Punicafolin

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	972e1bcb-3085-4da7-b7b8-c632b36343ee
Taxonomy	Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name	[(1S,19R,21S,22R,23R)-6,7,8,11,12,13-hexahydroxy-3,16-dioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl] 3,4,5-trihydroxybenzoate
SMILES (Canonical)	C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
SMILES (Isomeric)	C1[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O1)O)O)O)O)O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
InChI	InChI=1S/C41H30O26/c42-15-1-10(2-16(43)26(15)50)36(57)64-33-23-9-62-39(60)13-7-21(48)29(53)31(55)24(13)25-14(8-22(49)30(54)32(25)56)40(61)65-34(33)35(66-37(58)11-3-17(44)27(51)18(45)4-11)41(63-23)67-38(59)12-5-19(46)28(52)20(47)6-12/h1-8,23,33-35,41-56H,9H2/t23-,33-,34+,35-,41+/m1/s1
InChI Key	DPBVYZVSXAZMAY-UUUCSUBKSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₄₁H₃₀O₂₆
Molecular Weight	938.70 g/mol
Exact Mass	938.10253106 g/mol
Topological Polar Surface Area (TPSA)	444.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	1.67
H-Bond Acceptor	26
H-Bond Donor	15
Rotatable Bonds	6

Synonyms

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88847-11-4

1,2,4-Tri-O-galloyl-3,6-hexahydroxydiphenoylglucose

[(1S,19R,21S,22R,23R)-6,7,8,11,12,13-hexahydroxy-3,16-dioxo-21,22-bis[(3,4,5-trihydroxybenzoyl)oxy]-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4,6,8,10,12,14-hexaen-23-yl] 3,4,5-trihydroxybenzoate

beta-D-Glucopyranose, cyclic 3,6-(4,4',5,5',6,6')-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1,2,4-tris(3,4,5-trihydroxybenzoate), (R)-

D0Q3XB

CHEMBL507308

DTXSID101030158

BDBM50260525

Q7260201

.beta.-D-Glucopyranose, cyclic 3:6-bis[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 1,2,4-tri(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	+	0.6260	62.60%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6215	62.15%
OATP2B1 inhibitior	-	0.5641	56.41%
OATP1B1 inhibitior	-	0.3261	32.61%
OATP1B3 inhibitior	+	0.9124	91.24%
MATE1 inhibitior	+	0.5800	58.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8664	86.64%
P-glycoprotein inhibitior	+	0.7539	75.39%
P-glycoprotein substrate	-	0.6600	66.00%
CYP3A4 substrate	+	0.6075	60.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8556	85.56%
CYP2C9 inhibition	-	0.8626	86.26%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9371	93.71%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	+	0.5340	53.40%
CYP inhibitory promiscuity	-	0.9047	90.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6996	69.96%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8631	86.31%
Skin irritation	-	0.7725	77.25%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7847	78.47%
Micronuclear	+	0.7933	79.33%
Hepatotoxicity	-	0.7177	71.77%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8926	89.26%
Acute Oral Toxicity (c)	III	0.5277	52.77%
Estrogen receptor binding	+	0.7815	78.15%
Androgen receptor binding	+	0.7422	74.22%
Thyroid receptor binding	-	0.4904	49.04%
Glucocorticoid receptor binding	+	0.5605	56.05%
Aromatase binding	-	0.5884	58.84%
PPAR gamma	+	0.7014	70.14%
Honey bee toxicity	-	0.8486	84.86%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8919	89.19%

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%
CHEMBL1951	P21397	Monoamine oxidase A	95.82%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.04%	86.33%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.80%	83.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.70%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.34%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.07%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.01%	99.17%
CHEMBL4208	P20618	Proteasome component C5	86.81%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.22%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	86.13%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	84.39%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.17%	95.56%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.05%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.91%	95.89%
CHEMBL3194	P02766	Transthyretin	82.88%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.59%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.17%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	81.12%	92.50%

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.

Aframomum limbatum

Agave utahensis

Aglaia elaeagnoidea

Andrographis paniculata

Aristolochia littoralis

Aristolochia zollingeriana

Artemisia bigelovii

Astragalus gummifer

Balanophora involucrata

Bartramia pomiformis

Beilschmiedia anacardioides

Blainvillea dichotoma