Flavogallonic acid

Details

• Internal ID: c728a36b-1c5d-45e5-83b5-1c644c002625
• Taxonomy: Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
• IUPAC Name: 3,4,5-trihydroxy-2-(6,7,13,14-tetrahydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaen-5-yl)benzoic acid
• SMILES (Canonical): C1=C2C3=C(C(=C1O)O)OC(=O)C4=C3C(=C(C(=C4C5=C(C(=C(C=C5C(=O)O)O)O)O)O)O)OC2=O
• SMILES (Isomeric): C1=C2C3=C(C(=C1O)O)OC(=O)C4=C3C(=C(C(=C4C5=C(C(=C(C=C5C(=O)O)O)O)O)O)O)OC2=O
• InChI: InChI=1S/C21H10O13/c22-5-1-3(19(29)30)7(14(26)12(5)24)9-11-10-8-4(20(31)33-18(10)16(28)15(9)27)2-6(23)13(25)17(8)34-21(11)32/h1-2,22-28H,(H,29,30)
• InChI Key: KPGXIKDTCNMCAR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₀O₁₃
• Molecular Weight: 470.30 g/mol
• Exact Mass: 470.01214037 g/mol
• Topological Polar Surface Area (TPSA): 232.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 2

Synonyms

• 103744-88-3
• ACon1_001636
• DTXSID70745436
• NCGC00180302-01

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7231	72.31%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6370	63.70%
OATP2B1 inhibitior	-	0.5355	53.55%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7912	79.12%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.8773	87.73%
CYP3A4 substrate	-	0.6087	60.87%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.7079	70.79%
CYP2C9 inhibition	-	0.6597	65.97%
CYP2C19 inhibition	-	0.9059	90.59%
CYP2D6 inhibition	-	0.9697	96.97%
CYP1A2 inhibition	-	0.7757	77.57%
CYP2C8 inhibition	+	0.4656	46.56%
CYP inhibitory promiscuity	-	0.8851	88.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7391	73.91%
Eye corrosion	-	0.9934	99.34%
Eye irritation	+	0.7802	78.02%
Skin irritation	-	0.5243	52.43%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5370	53.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5774	57.74%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.8567	85.67%
Acute Oral Toxicity (c)	II	0.6454	64.54%
Estrogen receptor binding	+	0.6675	66.75%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	-	0.6341	63.41%
Glucocorticoid receptor binding	+	0.7210	72.10%
Aromatase binding	-	0.5591	55.91%
PPAR gamma	+	0.7647	76.47%
Honey bee toxicity	-	0.9465	94.65%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9534	95.34%

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	98.86%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.89%	94.42%
CHEMBL3194	P02766	Transthyretin	93.87%	90.71%
CHEMBL1811	P34995	Prostanoid EP1 receptor	92.16%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.61%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.25%	89.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.18%	81.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.67%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.78%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.62%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.36%	99.15%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.15%	87.67%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	85.10%	91.79%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.06%	80.00%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Baphia pubescens
• Cardiospermum halicacabum
• Centaurea nigrescens
• Cirsium japonicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia segetalis
• Garcinia celebica
• Lasiosiphon kraussianus
• Morinda morindoides
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Petrosedum pruinatum
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Populus angustifolia
• Pouzolzia occidentalis
• Punica granatum
• Rhoiptelea chiliantha
• Ruta microcarpa
• Sasa senanensis
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Terminalia chebula
• Terminalia myriocarpa
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 14503023
• NPASS: NPC173977
• LOTUS: LTS0111232
• wikiData: Q105144182