CID 160594

Details

• Internal ID: 58e5cef1-58bc-4112-9f1e-a2192e8ff569
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acids
• IUPAC Name: 3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoic acid
• SMILES (Canonical): COC1=CC(=CC(=C1O)O)C=CC(=O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)O)C=CC(=O)O
• InChI: InChI=1S/C10H10O5/c1-15-8-5-6(2-3-9(12)13)4-7(11)10(8)14/h2-5,11,14H,1H3,(H,12,13)
• InChI Key: YFXWTVLDSKSYLW-UHFFFAOYSA-N
• Popularity: 23 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₅
• Molecular Weight: 210.18 g/mol
• Exact Mass: 210.05282342 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• DTXSID901030502
• Q27109313

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	-	0.7313	73.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8000	80.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9868	98.68%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7129	71.29%
P-glycoprotein inhibitior	-	0.9776	97.76%
P-glycoprotein substrate	-	0.9441	94.41%
CYP3A4 substrate	-	0.6622	66.22%
CYP2C9 substrate	-	0.6099	60.99%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.9183	91.83%
CYP2C9 inhibition	-	0.8396	83.96%
CYP2C19 inhibition	-	0.8537	85.37%
CYP2D6 inhibition	-	0.9683	96.83%
CYP1A2 inhibition	-	0.7824	78.24%
CYP2C8 inhibition	+	0.5130	51.30%
CYP inhibitory promiscuity	-	0.8644	86.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7437	74.37%
Carcinogenicity (trinary)	Non-required	0.6028	60.28%
Eye corrosion	-	0.7386	73.86%
Eye irritation	+	0.9922	99.22%
Skin irritation	+	0.7011	70.11%
Skin corrosion	-	0.8512	85.12%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8170	81.70%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.6355	63.55%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.7374	73.74%
Acute Oral Toxicity (c)	IV	0.4560	45.60%
Estrogen receptor binding	+	0.5991	59.91%
Androgen receptor binding	+	0.5721	57.21%
Thyroid receptor binding	-	0.6419	64.19%
Glucocorticoid receptor binding	-	0.7372	73.72%
Aromatase binding	-	0.8403	84.03%
PPAR gamma	-	0.5234	52.34%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	97.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.10%	96.00%
CHEMBL3194	P02766	Transthyretin	93.80%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.64%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	83.60%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.16%	89.00%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	81.10%	98.21%

Plants that contains it

• Sabia japonica
• Smilax china
• Smilax glabra
• Zea mays

Cross-Links

• PubChem: 160594
• NPASS: NPC174744
• LOTUS: LTS0186587
• wikiData: Q27109313