Patuletin 3-glucosyl-(1->6)[apiosyl-(1->2)-glucoside]

Details

• Internal ID: a0324035-ea43-4855-b960-5ff874f3753e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[3-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC(=C(C2=O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(CO5)(CO)O)O)C6=CC(=C(C=C6)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC(=C(C2=O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)OC5C(C(CO5)(CO)O)O)C6=CC(=C(C=C6)O)O)O
• InChI: InChI=1S/C33H40O22/c1-48-26-13(38)5-14-17(20(26)41)21(42)27(25(51-14)10-2-3-11(36)12(37)4-10)54-31-28(55-32-29(46)33(47,8-35)9-50-32)23(44)19(40)16(53-31)7-49-30-24(45)22(43)18(39)15(6-34)52-30/h2-5,15-16,18-19,22-24,28-32,34-41,43-47H,6-9H2,1H3
• InChI Key: IQBTXBIIGNASBG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₂₂
• Molecular Weight: 788.70 g/mol
• Exact Mass: 788.20112290 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: -3.00
• Atomic LogP (AlogP): -4.24
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

• Patuletin 3-O-glucosyl-(1->6)-[apiosyl(1->2)]-glucoside
• DTXSID901341608
• LMPK12112896
• Patuletin 3-(2''-apiosylgentiobioside)
• Patuletin 3-O-beta-D-glucopyranosyl)(1->6)-[beta-D-apiofuranosyl(1->2)]-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6754	67.54%
Caco-2	-	0.8985	89.85%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6254	62.54%
OATP2B1 inhibitior	-	0.7212	72.12%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6900	69.00%
P-glycoprotein inhibitior	+	0.6101	61.01%
P-glycoprotein substrate	+	0.5841	58.41%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	0.8371	83.71%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.7869	78.69%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7388	73.88%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.9085	90.85%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.6403	64.03%
Thyroid receptor binding	+	0.5133	51.33%
Glucocorticoid receptor binding	+	0.5845	58.45%
Aromatase binding	+	0.6257	62.57%
PPAR gamma	+	0.7482	74.82%
Honey bee toxicity	-	0.6781	67.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.6644	66.44%

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	99.92%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.50%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.17%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.90%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.65%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.63%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.06%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.04%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.96%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.13%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.81%	94.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.94%	95.83%
CHEMBL1951	P21397	Monoamine oxidase A	85.70%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.64%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.01%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	83.55%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.19%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.15%	100.00%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	81.60%	95.53%
CHEMBL4208	P20618	Proteasome component C5	81.26%	90.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.24%	96.90%

Plants that contains it

• Spinacia oleracea

Cross-Links

• PubChem: 44259786
• LOTUS: LTS0134671
• wikiData: Q105117660