Taraxacin

Details

• Internal ID: fdc9b47b-f243-43a7-ba80-395144c6815b
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 1,5,8-trimethyl-3a,4-dihydroazuleno[6,5-b]furan-2,6-dione
• SMILES (Canonical): CC1=C2C(=CC3=C(C(=O)OC3C1)C)C(=CC2=O)C
• SMILES (Isomeric): CC1=C2C(=CC3=C(C(=O)OC3C1)C)C(=CC2=O)C
• InChI: InChI=1S/C15H14O3/c1-7-4-12(16)14-8(2)5-13-11(6-10(7)14)9(3)15(17)18-13/h4,6,13H,5H2,1-3H3
• InChI Key: BAHMQESJBKGPTE-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.094294304 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Taraxacine
• SCHEMBL456260
• CHEMBL449951
• 1,5,8-trimethyl-3a,4-dihydroazuleno[6,5-b]furan-2,6-dione
• DTXSID301336861

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.9040	90.40%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5768	57.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7866	78.66%
P-glycoprotein inhibitior	-	0.9244	92.44%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	-	0.5189	51.89%
CYP2C9 substrate	-	0.8235	82.35%
CYP2D6 substrate	-	0.8965	89.65%
CYP3A4 inhibition	-	0.9170	91.70%
CYP2C9 inhibition	-	0.9067	90.67%
CYP2C19 inhibition	-	0.9019	90.19%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	+	0.5091	50.91%
CYP2C8 inhibition	-	0.9336	93.36%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9260	92.60%
Carcinogenicity (trinary)	Non-required	0.4363	43.63%
Eye corrosion	-	0.9106	91.06%
Eye irritation	-	0.5187	51.87%
Skin irritation	-	0.5489	54.89%
Skin corrosion	-	0.8852	88.52%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5798	57.98%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6803	68.03%
Acute Oral Toxicity (c)	III	0.5301	53.01%
Estrogen receptor binding	-	0.5588	55.88%
Androgen receptor binding	+	0.6087	60.87%
Thyroid receptor binding	-	0.6982	69.82%
Glucocorticoid receptor binding	-	0.6181	61.81%
Aromatase binding	-	0.7984	79.84%
PPAR gamma	-	0.7473	74.73%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.39%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.38%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.51%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.76%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.28%	93.65%

Plants that contains it

• Taraxacum coreanum
• Taraxacum mongolicum
• Taraxacum officinale
• Taraxacum platycarpum
• Taraxacum sinicum
• Taraxacum wallichii

Cross-Links

• PubChem: 5241825
• NPASS: NPC131174
• LOTUS: LTS0137128
• wikiData: Q104922169