Punigluconin

Details

• Internal ID: cd178fd8-855a-476b-bd4c-4b84b7d819da
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: (2R,3S)-3-[(10R,11R)-3,4,5,11,17,18,19-heptahydroxy-8,14-dioxo-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-2,3-bis[(3,4,5-trihydroxybenzoyl)oxy]propanoic acid
• SMILES (Canonical): C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C(C(C(=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@@H](OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)[C@@H]([C@H](C(=O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• InChI: InChI=1S/C34H26O23/c35-12-1-8(2-13(36)21(12)42)31(50)56-28(29(30(48)49)57-32(51)9-3-14(37)22(43)15(38)4-9)27-18(41)7-54-33(52)10-5-16(39)23(44)25(46)19(10)20-11(34(53)55-27)6-17(40)24(45)26(20)47/h1-6,18,27-29,35-47H,7H2,(H,48,49)/t18-,27-,28+,29-/m1/s1
• InChI Key: KZEYIYXACMUTRM-WIMKJKQSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₆O₂₃
• Molecular Weight: 802.60 g/mol
• Exact Mass: 802.08648707 g/mol
• Topological Polar Surface Area (TPSA): 406.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.41
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 7

Synonyms

• 9D6FCK37Q3
• UNII-9D6FCK37Q3
• (2R,3S)-3-((10R,11R)-3,4,5,11,17,18,19-Heptahydroxy-8,14-dioxo-9,13-dioxatricyclo(13.4.0.02,7)nonadeca-1(19),2,4,6,15,17-hexaen-10-yl)-2,3-bis((3,4,5-trihydroxybenzoyl)oxy)propanoic acid
• 103488-38-6
• 2489623-96-1
• SCHEMBL1065978
• DTXSID50616539
• Q7260204

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8959	89.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5315	53.15%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.7124	71.24%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8542	85.42%
P-glycoprotein inhibitior	+	0.7316	73.16%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9199	91.99%
CYP1A2 inhibition	-	0.8629	86.29%
CYP2C8 inhibition	+	0.5389	53.89%
CYP inhibitory promiscuity	-	0.9477	94.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6527	65.27%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.8606	86.06%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7367	73.67%
Micronuclear	+	0.7733	77.33%
Hepatotoxicity	-	0.5593	55.93%
skin sensitisation	-	0.7675	76.75%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7817	78.17%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.7661	76.61%
Androgen receptor binding	+	0.7515	75.15%
Thyroid receptor binding	-	0.5322	53.22%
Glucocorticoid receptor binding	-	0.4773	47.73%
Aromatase binding	-	0.6299	62.99%
PPAR gamma	+	0.6804	68.04%
Honey bee toxicity	-	0.8614	86.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9180	91.80%

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	98.77%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.96%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.58%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.58%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.89%	83.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.80%	95.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.23%	99.23%
CHEMBL3194	P02766	Transthyretin	87.19%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.03%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.02%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.26%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.06%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.49%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	80.42%	91.19%
CHEMBL2535	P11166	Glucose transporter	80.31%	98.75%
CHEMBL4208	P20618	Proteasome component C5	80.16%	90.00%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Elaeagnus umbellata
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 21637585
• NPASS: NPC305959
• LOTUS: LTS0147342
• wikiData: Q105148120