5-[3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]propyl]-3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4-(3-methylbut-2-enyl)benzene-1,2-diol

Details

• Internal ID: 2c3e38f8-bf60-41ea-bd6f-f9b42df0809c
• Taxonomy: Phenylpropanoids and polyketides > Linear 1,3-diarylpropanoids > Cinnamylphenols
• IUPAC Name: 5-[3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]propyl]-3-[[(2R)-3,3-dimethyloxiran-2-yl]methyl]-4-(3-methylbut-2-enyl)benzene-1,2-diol
• InChI: InChI=1S/C30H40O5/c1-8-29(4,5)23-14-20(24(31)17-25(23)32)11-9-10-19-15-26(33)28(34)22(16-27-30(6,7)35-27)21(19)13-12-18(2)3/h8,12,14-15,17,27,31-34H,1,9-11,13,16H2,2-7H3/t27-/m1/s1
• InChI Key: YTBAFGRFSDPCBF-HHHXNRCGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₅
• Molecular Weight: 480.60 g/mol
• Exact Mass: 480.28757437 g/mol
• Topological Polar Surface Area (TPSA): 93.50 Ų
• XlogP: 7.70
• Atomic LogP (AlogP): 6.38
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9173	91.73%
Caco-2	-	0.7220	72.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9224	92.24%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9027	90.27%
P-glycoprotein inhibitior	+	0.7771	77.71%
P-glycoprotein substrate	-	0.5131	51.31%
CYP3A4 substrate	+	0.6323	63.23%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7280	72.80%
CYP3A4 inhibition	-	0.7115	71.15%
CYP2C9 inhibition	-	0.5251	52.51%
CYP2C19 inhibition	+	0.5553	55.53%
CYP2D6 inhibition	-	0.8746	87.46%
CYP1A2 inhibition	-	0.5806	58.06%
CYP2C8 inhibition	+	0.6828	68.28%
CYP inhibitory promiscuity	-	0.6298	62.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8569	85.69%
Skin irritation	-	0.7294	72.94%
Skin corrosion	-	0.9072	90.72%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8829	88.29%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6771	67.71%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8176	81.76%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.8457	84.57%
Androgen receptor binding	+	0.7286	72.86%
Thyroid receptor binding	+	0.7239	72.39%
Glucocorticoid receptor binding	+	0.7728	77.28%
Aromatase binding	+	0.7737	77.37%
PPAR gamma	+	0.7052	70.52%
Honey bee toxicity	-	0.8282	82.82%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.87%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.24%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.86%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.57%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.75%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.64%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	92.04%	92.88%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.14%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.67%	91.03%
CHEMBL1937	Q92769	Histone deacetylase 2	85.10%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.40%	91.07%
CHEMBL3038469	P24941	CDK2/Cyclin A	84.11%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.08%	100.00%
CHEMBL233	P35372	Mu opioid receptor	83.90%	97.93%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.75%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.51%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.37%	99.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.79%	96.90%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.89%	97.28%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.72%	85.00%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 163026230
• LOTUS: LTS0086740
• wikiData: Q105361252