Patulitrin

Details

• Internal ID: 854df08d-abae-4e37-89c0-75b3d7428ad6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• InChI: InChI=1S/C22H22O13/c1-32-21-11(34-22-19(31)17(29)14(26)12(6-23)35-22)5-10-13(16(21)28)15(27)18(30)20(33-10)7-2-3-8(24)9(25)4-7/h2-5,12,14,17,19,22-26,28-31H,6H2,1H3/t12-,14-,17+,19-,22-/m1/s1
• InChI Key: AFCDXKGLUDDXCK-LMTLLXHESA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₂O₁₃
• Molecular Weight: 494.40 g/mol
• Exact Mass: 494.10604075 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

• 19833-25-1
• QDS9V72Z7E
• Patuletin 7-glucoside
• 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
• RefChem:1094324
• 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-((2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxychromen-4-one
• Patuletin 7-O-glucoside
• 6-Methoxyquercetin 7-glucoside
• CHEMBL480855
• orb1681935
• SCHEMBL30833585
• ACon1_001820
• 6-Methoxyquercetin 7-O-glucoside
• CHEBI:192441
• Patuletin 7-beta-D-glucopyranoside
• HY-N10020
• AKOS040762166
• FS-8262
• NCGC00180107-01
• CS-0253693
• 2-(3,4-Dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one
• 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-6-methoxy-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-6-methoxy-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4855	48.55%
Caco-2	-	0.9055	90.55%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6190	61.90%
OATP2B1 inhibitior	-	0.5441	54.41%
OATP1B1 inhibitior	+	0.9189	91.89%
OATP1B3 inhibitior	+	0.9740	97.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7688	76.88%
P-glycoprotein inhibitior	-	0.6395	63.95%
P-glycoprotein substrate	-	0.6062	60.62%
CYP3A4 substrate	+	0.6239	62.39%
CYP2C9 substrate	-	0.8415	84.15%
CYP2D6 substrate	-	0.8515	85.15%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9173	91.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.8320	83.20%
CYP inhibitory promiscuity	-	0.7292	72.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6890	68.90%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.8153	81.53%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	+	0.5936	59.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4154	41.54%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9373	93.73%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8083	80.83%
Androgen receptor binding	+	0.5995	59.95%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.6920	69.20%
Aromatase binding	-	0.5101	51.01%
PPAR gamma	+	0.7115	71.15%
Honey bee toxicity	-	0.7624	76.24%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6449	64.49%
Fish aquatic toxicity	+	0.7079	70.79%

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	99.68%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.80%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.49%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.23%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.31%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.05%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.19%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.73%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.51%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	88.59%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	88.31%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.85%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.97%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.80%	90.71%

Plants that contains it

• Achillea arabica
• Adenothamnus validus
• Artemisia annua
• Buphthalmum salicifolium
• Casearia corymbulosa
• Castanopsis eyrei
• Clibadium terebinthinaceum
• Cota tinctoria
• Eucalyptus decorticans
• Euryops rupestris
• Galinsoga quadriradiata
• Holarrhena pubescens
• Hymenophyllum nephrophyllum
• Hypericum carinatum
• Isodon loxothyrsus
• Lagascea mollis
• Litsea verticillata
• Neurolaena oaxacana
• Persicaria mitis
• Prosopis cineraria
• Tagetes erecta

Cross-Links

• PubChem: 5320435
• NPASS: NPC117260
• LOTUS: LTS0133355
• wikiData: Q76303587