(R)-3-demethylpurpurester A

Details

• Internal ID: 22ccd3fc-7aae-407f-b5bc-1651c3858ffd
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Hydroxybenzoic acid derivatives
• IUPAC Name: (3R)-3,5,6-trihydroxy-7-methyl-3-propyl-2-benzofuran-1-one
• SMILES (Canonical): CCCC1(C2=CC(=C(C(=C2C(=O)O1)C)O)O)O
• SMILES (Isomeric): CCC[C@@]1(C2=CC(=C(C(=C2C(=O)O1)C)O)O)O
• InChI: InChI=1S/C12H14O5/c1-3-4-12(16)7-5-8(13)10(14)6(2)9(7)11(15)17-12/h5,13-14,16H,3-4H2,1-2H3/t12-/m1/s1
• InChI Key: XKLHVAGRLHIBDJ-GFCCVEGCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄O₅
• Molecular Weight: 238.24 g/mol
• Exact Mass: 238.08412354 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (R)-3,5,6-Trihydroxy-7-methyl-3-propylisobenzofuran-1(3H)-one
• 1942847-02-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9653	96.53%
Caco-2	+	0.7058	70.58%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7310	73.10%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9330	93.30%
P-glycoprotein inhibitior	-	0.9589	95.89%
P-glycoprotein substrate	-	0.9021	90.21%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.5873	58.73%
CYP2D6 substrate	-	0.8384	83.84%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.7826	78.26%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.6406	64.06%
CYP2C8 inhibition	-	0.5815	58.15%
CYP inhibitory promiscuity	-	0.9374	93.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9841	98.41%
Eye irritation	+	0.7403	74.03%
Skin irritation	-	0.6464	64.64%
Skin corrosion	-	0.8461	84.61%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5904	59.04%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6675	66.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6963	69.63%
Acute Oral Toxicity (c)	III	0.5022	50.22%
Estrogen receptor binding	+	0.6106	61.06%
Androgen receptor binding	+	0.5474	54.74%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7737	77.37%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	-	0.6486	64.86%
Honey bee toxicity	-	0.9776	97.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5668	56.68%
Fish aquatic toxicity	+	0.9108	91.08%

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	98.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.01%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.25%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.18%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.13%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.92%	89.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.74%	80.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.27%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	80.04%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586433
• LOTUS: LTS0155186
• wikiData: Q77506448