Pallenic acid

Details

• Internal ID: e0a2cd65-572c-4129-bfee-e2286bad3a48
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Butyrophenones
• IUPAC Name: (3R,3aS,9aR)-5-butanoyl-6-hydroxy-3a,8-dimethoxy-3,7,9a-trimethyl-1-oxo-9H-furo[3,4-b]chromene-3-carboxylic acid
• InChI: InChI=1S/C21H26O9/c1-7-8-12(22)13-14(23)10(2)15(27-5)11-9-19(3)18(26)30-20(4,17(24)25)21(19,28-6)29-16(11)13/h23H,7-9H2,1-6H3,(H,24,25)/t19-,20-,21-/m0/s1
• InChI Key: ACZQKENEXNGSNS-ACRUOGEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₉
• Molecular Weight: 422.40 g/mol
• Exact Mass: 422.15768240 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• (3R,3aS,9aR)-5-butanoyl-6-hydroxy-3a,8-dimethoxy-3,7,9a-trimethyl-1-oxo-9H-furo(3,4-b)chromene-3-carboxylic acid
• (3R,3aS,9aR)-5-butanoyl-6-hydroxy-3a,8-dimethoxy-3,7,9a-trimethyl-1-oxo-9H-furo[3,4-b]chromene-3-carboxylic acid
• RefChem:169640

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8834	88.34%
Caco-2	+	0.5162	51.62%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.8143	81.43%
OATP1B3 inhibitior	+	0.8312	83.12%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4896	48.96%
P-glycoprotein inhibitior	-	0.6220	62.20%
P-glycoprotein substrate	-	0.5855	58.55%
CYP3A4 substrate	+	0.6436	64.36%
CYP2C9 substrate	+	0.6079	60.79%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.8374	83.74%
CYP2C9 inhibition	-	0.6777	67.77%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.9089	90.89%
CYP1A2 inhibition	-	0.6597	65.97%
CYP2C8 inhibition	+	0.5791	57.91%
CYP inhibitory promiscuity	-	0.6737	67.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4110	41.10%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.5782	57.82%
Skin irritation	-	0.7498	74.98%
Skin corrosion	-	0.8973	89.73%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7311	73.11%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5000	50.00%
skin sensitisation	-	0.8781	87.81%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6554	65.54%
Acute Oral Toxicity (c)	I	0.4207	42.07%
Estrogen receptor binding	+	0.8758	87.58%
Androgen receptor binding	+	0.6493	64.93%
Thyroid receptor binding	-	0.5442	54.42%
Glucocorticoid receptor binding	-	0.4832	48.32%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	+	0.7163	71.63%
Honey bee toxicity	-	0.9300	93.00%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9049	90.49%

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	96.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.20%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.86%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.68%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.81%	82.38%
CHEMBL221	P23219	Cyclooxygenase-1	88.71%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.41%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.87%	86.33%
CHEMBL3820	P35557	Hexokinase type IV	84.13%	91.96%
CHEMBL1871	P10275	Androgen Receptor	82.92%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.50%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11212363
• LOTUS: LTS0086356
• wikiData: Q104909427