2,2':5',2''-Terthiophene

Details

• Internal ID: 5c672643-b97e-415f-87e2-d478416316a2
• Taxonomy: Organoheterocyclic compounds > Bi- and oligothiophenes
• IUPAC Name: 2,5-dithiophen-2-ylthiophene
• SMILES (Canonical): C1=CSC(=C1)C2=CC=C(S2)C3=CC=CS3
• SMILES (Isomeric): C1=CSC(=C1)C2=CC=C(S2)C3=CC=CS3
• InChI: InChI=1S/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8H
• InChI Key: KXSFECAJUBPPFE-UHFFFAOYSA-N
• Popularity: 302 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈S₃
• Molecular Weight: 248.40 g/mol
• Exact Mass: 247.97881378 g/mol
• Topological Polar Surface Area (TPSA): 84.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 1081-34-1
• alpha-Terthienyl
• 2,2',5',2''-Terthienyl
• 2,5-dithiophen-2-ylthiophene
• 0P77RAU2RR
• CHEBI:10335
• 2,2,5,2''-terthiophene
• RefChem:555954
• 640-441-1
• alpha-Terthiophene
• 2,5-Di(2-thienyl)thiophene
• 2,5-bis(2-thienyl)thiophene
• MFCD00012167
• C12H8S3
• 2,2:5,2-Terthiophene
• .alpha.-Terthienyl
• DTXSID2041206
• 5-(thiophen-2-yl)-2,2'-bithiophene
• 2,2':5'2''-Terthiophene
• 2,2' :5'-2''-Terthiophene
• 2,2':5',2''-Terthiophene (purified by sublimation)
• UNII-0P77RAU2RR
• Trithiophene
• .a.-Terthienyl
• 2,2'-5',2''-Terthiophene
• 2,5-bis(thiophen-2-yl)thiophene
• I+/--Terthienyl
• .alpha.-Terthiophene
• 2,2':5',2'-TERTHIOPHENE
• Maybridge1_007704
• TERTHIENYL, ALPHA-
• 2,5-dithiophen-2-ylthiophen
• BIDD:GT0270
• CHEMBL90017
• SCHEMBL147274
• SCHEMBL974319
• 2,2':5',2"-Terthiophene
• MEGxp0_001543
• orb1301619
• SCHEMBL4732974
• SCHEMBL5575477
• SCHEMBL7035120
• SCHEMBL7035123
• 2,2':5',2''-Terthienyl
• DTXCID0021206
• SCHEMBL17468570
• HMS563G04
• .ALPHA.-TERTHIENYL [MI]
• HY-N2048
• Tox21_300648
• CCG-45845
• GEO-02224
• AKOS005257658
• 2,2'-Bithiophene, 5-(2-thienyl)-
• 2,2\':5\',2\'\'-terthiophene
• AC-4934
• CS-W019822
• DS-1915
• SB66306
• 2,2':5',2''-Terthiophene, 99%
• NCGC00248126-01
• NCGC00254556-01
• SY021551
• CAS-1081-34-1
• NS00073939
• S4982
• ST50307309
• T1196
• alpha-Terthienyl, 2,5-Di(2-thienyl)thiophene
• C08460
• alpha-Terthienyl (2,2',5',2''-Terthiophene)
• 2,2':5',2''-Terthiophene, (=alpha-Terthienyl)
• F013708
• Q3491255
• SR-01000635590-1
• BRD-K90438232-001-01-6
• 2,2 inverted exclamation mark :5 inverted exclamation mark ,2 inverted exclamation mark inverted exclamation mark -Terthiophene
• 2,2 inverted exclamation marka:5 inverted exclamation marka,2 inverted exclamation marka inverted exclamation marka-Terthiophene
• 99611-76-4
• InChI=1/C12H8S3/c1-3-9(13-7-1)11-5-6-12(15-11)10-4-2-8-14-10/h1-8

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	+	0.8268	82.68%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5557	55.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9625	96.25%
OATP1B3 inhibitior	+	0.9521	95.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5563	55.63%
P-glycoprotein inhibitior	-	0.9637	96.37%
P-glycoprotein substrate	-	0.9905	99.05%
CYP3A4 substrate	-	0.7786	77.86%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	-	0.7353	73.53%
CYP3A4 inhibition	-	0.9634	96.34%
CYP2C9 inhibition	-	0.6763	67.63%
CYP2C19 inhibition	+	0.5830	58.30%
CYP2D6 inhibition	-	0.6876	68.76%
CYP1A2 inhibition	-	0.6123	61.23%
CYP2C8 inhibition	-	0.9346	93.46%
CYP inhibitory promiscuity	+	0.7795	77.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6817	68.17%
Carcinogenicity (trinary)	Danger	0.3804	38.04%
Eye corrosion	+	0.5676	56.76%
Eye irritation	+	0.9233	92.33%
Skin irritation	+	0.7088	70.88%
Skin corrosion	-	0.8649	86.49%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6847	68.47%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.9500	95.00%
skin sensitisation	+	0.5713	57.13%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.5826	58.26%
Acute Oral Toxicity (c)	III	0.7209	72.09%
Estrogen receptor binding	+	0.8906	89.06%
Androgen receptor binding	+	0.8674	86.74%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	-	0.5563	55.63%
Aromatase binding	+	0.8685	86.85%
PPAR gamma	+	0.7604	76.04%
Honey bee toxicity	-	0.9607	96.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.8800	88.00%
Fish aquatic toxicity	+	0.9282	92.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	90.96%	85.30%

Plants that contains it

• Allium ampeloprasum
• Blainvillea acmella
• Chrysactinia mexicana
• Dahlia tubulata
• Echinops pappii
• Echinops ritro
• Echinops setifer
• Echinops sphaerocephalus
• Echinops talassicus
• Echinops transiliensis
• Eclipta prostrata
• Eleutherococcus giraldii
• Ephedra intermedia
• Flaveria trinervia
• Garcinia lucida
• Lawrencella rosea
• Leuzea uniflora
• Pectis prostrata
• Porophyllum angustissimum
• Porophyllum scoparium
• Rudbeckia hirta
• Schoenia cassiniana
• Tagetes erecta
• Tagetes filifolia
• Tagetes laxa
• Tagetes minuta
• Trachycarpus fortunei
• Tribulus terrestris

Cross-Links

• PubChem: 65067
• NPASS: NPC195713
• ChEMBL: CHEMBL90017
• LOTUS: LTS0246627
• wikiData: Q3491255