Taraxafolin

Details

• Internal ID: 3cb893f6-fa36-415e-bb4c-f49aca59f677
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzylethers
• IUPAC Name: methyl (3S)-3-(3,4-dihydroxyphenyl)-3-methoxypropanoate
• SMILES (Canonical): COC(CC(=O)OC)C1=CC(=C(C=C1)O)O
• SMILES (Isomeric): CO[C@@H](CC(=O)OC)C1=CC(=C(C=C1)O)O
• InChI: InChI=1S/C11H14O5/c1-15-10(6-11(14)16-2)7-3-4-8(12)9(13)5-7/h3-5,10,12-13H,6H2,1-2H3/t10-/m0/s1
• InChI Key: MQBHUFWQURHVOQ-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• methyl (3S)-3-(3,4-dihydroxyphenyl)-3-methoxypropanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9623	96.23%
Caco-2	-	0.7130	71.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8676	86.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9469	94.69%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.9853	98.53%
P-glycoprotein substrate	-	0.9139	91.39%
CYP3A4 substrate	-	0.6580	65.80%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8012	80.12%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9442	94.42%
CYP2C19 inhibition	-	0.8326	83.26%
CYP2D6 inhibition	-	0.8539	85.39%
CYP1A2 inhibition	-	0.8158	81.58%
CYP2C8 inhibition	-	0.9130	91.30%
CYP inhibitory promiscuity	-	0.9367	93.67%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7954	79.54%
Carcinogenicity (trinary)	Non-required	0.7314	73.14%
Eye corrosion	-	0.8829	88.29%
Eye irritation	+	0.6584	65.84%
Skin irritation	-	0.5177	51.77%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4790	47.90%
Micronuclear	-	0.5182	51.82%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.7064	70.64%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5050	50.50%
Acute Oral Toxicity (c)	III	0.6078	60.78%
Estrogen receptor binding	-	0.5326	53.26%
Androgen receptor binding	-	0.4907	49.07%
Thyroid receptor binding	-	0.6128	61.28%
Glucocorticoid receptor binding	-	0.7530	75.30%
Aromatase binding	-	0.8116	81.16%
PPAR gamma	-	0.7119	71.19%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	98.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.60%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.66%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.08%	99.15%
CHEMBL4040	P28482	MAP kinase ERK2	87.60%	83.82%
CHEMBL4208	P20618	Proteasome component C5	87.57%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.96%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.10%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.08%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.92%	96.00%

Plants that contains it

• Taraxacum mongolicum

Cross-Links

• PubChem: 10987942
• LOTUS: LTS0221996
• wikiData: Q105169867