(E)-3-[3-[(2Z)-3-(hydroxymethyl)-7-methylocta-2,6-dienyl]-4-methoxyphenyl]prop-2-enoic acid

Details

• Internal ID: 669a4b17-f519-494c-bee8-82d37a8ba65d
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Cinnamic acids
• IUPAC Name: (E)-3-[3-[(2Z)-3-(hydroxymethyl)-7-methylocta-2,6-dienyl]-4-methoxyphenyl]prop-2-enoic acid
• InChI: InChI=1S/C20H26O4/c1-15(2)5-4-6-17(14-21)7-10-18-13-16(9-12-20(22)23)8-11-19(18)24-3/h5,7-9,11-13,21H,4,6,10,14H2,1-3H3,(H,22,23)/b12-9+,17-7-
• InChI Key: SIABBCBJPCFCLL-SFORLKPPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	+	0.7637	76.37%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.9432	94.32%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.8813	88.13%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8726	87.26%
P-glycoprotein inhibitior	-	0.6545	65.45%
P-glycoprotein substrate	-	0.7491	74.91%
CYP3A4 substrate	+	0.5176	51.76%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	+	0.6099	60.99%
CYP2C9 inhibition	+	0.6019	60.19%
CYP2C19 inhibition	+	0.6423	64.23%
CYP2D6 inhibition	-	0.7014	70.14%
CYP1A2 inhibition	+	0.8279	82.79%
CYP2C8 inhibition	+	0.5828	58.28%
CYP inhibitory promiscuity	-	0.5167	51.67%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7471	74.71%
Carcinogenicity (trinary)	Non-required	0.7576	75.76%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.7595	75.95%
Skin irritation	-	0.8081	80.81%
Skin corrosion	-	0.9771	97.71%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7839	78.39%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6843	68.43%
skin sensitisation	-	0.6954	69.54%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	+	0.6308	63.08%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6504	65.04%
Acute Oral Toxicity (c)	III	0.5403	54.03%
Estrogen receptor binding	+	0.8500	85.00%
Androgen receptor binding	+	0.6725	67.25%
Thyroid receptor binding	+	0.6905	69.05%
Glucocorticoid receptor binding	+	0.7163	71.63%
Aromatase binding	+	0.7454	74.54%
PPAR gamma	+	0.7401	74.01%
Honey bee toxicity	-	0.8620	86.20%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.76%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.74%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.39%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.96%	99.17%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.31%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	85.87%	90.20%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.54%	92.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.41%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	82.86%	90.17%
CHEMBL2535	P11166	Glucose transporter	80.75%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.57%	85.14%
CHEMBL4208	P20618	Proteasome component C5	80.23%	90.00%

Plants that contains it

• Lorandersonia pulchella

Cross-Links

• PubChem: 14484648
• LOTUS: LTS0019484
• wikiData: Q105253485