Agallochin O

Details

• Internal ID: 8fb37b5a-ba42-4713-b0fe-7b49eebe376c
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: methyl 3-[(1S,4R,5R,6S,9R)-10-(hydroxymethyl)-5-methyl-4-prop-1-en-2-yl-5-tricyclo[7.2.1.01,6]dodec-10-enyl]propanoate
• InChI: InChI=1S/C21H32O3/c1-14(2)17-7-10-21-11-15(16(12-21)13-22)5-6-18(21)20(17,3)9-8-19(23)24-4/h12,15,17-18,22H,1,5-11,13H2,2-4H3/t15-,17-,18+,20-,21+/m1/s1
• InChI Key: GIIJNOYZQLEMIA-UVRZSJBRSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• methyl 3-((1S,4R,5R,6S,9R)-10-(hydroxymethyl)-5-methyl-4-prop-1-en-2-yl-5-tricyclo(7.2.1.01,6)dodec-10-enyl)propanoate
• Methyl 3-[(1S,4R,5R,6S,9R)-10-(hydroxymethyl)-5-methyl-4-prop-1-en-2-yl-5-tricyclo[7.2.1.01,6]dodec-10-enyl]propanoate
• RefChem:915245

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.6992	69.92%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5975	59.75%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	+	0.8946	89.46%
OATP1B3 inhibitior	+	0.8544	85.44%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8578	85.78%
P-glycoprotein inhibitior	-	0.6848	68.48%
P-glycoprotein substrate	+	0.5619	56.19%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.7274	72.74%
CYP2C9 inhibition	-	0.6509	65.09%
CYP2C19 inhibition	-	0.7366	73.66%
CYP2D6 inhibition	-	0.9253	92.53%
CYP1A2 inhibition	-	0.7607	76.07%
CYP2C8 inhibition	+	0.4649	46.49%
CYP inhibitory promiscuity	-	0.7138	71.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8829	88.29%
Skin irritation	-	0.6665	66.65%
Skin corrosion	-	0.9723	97.23%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5965	59.65%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6117	61.17%
Acute Oral Toxicity (c)	III	0.7594	75.94%
Estrogen receptor binding	+	0.6889	68.89%
Androgen receptor binding	+	0.5434	54.34%
Thyroid receptor binding	+	0.7118	71.18%
Glucocorticoid receptor binding	+	0.9082	90.82%
Aromatase binding	+	0.5230	52.30%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.8036	80.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.99%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.86%	97.25%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.39%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.67%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.44%	82.69%
CHEMBL5028	O14672	ADAM10	83.68%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.96%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.16%	100.00%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 12085703
• NPASS: NPC167686
• LOTUS: LTS0149532
• wikiData: Q105009011