Gentiside I

Details

• Internal ID: 86ea1f2b-7398-4256-a1a2-fa29a54fd930
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters > m-Hydroxybenzoic acid esters
• IUPAC Name: henicosyl 2,3-dihydroxybenzoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCOC(=O)C1=C(C(=CC=C1)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCOC(=O)C1=C(C(=CC=C1)O)O
• InChI: InChI=1S/C28H48O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-24-32-28(31)25-22-21-23-26(29)27(25)30/h21-23,29-30H,2-20,24H2,1H3
• InChI Key: BFWBTIXVUPMKPV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₄
• Molecular Weight: 448.70 g/mol
• Exact Mass: 448.35526001 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 13.50
• Atomic LogP (AlogP): 8.69
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 21

Synonyms

• RefChem:142920
• henicosyl 2,3-dihydroxybenzoate
• CHEMBL1254430

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	-	0.7099	70.99%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9130	91.30%
OATP2B1 inhibitior	-	0.5739	57.39%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4826	48.26%
P-glycoprotein inhibitior	-	0.5592	55.92%
P-glycoprotein substrate	-	0.8020	80.20%
CYP3A4 substrate	-	0.5286	52.86%
CYP2C9 substrate	-	0.6101	61.01%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.8247	82.47%
CYP2C9 inhibition	-	0.8343	83.43%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8600	86.00%
CYP1A2 inhibition	+	0.6817	68.17%
CYP2C8 inhibition	+	0.5858	58.58%
CYP inhibitory promiscuity	-	0.9044	90.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7923	79.23%
Carcinogenicity (trinary)	Non-required	0.6860	68.60%
Eye corrosion	-	0.9894	98.94%
Eye irritation	+	0.6959	69.59%
Skin irritation	-	0.6803	68.03%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.9300	93.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5339	53.39%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	+	0.8563	85.63%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	0.7986	79.86%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.5732	57.32%
Acute Oral Toxicity (c)	III	0.8152	81.52%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.7887	78.87%
Thyroid receptor binding	-	0.5653	56.53%
Glucocorticoid receptor binding	-	0.4907	49.07%
Aromatase binding	-	0.6557	65.57%
PPAR gamma	+	0.5892	58.92%
Honey bee toxicity	-	0.9921	99.21%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6787	67.87%
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
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.48%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.93%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.81%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.12%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.99%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	84.89%	89.63%
CHEMBL3891	P07384	Calpain 1	83.26%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.30%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46899164
• NPASS: NPC289572
• LOTUS: LTS0161172
• wikiData: Q104934932