[(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5R,7S,7aS)-5,7-dihydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dimethoxybenzoate

Details

• Internal ID: c80f2d4a-3e0d-402d-96fe-cf981943f0b9
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(1S,4aR,5R,7S,7aS)-5,7-dihydroxy-7-methyl-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 3,4-dimethoxybenzoate
• SMILES (Canonical): CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)COC(=O)C4=CC(=C(C=C4)OC)OC)O)O)O)O)O
• SMILES (Isomeric): C[C@@]1(C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC(=C(C=C4)OC)OC)O)O)O)O)O
• InChI: InChI=1S/C24H32O12/c1-24(30)9-13(25)12-6-7-33-22(17(12)24)36-23-20(28)19(27)18(26)16(35-23)10-34-21(29)11-4-5-14(31-2)15(8-11)32-3/h4-8,12-13,16-20,22-23,25-28,30H,9-10H2,1-3H3/t12-,13+,16+,17+,18+,19-,20+,22-,23-,24-/m0/s1
• InChI Key: MHLBJQVZNLCHBZ-NPWFAMOPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₁₂
• Molecular Weight: 512.50 g/mol
• Exact Mass: 512.18937645 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7933	79.33%
Caco-2	-	0.8635	86.35%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5320	53.20%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6382	63.82%
P-glycoprotein inhibitior	-	0.5520	55.20%
P-glycoprotein substrate	-	0.5748	57.48%
CYP3A4 substrate	+	0.6721	67.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8481	84.81%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.8816	88.16%
CYP2D6 inhibition	-	0.8493	84.93%
CYP1A2 inhibition	-	0.7746	77.46%
CYP2C8 inhibition	+	0.6673	66.73%
CYP inhibitory promiscuity	-	0.8296	82.96%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5517	55.17%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.7614	76.14%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7003	70.03%
Micronuclear	+	0.5074	50.74%
Hepatotoxicity	-	0.7301	73.01%
skin sensitisation	-	0.8390	83.90%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9063	90.63%
Acute Oral Toxicity (c)	III	0.4882	48.82%
Estrogen receptor binding	+	0.6746	67.46%
Androgen receptor binding	-	0.5484	54.84%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6406	64.06%
Aromatase binding	-	0.5185	51.85%
PPAR gamma	+	0.6125	61.25%
Honey bee toxicity	-	0.8365	83.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5815	58.15%
Fish aquatic toxicity	+	0.8920	89.20%

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	98.32%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.95%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.59%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.48%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.33%	92.94%
CHEMBL220	P22303	Acetylcholinesterase	90.51%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.56%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.28%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.50%	85.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.13%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.10%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.62%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.56%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.29%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.90%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.90%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.03%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.40%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.16%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.11%	91.07%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.04%	89.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44575706
• LOTUS: LTS0252868
• wikiData: Q105163855