Methyl 4-hydroxy-3-[6-hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-7-(3-phenylpropanoyl)-2,3,6,7-tetrahydro-1-benzofuran-3-yl]benzoate

Details

• Internal ID: 5d64d051-b254-40d5-9a43-5048c389fd8f
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: methyl 4-hydroxy-3-[6-hydroxy-2-(2-hydroxypropan-2-yl)-4-methoxy-7-(3-phenylpropanoyl)-2,3,6,7-tetrahydro-1-benzofuran-3-yl]benzoate
• InChI: InChI=1S/C29H32O8/c1-29(2,34)27-23(18-14-17(28(33)36-4)11-13-19(18)30)25-22(35-3)15-21(32)24(26(25)37-27)20(31)12-10-16-8-6-5-7-9-16/h5-9,11,13-15,21,23-24,27,30,32,34H,10,12H2,1-4H3
• InChI Key: BUYHVQYKLADDJT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₈
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.20971797 g/mol
• Topological Polar Surface Area (TPSA): 123.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	-	0.7277	72.77%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8651	86.51%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	+	0.8469	84.69%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9717	97.17%
P-glycoprotein inhibitior	+	0.8072	80.72%
P-glycoprotein substrate	+	0.5259	52.59%
CYP3A4 substrate	+	0.6612	66.12%
CYP2C9 substrate	-	0.7914	79.14%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.5612	56.12%
CYP2C9 inhibition	+	0.7340	73.40%
CYP2C19 inhibition	+	0.5295	52.95%
CYP2D6 inhibition	-	0.8038	80.38%
CYP1A2 inhibition	-	0.5763	57.63%
CYP2C8 inhibition	+	0.8977	89.77%
CYP inhibitory promiscuity	+	0.7700	77.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5290	52.90%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.7722	77.22%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5219	52.19%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4881	48.81%
Acute Oral Toxicity (c)	I	0.3667	36.67%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.7330	73.30%
Thyroid receptor binding	+	0.6109	61.09%
Glucocorticoid receptor binding	+	0.8674	86.74%
Aromatase binding	-	0.5081	50.81%
PPAR gamma	+	0.8062	80.62%
Honey bee toxicity	-	0.7877	78.77%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9904	99.04%

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	98.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.99%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.72%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.38%	86.33%
CHEMBL2535	P11166	Glucose transporter	91.09%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.76%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.41%	94.73%
CHEMBL5028	O14672	ADAM10	87.14%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.99%	91.07%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.88%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.51%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	80.44%	90.20%

Plants that contains it

• Piper aduncum

Cross-Links

• PubChem: 162820252
• LOTUS: LTS0228093
• wikiData: Q104086346