5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2-[(E)-7-hydroxy-3,7-dimethyloct-2-enyl]benzene-1,3-diol

Details

• Internal ID: ac91acab-f98a-4307-b0c0-e242c47f7fda
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 5-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2-[(E)-7-hydroxy-3,7-dimethyloct-2-enyl]benzene-1,3-diol
• InChI: InChI=1S/C24H30O5/c1-16(5-4-12-24(2,3)29)6-11-20-22(27)13-17(14-23(20)28)7-8-18-9-10-19(25)15-21(18)26/h6-10,13-15,25-29H,4-5,11-12H2,1-3H3/b8-7+,16-6+
• InChI Key: NFPOUNDULQFEPD-LJCIVFNXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₅
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.20932405 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.11
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	-	0.7021	70.21%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8206	82.06%
OATP1B3 inhibitior	+	0.8921	89.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9580	95.80%
P-glycoprotein inhibitior	-	0.4478	44.78%
P-glycoprotein substrate	-	0.6496	64.96%
CYP3A4 substrate	+	0.5313	53.13%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7200	72.00%
CYP3A4 inhibition	-	0.5220	52.20%
CYP2C9 inhibition	-	0.5209	52.09%
CYP2C19 inhibition	+	0.5835	58.35%
CYP2D6 inhibition	-	0.8913	89.13%
CYP1A2 inhibition	-	0.5773	57.73%
CYP2C8 inhibition	+	0.7015	70.15%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8639	86.39%
Carcinogenicity (trinary)	Non-required	0.7120	71.20%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8534	85.34%
Skin irritation	-	0.7093	70.93%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8022	80.22%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7301	73.01%
skin sensitisation	-	0.6436	64.36%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8370	83.70%
Acute Oral Toxicity (c)	III	0.4274	42.74%
Estrogen receptor binding	+	0.9166	91.66%
Androgen receptor binding	+	0.9098	90.98%
Thyroid receptor binding	+	0.8234	82.34%
Glucocorticoid receptor binding	+	0.8352	83.52%
Aromatase binding	+	0.8090	80.90%
PPAR gamma	+	0.9396	93.96%
Honey bee toxicity	-	0.8833	88.33%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	99.01%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.83%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.54%	94.73%
CHEMBL2039	P27338	Monoamine oxidase B	92.27%	92.51%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.52%	95.56%
CHEMBL3194	P02766	Transthyretin	88.85%	90.71%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	87.26%	92.68%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.10%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.95%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.66%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.52%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.57%	93.56%
CHEMBL242	Q92731	Estrogen receptor beta	80.31%	98.35%

Plants that contains it

• Milicia excelsa

Cross-Links

• PubChem: 10046427
• LOTUS: LTS0116509
• wikiData: Q105178613