Galloyloxypaeoniflorin

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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	4cf893e7-0b98-42d2-ab4d-26181f953301
Taxonomy	Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > p-Hydroxybenzoic acid esters > p-Hydroxybenzoic acid alkyl esters
IUPAC Name	[(3S,5R,6S)-3-[[(1R)-5,7-dioxatricyclo[4.2.1.03,9]nona-3,6(9)-dien-1-yl]oxy]-5,6-dihydroxy-4-methyl-1-[(3,4,5-trihydroxycyclohex-2-ene-1-carbonyl)oxymethyl]-2-oxabicyclo[2.2.1]heptan-3-yl]methyl 2,3,4-trihydroxybenzoate
SMILES (Canonical)	CC12CC(C(C1O)O)(OC2(COC(=O)C3=C(C(=C(C=C3)O)O)O)OC45CC6=COC(=C64)OC5)COC(=O)C7CC(C(C(=C7)O)O)O
SMILES (Isomeric)	CC12CC([C@H]([C@@H]1O)O)(O[C@@]2(COC(=O)C3=C(C(=C(C=C3)O)O)O)O[C@]45CC6=COC(=C64)OC5)COC(=O)C7CC(C(C(=C7)O)O)O
InChI	InChI=1S/C30H32O16/c1-27-8-29(23(38)22(27)37,10-42-24(39)12-4-16(32)20(35)17(33)5-12)46-30(27,45-28-6-13-7-41-26(18(13)28)44-9-28)11-43-25(40)14-2-3-15(31)21(36)19(14)34/h2-4,7,12,17,20,22-23,31-38H,5-6,8-11H2,1H3/t12?,17?,20?,22-,23-,27?,28-,29?,30+/m0/s1
InChI Key	PRUKRWUTUBERIO-IFPUPTAISA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₃₂O₁₆
Molecular Weight	648.60 g/mol
Exact Mass	648.16903493 g/mol
Topological Polar Surface Area (TPSA)	255.00 Å²
XlogP	-1.70
Atomic LogP (AlogP)	-0.26
H-Bond Acceptor	16
H-Bond Donor	8
Rotatable Bonds	8

Synonyms

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145898-93-7

[(3S,5R,6S)-3-[[(1R)-5,7-dioxatricyclo[4.2.1.03,9]nona-3,6(9)-dien-1-yl]oxy]-5,6-dihydroxy-4-methyl-1-[(3,4,5-trihydroxycyclohex-2-ene-1-carbonyl)oxymethyl]-2-oxabicyclo[2.2.1]heptan-3-yl]methyl 2,3,4-trihydroxybenzoate

Galloyl-oxypaeoniflorin

Galloyloxy-paeoniflorin

DTXSID20932713

(3-[(1H-3,4-Dioxacyclobuta[cd]pentalen-1a(2H)-yl)oxy]-5,6-dihydroxy-4-methyl-1-{[(3,4,5-trihydroxycyclohex-2-ene-1-carbonyl)oxy]methyl}-2-oxabicyclo[2.2.1]heptan-3-yl)methyl 2,3,4-trihydroxybenzoate

beta-D-Glucopyranoside, tetrahydro-5-hydroxy-5b(((4-hydroxybenzoyl)oxy)methyl)-2-methyl-2,5-methano-1H-3,4-dioxacyclobuta(cd)pentalen-1a(2H)-yl, 6-(3,4,5-trihydroxybenzoate), (1aR-(1aalpha,3beta,3aalpha,5alpha,5aalpha,5balpha))-

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	+	0.8688	86.88%
Caco-2	-	0.8714	87.14%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7215	72.15%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8345	83.45%
P-glycoprotein inhibitior	+	0.6779	67.79%
P-glycoprotein substrate	+	0.6906	69.06%
CYP3A4 substrate	+	0.7162	71.62%
CYP2C9 substrate	-	0.6049	60.49%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8407	84.07%
CYP2C9 inhibition	-	0.8388	83.88%
CYP2C19 inhibition	-	0.7420	74.20%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	-	0.7971	79.71%
CYP2C8 inhibition	+	0.7926	79.26%
CYP inhibitory promiscuity	-	0.9008	90.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5454	54.54%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.7366	73.66%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7574	75.74%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6097	60.97%
Acute Oral Toxicity (c)	I	0.3627	36.27%
Estrogen receptor binding	+	0.8000	80.00%
Androgen receptor binding	+	0.7723	77.23%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6767	67.67%
Aromatase binding	+	0.7096	70.96%
PPAR gamma	+	0.7069	70.69%
Honey bee toxicity	-	0.6938	69.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.67%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.15%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.87%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	89.41%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.61%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.81%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.49%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.26%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.59%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.20%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.99%	94.73%

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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