trans-Stilbene

Details

• Internal ID: 8b6cf158-510e-42c0-ae20-f646355dce01
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: (E)-stilbene
• SMILES (Canonical): C1=CC=C(C=C1)C=CC2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)/C=C/C2=CC=CC=C2
• InChI: InChI=1S/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11+
• InChI Key: PJANXHGTPQOBST-VAWYXSNFSA-N
• Popularity: 22,021 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂
• Molecular Weight: 180.24 g/mol
• Exact Mass: 180.093900383 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 103-30-0
• (E)-Stilbene
• STILBENE
• TRANS-1,2-DIPHENYLETHYLENE
• Bibenzal
• 1,2-Diphenylethylene
• (E)-1,2-Diphenylethene
• 588-59-0
• Bibenzylidene
• Bibenzylidine
• Stilbene, (E)-
• (E)-1,2-Diphenylethylene
• Stilben
• Toluylene
• Stilben [German]
• trans-1,2-Diphenylethene
• alpha,beta-Diphenylethylene
• trans-Diphenylethene
• 1,1'-(1,2-Ethenediyl)dibenzene
• Benzene, 1,1'-(1E)-1,2-ethenediylbis-
• trans-alpha,beta-Diphenylethylene
• 1,1'-(1,2-Ethenediyl)bisbenzene
• CCRIS 5933
• HSDB 5020
• NSC 2069
• EINECS 203-098-5
• EINECS 209-621-3
• 1,2-Diphenylethene
• Benzene, 1,1'-(1,2-ethenediyl)bis-, (E)-
• UNII-W1WNW14Z2I
• 1,1'-(E)-ethene-1,2-diyldibenzene
• BRN 1616740
• BRN 1904445
• UNII-3FA7NW80A0
• (E)-1,1'-(1,2-Ethenediyl)bisbenzene
• AI3-52677
• [(E)-2-Phenylethenyl]benzene
• 3FA7NW80A0
• DTXSID4026050
• CHEBI:36007
• NSC-2069
• Benzene, 1,1'-(1,2-ethenediyl)bis-
• 1,1'-(1,2-Ethenediyl)bis[benzene]
• TRANS-STILBENE-D10 (RINGS-D10)
• TRANS-STILBENE-ALPHA,ALPHA'-D2
• 4-05-00-02160 (Beilstein Handbook Reference)
• 5284-44-6
• Stilbenes
• MFCD00064300
• .alpha.,.beta.-Diphenylethylene
• trans stilbene
• trans-stilben
• E-stilbene
• E-1,2-diphenylethene
• trans-Stilbene, 96%
• STILBENE, TRANS-
• 1,trans-2-Diphenylethene
• STILBENE TRANS-FORM
• 1,trans-2-Diphenylethylene
• W1WNW14Z2I
• BIDD:ER0266
• BIDD:ER0595
• ghl.PD_Mitscher_leg0.1238
• CHEMBL113028
• DTXCID106050
• [(1E)-2-phenylethenyl]benzene
• Trans-1,2-Diphenylethene (1)
• CHEBI:26775
• 1,1'-ethene-1,2-diyldibenzene
• NSC2069
• STILBENE TRANS-FORM [MI]
• BDBM175262
• Trans-STILBENE, SCINT. GRADE
• 1,1'-(ethene-1,2-diyl)dibenzene
• Tox21_202726
• LS-361
• AKOS002312306
• trans-.alpha.,.beta.-Diphenylethylene
• NCGC00260274-01
• AC-20799
• CAS-103-30-0
• TRANS-1,2-DIPHENYLETHYLENE [HSDB]
• 1,1'-[(1E)-ethene-1,2-diyl]dibenzene
• Benzene,1'-(1,2-ethenediyl)bis-, (E)-
• HY-128793
• LS-146784
• benzene, 1,1'-[(E)-1,2-ethenediyl]bis-
• CS-0144621
• S0090
• D78253
• EN300-100505
• EN300-303343
• S-8000
• A832041
• Q306338
• InChI=1/C14H12/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-12H/b12-11

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9933	99.33%
Caco-2	+	0.9511	95.11%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Plasma membrane	0.3837	38.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9626	96.26%
OATP1B3 inhibitior	+	0.9545	95.45%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6298	62.98%
P-glycoprotein inhibitior	-	0.9829	98.29%
P-glycoprotein substrate	-	0.9956	99.56%
CYP3A4 substrate	-	0.8615	86.15%
CYP2C9 substrate	+	0.5401	54.01%
CYP2D6 substrate	-	0.7179	71.79%
CYP3A4 inhibition	-	0.9273	92.73%
CYP2C9 inhibition	-	0.7197	71.97%
CYP2C19 inhibition	-	0.5946	59.46%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	+	0.6801	68.01%
CYP2C8 inhibition	-	0.8667	86.67%
CYP inhibitory promiscuity	+	0.7828	78.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5700	57.00%
Carcinogenicity (trinary)	Warning	0.4245	42.45%
Eye corrosion	+	0.8933	89.33%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8303	83.03%
Skin corrosion	-	0.7976	79.76%
Ames mutagenesis	-	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6698	66.98%
Micronuclear	-	0.8855	88.55%
Hepatotoxicity	+	0.6982	69.82%
skin sensitisation	+	0.9779	97.79%
Respiratory toxicity	-	0.8667	86.67%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	-	0.5652	56.52%
Acute Oral Toxicity (c)	III	0.8224	82.24%
Estrogen receptor binding	+	0.7669	76.69%
Androgen receptor binding	-	0.4903	49.03%
Thyroid receptor binding	-	0.6471	64.71%
Glucocorticoid receptor binding	-	0.7167	71.67%
Aromatase binding	+	0.8636	86.36%
PPAR gamma	+	0.7369	73.69%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.9100	91.00%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.11%	94.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.43%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.03%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	84.59%	90.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.89%	93.99%
CHEMBL2039	P27338	Monoamine oxidase B	81.30%	92.51%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.17%	94.23%

Plants that contains it

• Alnus firma
• Alnus sieboldiana
• Petiveria alliacea
• Pinus taeda
• Reynoutria multiflora
• Rheum officinale
• Rheum palmatum
• Rheum rhabarbarum
• Rheum tanguticum

Cross-Links

• PubChem: 638088
• NPASS: NPC36357
• LOTUS: LTS0251117
• wikiData: Q306338