procyanidin B1 3-O-gallate

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	aaf6a02a-b521-46d4-9e9b-4bfd05e10037
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
IUPAC Name	[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical)	C1C(C(OC2=C1C(=CC(=C2C3C(C(OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
SMILES (Isomeric)	C1[C@@H]([C@H](OC2=C1C(=CC(=C2[C@@H]3[C@H]([C@H](OC4=CC(=CC(=C34)O)O)C5=CC(=C(C=C5)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O)C7=CC(=C(C=C7)O)O)O
InChI	InChI=1S/C37H30O16/c38-16-9-23(44)29-28(10-16)51-34(14-2-4-19(40)22(43)6-14)36(53-37(50)15-7-25(46)32(49)26(47)8-15)31(29)30-24(45)12-20(41)17-11-27(48)33(52-35(17)30)13-1-3-18(39)21(42)5-13/h1-10,12,27,31,33-34,36,38-49H,11H2/t27-,31+,33+,34+,36+/m0/s1
InChI Key	BXWABJPTCUDBMM-NNJCKQBNSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₇H₃₀O₁₆
Molecular Weight	730.60 g/mol
Exact Mass	730.15338487 g/mol
Topological Polar Surface Area (TPSA)	288.00 Å²
XlogP	3.50
Atomic LogP (AlogP)	3.98
H-Bond Acceptor	16
H-Bond Donor	12
Rotatable Bonds	5

Synonyms

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CHEBI:75651

Epicatechin-(4beta->8)-catechin 3-gallate

Q27145446

(-)-epicatechin-(4beta->8)-(+)-catechin-3-O-gallate

(2R,2'R)-2alpha,2'alpha-Bis(3,4-dihydroxyphenyl)-3alpha-(galloyloxy)-4beta,8'-bichroman-3'beta,5,5',7,7'-pentol

(2R,2'R,3R,3'S,4R)-2,2'-bis(3,4-dihydroxyphenyl)-3',5,5',7,7'-pentahydroxy-3,3',4,4'-tetrahydro-2H,2'H-4,8'-bichromen-3-yl 3,4,5-trihydroxybenzoate

[(2R,3R,4R)-2-(3,4-dihydroxyphenyl)-4-[(2R,3S)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-8-yl]-5,7-dihydroxy-3,4-dihydro-2H-chromen-3-yl] 3,4,5-trihydroxybenzoate

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	+	0.8367	83.67%
Caco-2	-	0.9165	91.65%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5726	57.26%
OATP2B1 inhibitior	-	0.5644	56.44%
OATP1B1 inhibitior	+	0.8243	82.43%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8824	88.24%
P-glycoprotein inhibitior	+	0.7287	72.87%
P-glycoprotein substrate	-	0.6684	66.84%
CYP3A4 substrate	+	0.6605	66.05%
CYP2C9 substrate	-	0.7962	79.62%
CYP2D6 substrate	-	0.7126	71.26%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9429	94.29%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.9403	94.03%
CYP2C8 inhibition	+	0.8138	81.38%
CYP inhibitory promiscuity	-	0.9256	92.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6306	63.06%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8708	87.08%
Skin irritation	-	0.6568	65.68%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.8414	84.14%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8377	83.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8010	80.10%
Acute Oral Toxicity (c)	IV	0.4212	42.12%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.8052	80.52%
Thyroid receptor binding	+	0.6040	60.40%
Glucocorticoid receptor binding	+	0.5778	57.78%
Aromatase binding	-	0.6176	61.76%
PPAR gamma	+	0.7247	72.47%
Honey bee toxicity	-	0.7601	76.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8606	86.06%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.67%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	94.96%	83.82%
CHEMBL3194	P02766	Transthyretin	94.37%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.82%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.31%	83.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.39%	86.33%
CHEMBL4208	P20618	Proteasome component C5	89.01%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.51%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.02%	99.17%
CHEMBL236	P41143	Delta opioid receptor	87.93%	99.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.34%	96.12%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.14%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.74%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.07%	97.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.36%	96.37%
CHEMBL2535	P11166	Glucose transporter	80.40%	98.75%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.36%	94.42%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Balanophora laxiflora

Benincasa hispida