[(1S,4aR,5S,6R,7S,7aS)-6,7-dihydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 4-hydroxy-3-methoxybenzoate

Details

• Internal ID: 6b68a7ea-ea6f-453c-9b18-5742a3618acc
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(1S,4aR,5S,6R,7S,7aS)-6,7-dihydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-5-yl] 4-hydroxy-3-methoxybenzoate
• InChI: InChI=1S/C23H30O14/c1-33-12-6-9(2-3-11(12)26)20(31)36-18-10-4-5-34-21(14(10)23(32,8-25)19(18)30)37-22-17(29)16(28)15(27)13(7-24)35-22/h2-6,10,13-19,21-22,24-30,32H,7-8H2,1H3/t10-,13-,14-,15-,16+,17-,18+,19-,21+,22+,23-/m1/s1
• InChI Key: OZRYKRPEVXHYIF-MREZGOFBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₁₄
• Molecular Weight: 530.50 g/mol
• Exact Mass: 530.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -3.06
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6724	67.24%
Caco-2	-	0.9118	91.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5048	50.48%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8046	80.46%
OATP1B3 inhibitior	+	0.9705	97.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6216	62.16%
P-glycoprotein inhibitior	-	0.6137	61.37%
P-glycoprotein substrate	-	0.6071	60.71%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8468	84.68%
CYP3A4 inhibition	-	0.9050	90.50%
CYP2C9 inhibition	-	0.9241	92.41%
CYP2C19 inhibition	-	0.8079	80.79%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.8685	86.85%
CYP2C8 inhibition	+	0.7084	70.84%
CYP inhibitory promiscuity	-	0.8220	82.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.7865	78.65%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4894	48.94%
Micronuclear	+	0.5133	51.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8157	81.57%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6423	64.23%
Acute Oral Toxicity (c)	III	0.6366	63.66%
Estrogen receptor binding	+	0.7602	76.02%
Androgen receptor binding	-	0.5410	54.10%
Thyroid receptor binding	+	0.5175	51.75%
Glucocorticoid receptor binding	+	0.5700	57.00%
Aromatase binding	+	0.6019	60.19%
PPAR gamma	+	0.6638	66.38%
Honey bee toxicity	-	0.7918	79.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	-	0.4129	41.29%

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	98.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4208	P20618	Proteasome component C5	94.15%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.55%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.39%	99.17%
CHEMBL3194	P02766	Transthyretin	91.51%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.33%	94.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.75%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.36%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.67%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.20%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.03%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.79%	95.56%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.94%	90.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.78%	97.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.53%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.44%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.30%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.86%	96.90%
CHEMBL2581	P07339	Cathepsin D	82.27%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.60%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	80.06%	92.50%

Plants that contains it

• Veronica hederifolia

Cross-Links

• PubChem: 10864383
• LOTUS: LTS0009324
• wikiData: Q105204071