5-hydroxy-6,7,14-trimethoxy-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

Details

• Internal ID: c58420b6-0ae1-4508-ad62-d45d0535a515
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 5-hydroxy-6,7,14-trimethoxy-13-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione
• InChI: InChI=1S/C23H22O14/c1-31-16-7(34-23-15(28)14(27)12(25)8(5-24)35-23)4-6-9-10-11(22(30)37-17(9)16)13(26)19(32-2)20(33-3)18(10)36-21(6)29/h4,8,12,14-15,23-28H,5H2,1-3H3/t8-,12-,14+,15-,23-/m1/s1
• InChI Key: BYEOABDATOFIMP-NVMMYXPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₂O₁₄
• Molecular Weight: 522.40 g/mol
• Exact Mass: 522.10095537 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6797	67.97%
Caco-2	-	0.7931	79.31%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4694	46.94%
OATP2B1 inhibitior	-	0.8516	85.16%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5131	51.31%
P-glycoprotein inhibitior	-	0.5298	52.98%
P-glycoprotein substrate	-	0.7378	73.78%
CYP3A4 substrate	+	0.5793	57.93%
CYP2C9 substrate	-	0.6456	64.56%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	-	0.9282	92.82%
CYP2C9 inhibition	-	0.9391	93.91%
CYP2C19 inhibition	-	0.9461	94.61%
CYP2D6 inhibition	-	0.9475	94.75%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	-	0.5773	57.73%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.8528	85.28%
Skin corrosion	-	0.9621	96.21%
Ames mutagenesis	+	0.5845	58.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.3794	37.94%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9270	92.70%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.9227	92.27%
Acute Oral Toxicity (c)	III	0.6407	64.07%
Estrogen receptor binding	+	0.7674	76.74%
Androgen receptor binding	-	0.5066	50.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6837	68.37%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6169	61.69%
Honey bee toxicity	-	0.8092	80.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6849	68.49%
Fish aquatic toxicity	+	0.7809	78.09%

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	99.57%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.87%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.19%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.41%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.88%	89.34%
CHEMBL2581	P07339	Cathepsin D	90.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.24%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	86.15%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.57%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.42%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.11%	96.21%

Plants that contains it

• Myrciaria glomerata

Cross-Links

• PubChem: 101836899
• LOTUS: LTS0066626
• wikiData: Q104949172