Allantopyrone A

Details

• Internal ID: a08f71b3-82c2-41b3-b286-ba8639dee814
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives
• IUPAC Name: [5-(hydroxymethyl)-6-[(E)-3-hydroxyprop-1-enyl]-4-methoxy-2-oxopyran-3-yl]methyl (2Z,4E)-hexa-2,4-dienoate
• SMILES (Canonical): CC=CC=CC(=O)OCC1=C(C(=C(OC1=O)C=CCO)CO)OC
• SMILES (Isomeric): C/C=C/C=C\C(=O)OCC1=C(C(=C(OC1=O)/C=C/CO)CO)OC
• InChI: InChI=1S/C17H20O7/c1-3-4-5-8-15(20)23-11-13-16(22-2)12(10-19)14(7-6-9-18)24-17(13)21/h3-8,18-19H,9-11H2,1-2H3/b4-3+,7-6+,8-5-
• InChI Key: UOMAGVHZSLPVJJ-RLBCQOATSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₇
• Molecular Weight: 336.30 g/mol
• Exact Mass: 336.12090297 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8497	84.97%
Caco-2	+	0.5590	55.90%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8677	86.77%
OATP2B1 inhibitior	-	0.7223	72.23%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	-	0.6104	61.04%
P-glycoprotein substrate	-	0.8194	81.94%
CYP3A4 substrate	+	0.5620	56.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8859	88.59%
CYP3A4 inhibition	-	0.7782	77.82%
CYP2C9 inhibition	-	0.7683	76.83%
CYP2C19 inhibition	-	0.5657	56.57%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.7807	78.07%
CYP2C8 inhibition	-	0.6004	60.04%
CYP inhibitory promiscuity	-	0.7287	72.87%
UGT catelyzed	-	0.7638	76.38%
Carcinogenicity (binary)	-	0.8281	82.81%
Carcinogenicity (trinary)	Non-required	0.7740	77.40%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.8699	86.99%
Skin irritation	-	0.8069	80.69%
Skin corrosion	-	0.9615	96.15%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6671	66.71%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7162	71.62%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5419	54.19%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6581	65.81%
Acute Oral Toxicity (c)	III	0.6979	69.79%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.6307	63.07%
Thyroid receptor binding	-	0.5949	59.49%
Glucocorticoid receptor binding	+	0.7270	72.70%
Aromatase binding	+	0.6032	60.32%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.8636	86.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8905	89.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.39%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	91.36%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.42%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.38%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	87.03%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.58%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.13%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.05%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.46%	89.00%
CHEMBL2581	P07339	Cathepsin D	80.25%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46704283
• LOTUS: LTS0036270
• wikiData: Q77562565