2-(1,2-Dihydroxyethyl)-5-[(E)-5-heptene-1,3-diynyl]thiophene

Details

• Internal ID: d76603cb-b033-4958-97cb-23c4151294e0
• Taxonomy: Organoheterocyclic compounds > Thiophenes > 2,5-disubstituted thiophenes
• IUPAC Name: 1-[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]ethane-1,2-diol
• SMILES (Canonical): CC=CC#CC#CC1=CC=C(S1)C(CO)O
• SMILES (Isomeric): C/C=C/C#CC#CC1=CC=C(S1)C(CO)O
• InChI: InChI=1S/C13H12O2S/c1-2-3-4-5-6-7-11-8-9-13(16-11)12(15)10-14/h2-3,8-9,12,14-15H,10H2,1H3/b3-2+
• InChI Key: RCBXJOCDSLBWEX-NSCUHMNNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₂S
• Molecular Weight: 232.30 g/mol
• Exact Mass: 232.05580079 g/mol
• Topological Polar Surface Area (TPSA): 68.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	-	0.9067	90.67%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5513	55.13%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8911	89.11%
OATP1B3 inhibitior	+	0.9483	94.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9143	91.43%
P-glycoprotein inhibitior	-	0.9613	96.13%
P-glycoprotein substrate	-	0.8690	86.90%
CYP3A4 substrate	-	0.5803	58.03%
CYP2C9 substrate	+	0.5958	59.58%
CYP2D6 substrate	-	0.8028	80.28%
CYP3A4 inhibition	-	0.7998	79.98%
CYP2C9 inhibition	-	0.6979	69.79%
CYP2C19 inhibition	-	0.6333	63.33%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	-	0.6205	62.05%
CYP2C8 inhibition	-	0.8194	81.94%
CYP inhibitory promiscuity	+	0.6508	65.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7317	73.17%
Carcinogenicity (trinary)	Non-required	0.4917	49.17%
Eye corrosion	-	0.8333	83.33%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.5727	57.27%
Skin corrosion	-	0.7949	79.49%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7830	78.30%
Micronuclear	-	0.8009	80.09%
Hepatotoxicity	-	0.5143	51.43%
skin sensitisation	+	0.6128	61.28%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7247	72.47%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.6404	64.04%
Androgen receptor binding	-	0.6543	65.43%
Thyroid receptor binding	-	0.5509	55.09%
Glucocorticoid receptor binding	-	0.4760	47.60%
Aromatase binding	+	0.5535	55.35%
PPAR gamma	+	0.5386	53.86%
Honey bee toxicity	-	0.9027	90.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.7003	70.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.69%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.59%	98.95%
CHEMBL3492	P49721	Proteasome Macropain subunit	90.56%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.61%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.30%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.92%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.33%	94.73%

Plants that contains it

• Xanthopappus subacaulis

Cross-Links

• PubChem: 10353885
• LOTUS: LTS0042642
• wikiData: Q105233494