4-hydroxy-3-[[2-(2-hydroxy-5-oxo-2H-furan-3-yl)-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl]-3a-methyl-3,4,5,6-tetrahydro-2-benzofuran-1-one

Details

• Internal ID: 7503e0a5-ed3e-4501-8551-5a64ef9ae97a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 4-hydroxy-3-[[2-(2-hydroxy-5-oxo-2H-furan-3-yl)-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl]-3a-methyl-3,4,5,6-tetrahydro-2-benzofuran-1-one
• InChI: InChI=1S/C20H22O8/c1-9-6-13(11-8-16(22)28-18(11)24)26-17(23)10(9)7-15-20(2)12(19(25)27-15)4-3-5-14(20)21/h4,8,13-15,18,21,24H,3,5-7H2,1-2H3
• InChI Key: KWVJTSINNBSFRR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₈
• Molecular Weight: 390.40 g/mol
• Exact Mass: 390.13146766 g/mol
• Topological Polar Surface Area (TPSA): 119.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.6627	66.27%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8850	88.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9557	95.57%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8099	80.99%
BSEP inhibitior	+	0.7936	79.36%
P-glycoprotein inhibitior	-	0.5745	57.45%
P-glycoprotein substrate	-	0.5603	56.03%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.6279	62.79%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9581	95.81%
CYP2D6 inhibition	-	0.9573	95.73%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	-	0.6164	61.64%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.4263	42.63%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9368	93.68%
Skin irritation	+	0.5859	58.59%
Skin corrosion	-	0.8962	89.62%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7217	72.17%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.8079	80.79%
Acute Oral Toxicity (c)	I	0.7770	77.70%
Estrogen receptor binding	+	0.8068	80.68%
Androgen receptor binding	+	0.5371	53.71%
Thyroid receptor binding	-	0.5165	51.65%
Glucocorticoid receptor binding	+	0.6984	69.84%
Aromatase binding	+	0.5274	52.74%
PPAR gamma	+	0.6264	62.64%
Honey bee toxicity	-	0.8103	81.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.74%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.74%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.99%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.80%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.21%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.03%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.79%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.72%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.16%	95.89%

Plants that contains it

• Syzygiella colorata

Cross-Links

• PubChem: 163042567
• LOTUS: LTS0170832
• wikiData: Q105147170