Gentiside A

Details

• Internal ID: d8bdd4f3-ed13-4cd3-8ed6-8288de22cb67
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > m-Hydroxybenzoic acid esters
• IUPAC Name: 20-methylhenicosyl 2,3-dihydroxybenzoate
• SMILES (Canonical): CC(C)CCCCCCCCCCCCCCCCCCCOC(=O)C1=C(C(=CC=C1)O)O
• SMILES (Isomeric): CC(C)CCCCCCCCCCCCCCCCCCCOC(=O)C1=C(C(=CC=C1)O)O
• InChI: InChI=1S/C29H50O4/c1-25(2)21-18-16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-19-24-33-29(32)26-22-20-23-27(30)28(26)31/h20,22-23,25,30-31H,3-19,21,24H2,1-2H3
• InChI Key: XHAJOICBJURAOT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₀O₄
• Molecular Weight: 462.70 g/mol
• Exact Mass: 462.37091007 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 13.70
• Atomic LogP (AlogP): 8.93
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 21

Synonyms

• CHEMBL592172

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.6690	66.90%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.9555	95.55%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.9550	95.50%
OATP1B3 inhibitior	+	0.9178	91.78%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7338	73.38%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.7247	72.47%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	+	0.5892	58.92%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.7681	76.81%
CYP2C9 inhibition	-	0.7071	70.71%
CYP2C19 inhibition	-	0.6710	67.10%
CYP2D6 inhibition	-	0.8702	87.02%
CYP1A2 inhibition	+	0.7447	74.47%
CYP2C8 inhibition	-	0.7768	77.68%
CYP inhibitory promiscuity	-	0.9384	93.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7623	76.23%
Carcinogenicity (trinary)	Non-required	0.6999	69.99%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9732	97.32%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6882	68.82%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	+	0.7293	72.93%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7218	72.18%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.7203	72.03%
Acute Oral Toxicity (c)	III	0.7431	74.31%
Estrogen receptor binding	+	0.6022	60.22%
Androgen receptor binding	+	0.8230	82.30%
Thyroid receptor binding	-	0.5816	58.16%
Glucocorticoid receptor binding	+	0.5383	53.83%
Aromatase binding	-	0.6157	61.57%
PPAR gamma	+	0.5391	53.91%
Honey bee toxicity	-	0.9782	97.82%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.29%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.71%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.97%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.95%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.83%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.67%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	84.49%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.17%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	83.17%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.57%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46229235
• LOTUS: LTS0242657
• wikiData: Q105327952