[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-3-yl] acetate

Details

• Internal ID: 2b963a4e-d23b-4888-8026-f45dbe2848e4
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: [(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)OC(=O)C)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C4C(=C2)C(=O)OC5=C4C(=CC(=C5O)O)C(=O)O3)O)OC(=O)C)O)O
• InChI: InChI=1S/C22H18O13/c1-5-13(25)16(28)19(32-6(2)23)22(31-5)33-10-4-8-12-11-7(20(29)35-18(12)15(10)27)3-9(24)14(26)17(11)34-21(8)30/h3-5,13,16,19,22,24-28H,1-2H3/t5-,13-,16+,19+,22-/m0/s1
• InChI Key: GPWDZAKJMGLHSG-BGTADKINSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₁₃
• Molecular Weight: 490.40 g/mol
• Exact Mass: 490.07474062 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8021	80.21%
Caco-2	-	0.8739	87.39%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7715	77.15%
OATP2B1 inhibitior	-	0.5538	55.38%
OATP1B1 inhibitior	+	0.8895	88.95%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6177	61.77%
P-glycoprotein inhibitior	-	0.5539	55.39%
P-glycoprotein substrate	-	0.6478	64.78%
CYP3A4 substrate	+	0.5881	58.81%
CYP2C9 substrate	-	0.8113	81.13%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.8582	85.82%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.6550	65.50%
CYP2C8 inhibition	-	0.6345	63.45%
CYP inhibitory promiscuity	-	0.8935	89.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6485	64.85%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.6956	69.56%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	+	0.5599	55.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.5501	55.01%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9392	93.92%
Acute Oral Toxicity (c)	III	0.5266	52.66%
Estrogen receptor binding	+	0.7569	75.69%
Androgen receptor binding	+	0.5965	59.65%
Thyroid receptor binding	-	0.5313	53.13%
Glucocorticoid receptor binding	+	0.7668	76.68%
Aromatase binding	-	0.5654	56.54%
PPAR gamma	+	0.6092	60.92%
Honey bee toxicity	-	0.8103	81.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9690	96.90%

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	99.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.21%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.75%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.73%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.87%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3194	P02766	Transthyretin	86.45%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.08%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	85.47%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.93%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.89%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.69%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.64%	89.34%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.53%	94.42%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.29%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.99%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	80.75%	91.19%

Plants that contains it

• Siphoneugena densiflora

Cross-Links

• PubChem: 162902753
• LOTUS: LTS0051135
• wikiData: Q105015210