): CC(=CCC1=C(C=CC(=C1)C(=O)N)N)CCC(=C(C)CO)C
• SMILES (Isomeric): C/C(=C\CC1=C(C=CC(=C1)C(=O)N)N)/CC/C(=C(/C)\CO)/C
• InChI: InChI=1S/C18H26N2O2/c1-12(4-6-13(2)14(3)11-21)5-7-15-10-16(18(20)22)8-9-17(15)19/h5,8-10,21H,4,6-7,11,19H2,1-3H3,(H2,20,22)/b12-5+,14-13-
• InChI Key: RFDBKSVEWUBBHM-PWGXZHICSA-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,6Z)-8-hydroxy-3,6,7-trimethylocta-2,6-dienyl]benzamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.5666	56.66%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6581	65.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	-	0.9218	92.18%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8072	80.72%
P-glycoprotein inhibitior	-	0.6895	68.95%
P-glycoprotein substrate	-	0.6967	69.67%
CYP3A4 substrate	-	0.5575	55.75%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.7785	77.85%
CYP3A4 inhibition	+	0.7907	79.07%
CYP2C9 inhibition	-	0.6728	67.28%
CYP2C19 inhibition	-	0.7036	70.36%
CYP2D6 inhibition	-	0.8069	80.69%
CYP1A2 inhibition	-	0.5666	56.66%
CYP2C8 inhibition	-	0.6963	69.63%
CYP inhibitory promiscuity	-	0.6516	65.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9521	95.21%
Skin irritation	-	0.8269	82.69%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8041	80.41%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5657	56.57%
skin sensitisation	-	0.8261	82.61%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6802	68.02%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7410	74.10%
Acute Oral Toxicity (c)	III	0.6284	62.84%
Estrogen receptor binding	+	0.7086	70.86%
Androgen receptor binding	+	0.7040	70.40%
Thyroid receptor binding	+	0.7262	72.62%
Glucocorticoid receptor binding	+	0.6442	64.42%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.9251	92.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9913	99.13%

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	97.39%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.65%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.33%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.36%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.83%	95.56%
CHEMBL3959	P16083	Quinone reductase 2	84.05%	89.49%
CHEMBL4208	P20618	Proteasome component C5	83.77%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.40%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.22%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	80.95%	83.82%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9972177
• LOTUS: LTS0007200
• wikiData: Q105235315