[(4aS,5S,7R,7aR)-4a,7-dihydroxy-5-methyl-4-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-5-yl] 3,4-dimethoxybenzoate

Details

• Internal ID: 72ceceab-88ef-4c99-9daf-d480009625fb
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(4aS,5S,7R,7aR)-4a,7-dihydroxy-5-methyl-4-[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,6,7,7a-tetrahydrocyclopenta[c]pyran-5-yl] 3,4-dimethoxybenzoate
• InChI: InChI=1S/C24H32O13/c1-23(37-21(30)11-4-5-14(32-2)15(6-11)33-3)7-13(26)12-9-34-10-17(24(12,23)31)36-22-20(29)19(28)18(27)16(8-25)35-22/h4-6,10,12-13,16,18-20,22,25-29,31H,7-9H2,1-3H3/t12-,13-,16+,18-,19-,20+,22-,23+,24-/m1/s1
• InChI Key: MCMDXVSHIQWYQM-RBODOYQPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₁₃
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.18429107 g/mol
• Topological Polar Surface Area (TPSA): 194.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.58
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7558	75.58%
Caco-2	-	0.8179	81.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6257	62.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5544	55.44%
P-glycoprotein inhibitior	-	0.4688	46.88%
P-glycoprotein substrate	-	0.5352	53.52%
CYP3A4 substrate	+	0.6793	67.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.8871	88.71%
CYP2C9 inhibition	-	0.9112	91.12%
CYP2C19 inhibition	-	0.8470	84.70%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8126	81.26%
CYP2C8 inhibition	+	0.7070	70.70%
CYP inhibitory promiscuity	-	0.8942	89.42%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6194	61.94%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9393	93.93%
Skin irritation	-	0.7544	75.44%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5154	51.54%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.8348	83.48%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7340	73.40%
Acute Oral Toxicity (c)	I	0.3782	37.82%
Estrogen receptor binding	+	0.7365	73.65%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	-	0.5352	53.52%
Glucocorticoid receptor binding	+	0.5373	53.73%
Aromatase binding	+	0.6794	67.94%
PPAR gamma	+	0.5970	59.70%
Honey bee toxicity	-	0.7770	77.70%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6466	64.66%
Fish aquatic toxicity	+	0.9512	95.12%

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	98.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.77%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	94.35%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.66%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.17%	92.94%
CHEMBL4208	P20618	Proteasome component C5	92.55%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.12%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.66%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.34%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.16%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.56%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.88%	95.83%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.42%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.17%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.68%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.03%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.76%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.53%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.57%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.92%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.73%	96.21%

Plants that contains it

• Tecomella undulata

Cross-Links

• PubChem: 162871330
• LOTUS: LTS0170108
• wikiData: Q105161291