(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methoxy-5-(3-methylbut-2-enyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate

Details

• Internal ID: 15aafaa7-815e-45a1-b4cc-577a006c04bb
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 3-methoxy-5-(3-methylbut-2-enyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)OC2CC3CCC(C2)N3C)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)OC2CC3CCC(C2)N3C)OC)OC4C(C(C(C(O4)CO)O)O)O)C
• InChI: InChI=1S/C27H39NO9/c1-14(2)5-6-15-9-16(26(33)35-19-11-17-7-8-18(12-19)28(17)3)10-20(34-4)25(15)37-27-24(32)23(31)22(30)21(13-29)36-27/h5,9-10,17-19,21-24,27,29-32H,6-8,11-13H2,1-4H3
• InChI Key: HAWPTRHHUNNNJJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₉NO₉
• Molecular Weight: 521.60 g/mol
• Exact Mass: 521.26248182 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5704	57.04%
Caco-2	-	0.8033	80.33%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5057	50.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8501	85.01%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6272	62.72%
P-glycoprotein inhibitior	+	0.5717	57.17%
P-glycoprotein substrate	-	0.5073	50.73%
CYP3A4 substrate	+	0.6732	67.32%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.7934	79.34%
CYP3A4 inhibition	-	0.9111	91.11%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.8456	84.56%
CYP2D6 inhibition	-	0.8296	82.96%
CYP1A2 inhibition	-	0.8029	80.29%
CYP2C8 inhibition	+	0.4600	46.00%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9330	93.30%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9377	93.77%
Ames mutagenesis	-	0.6424	64.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7058	70.58%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8518	85.18%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8107	81.07%
Acute Oral Toxicity (c)	III	0.6388	63.88%
Estrogen receptor binding	+	0.6724	67.24%
Androgen receptor binding	-	0.5781	57.81%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	+	0.6665	66.65%
Aromatase binding	+	0.5345	53.45%
PPAR gamma	-	0.5264	52.64%
Honey bee toxicity	-	0.7921	79.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7987	79.87%
Fish aquatic toxicity	+	0.9378	93.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.92%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.94%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.11%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.19%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.67%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.05%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.02%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.93%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.81%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.46%	96.95%
CHEMBL4208	P20618	Proteasome component C5	87.34%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.54%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.23%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.52%	98.75%
CHEMBL1873	P00750	Tissue-type plasminogen activator	85.47%	93.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.21%	89.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.52%	97.21%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.15%	98.46%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.61%	91.07%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.65%	95.83%

Plants that contains it

• Distimake guerichii

Cross-Links

• PubChem: 162917314
• LOTUS: LTS0149856
• wikiData: Q105025108