Valoneic acid dilactone

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	aa352b14-01e6-4176-86ea-f6419ee4252b
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	3,4,5-trihydroxy-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]benzoic acid
SMILES (Canonical)	C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C=C5C(=O)O)O)O)O
SMILES (Isomeric)	C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)OC5=C(C(=C(C=C5C(=O)O)O)O)O
InChI	InChI=1S/C21H10O13/c22-7-2-6(19(28)29)16(15(27)12(7)24)32-9-3-5-11-10-4(20(30)34-18(11)14(9)26)1-8(23)13(25)17(10)33-21(5)31/h1-3,22-27H,(H,28,29)
InChI Key	BPAOAXAAABIQKR-UHFFFAOYSA-N
Popularity	4 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₁H₁₀O₁₃
Molecular Weight	470.30 g/mol
Exact Mass	470.01214037 g/mol
Topological Polar Surface Area (TPSA)	221.00 Å²
XlogP	1.40
Atomic LogP (AlogP)	2.21
H-Bond Acceptor	12
H-Bond Donor	7
Rotatable Bonds	3

Synonyms

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60202-70-2

Valoneaic acid dilactone

Valoneic acid bislactone

UH5C3DT5LR

2-((5,10-Dihydro-3,7,8-trihydroxy-5,10-dioxo(1)benzopyrano(5,4,3-cde)(1)benzopyran-2-yl)oxy)-3,4,5-trihydroxybenzoic acid

3,4,5-Trihydroxy-2-((3,7,8-trihydroxy-5,10-dioxo-5,10-dihydrochromeno[5,4,3-cde]chromen-2-yl)oxy)benzoic acid

3,4,5-trihydroxy-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]benzoic acid

Benzoic acid, 2-((5,10-dihydro-3,7,8-trihydroxy-5,10-dioxo(1)benzopyrano(5,4,3-cde)(1)benzopyran-2-yl)oxy)-3,4,5-trihydroxy-

Benzoic acid, 2-[(5,10-dihydro-3,7,8-trihydroxy-5,10-dioxo[1]benzopyrano[5,4,3-cde][1]benzopyran-2-yl)oxy]-3,4,5-trihydroxy-

Valoneic acid bilactone

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6378	63.78%
Caco-2	-	0.9403	94.03%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	+	0.5811	58.11%
OATP1B1 inhibitior	+	0.9112	91.12%
OATP1B3 inhibitior	+	0.9628	96.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5374	53.74%
P-glycoprotein inhibitior	-	0.6622	66.22%
P-glycoprotein substrate	-	0.9075	90.75%
CYP3A4 substrate	-	0.5952	59.52%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.7876	78.76%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9560	95.60%
CYP1A2 inhibition	-	0.6884	68.84%
CYP2C8 inhibition	+	0.5677	56.77%
CYP inhibitory promiscuity	-	0.8826	88.26%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	+	0.5386	53.86%
Skin irritation	-	0.5810	58.10%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4462	44.62%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8226	82.26%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8375	83.75%
Acute Oral Toxicity (c)	III	0.3808	38.08%
Estrogen receptor binding	+	0.8453	84.53%
Androgen receptor binding	+	0.7327	73.27%
Thyroid receptor binding	+	0.5532	55.32%
Glucocorticoid receptor binding	+	0.7667	76.67%
Aromatase binding	+	0.5445	54.45%
PPAR gamma	+	0.7791	77.91%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9484	94.84%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.99%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	95.81%	83.57%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.72%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	95.23%	94.42%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.45%	99.15%
CHEMBL3194	P02766	Transthyretin	94.21%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.48%	95.56%
CHEMBL1811	P34995	Prostanoid EP1 receptor	91.12%	95.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.92%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.91%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.03%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.11%	95.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.62%	91.49%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	83.54%	91.79%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	82.27%	98.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.24%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.18%	94.45%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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