Sinapoylapfelsaure

Details

• Internal ID: e6d94658-8587-48e6-b8f2-eaffbd4bb2f6
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives
• IUPAC Name: 2-hydroxy-2-[(E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl]butanedioic acid
• InChI: InChI=1S/C15H16O9/c1-23-9-5-8(6-10(24-2)13(9)19)3-4-11(16)15(22,14(20)21)7-12(17)18/h3-6,19,22H,7H2,1-2H3,(H,17,18)(H,20,21)/b4-3+
• InChI Key: KTVLKWLYWMXIHT-ONEGZZNKSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₉
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.07943208 g/mol
• Topological Polar Surface Area (TPSA): 151.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.28
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8947	89.47%
Caco-2	-	0.6852	68.52%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6631	66.31%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	+	0.8411	84.11%
OATP1B3 inhibitior	+	0.9475	94.75%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8088	80.88%
BSEP inhibitior	+	0.6661	66.61%
P-glycoprotein inhibitior	-	0.9048	90.48%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	-	0.5795	57.95%
CYP2C9 substrate	-	0.5901	59.01%
CYP2D6 substrate	-	0.8408	84.08%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.9238	92.38%
CYP2C19 inhibition	-	0.9251	92.51%
CYP2D6 inhibition	-	0.9255	92.55%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	+	0.5428	54.28%
CYP inhibitory promiscuity	-	0.9774	97.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8875	88.75%
Carcinogenicity (trinary)	Non-required	0.7004	70.04%
Eye corrosion	-	0.9755	97.55%
Eye irritation	-	0.8023	80.23%
Skin irritation	-	0.6350	63.50%
Skin corrosion	-	0.8590	85.90%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8856	88.56%
Micronuclear	+	0.6777	67.77%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6021	60.21%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	III	0.7117	71.17%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.6690	66.90%
Aromatase binding	+	0.8261	82.61%
PPAR gamma	+	0.6852	68.52%
Honey bee toxicity	-	0.9184	91.84%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9236	92.36%

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	96.27%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.68%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.33%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.83%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.82%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.72%	99.17%
CHEMBL3194	P02766	Transthyretin	85.56%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.77%	89.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.06%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.01%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	82.06%	90.20%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.14%	92.68%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 129650237
• LOTUS: LTS0206039
• wikiData: Q105145986