Biphenyl

Details

• Internal ID: 52c926fa-bac0-4a12-97d7-07f2d4b2a561
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 1,1'-biphenyl
• SMILES (Canonical): C1=CC=C(C=C1)C2=CC=CC=C2
• SMILES (Isomeric): C1=CC=C(C=C1)C2=CC=CC=C2
• InChI: InChI=1S/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10H
• InChI Key: ZUOUZKKEUPVFJK-UHFFFAOYSA-N
• Popularity: 33,925 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₀
• Molecular Weight: 154.21 g/mol
• Exact Mass: 154.078250319 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 1,1'-Biphenyl
• 92-52-4
• Phenylbenzene
• DIPHENYL
• Bibenzene
• Xenene
• Lemonene
• 1,1'-Diphenyl
• Phenador-X
• Tetrosin LY
• Carolid AL
• PHPH
• Biphenyl [BSI:ISO]
• 1,1-Biphenyl
• Caswell No. 087
• FEMA No. 3129
• NSC 14916
• CCRIS 935
• HSDB 530
• Biphenyl, 1,1-
• MCS 1572
• EINECS 202-163-5
• UNII-2L9GJK6MGN
• CP 390
• 2L9GJK6MGN
• DIPHENYL-4-D1
• EPA Pesticide Chemical Code 017002
• E230
• CHEMBL14092
• AI3-00036
• DTXSID4020161
• CHEBI:17097
• DIPHENYL-4,4'-D2
• NSC-14916
• EC 202-163-5
• 4819-98-1
• 68409-73-4
• BNL
• DTXCID60161
• CAS-92-52-4
• 6120-99-6
• diphenyl, 14C-labeled
• Bibenceno
• Bifenilo
• Bifenyl
• meta biphenyl
• phenyl benzene
• bi-phenyl
• 4-Biphenyl
• Diphenyl,(S)
• 11'-Diphenyl
• Biphenyl (8CI)
• Biphenyl-UL-14C
• 4,4'-biphenyl
• Diphenyl (Biphenyl)
• MFCD00003054
• 1,1'-bifenil
• 1,1'-difenil
• 1,1''-biphenyl
• 1, 1'-Diphenyl
• Diphenyl; (Biphenyl)
• Biphenyl, >=99%
• DIL (CHRIS Code)
• BIPHENYL [FHFI]
• BIPHENYL [HSDB]
• Diphenyl; (Biphenyl)
• BIPHENYL [ISO]
• Biphenyl; see Diphenyl.
• DIPHENYL [MI]
• WLN: RR
• DIPHENYL [MART.]
• 1,1'-Biphenyl, 9CI
• BIPHENYL [USP-RS]
• bmse000506
• Biphenyl, analytical standard
• BIDD:ER0669
• INS NO.230
• FEMA 3129
• INS-230
• NSC14916
• EINECS 270-059-7
• Tox21_202108
• Tox21_300167
• BDBM50168002
• Biphenyl 100 microg/mL in Methanol
• Biphenyl, ReagentPlus(R), 99.5%
• STL264192
• Biphenyl 10 microg/mL in Cyclohexane
• AKOS000119944
• LS-1934
• NCGC00091836-01
• NCGC00091836-02
• NCGC00091836-03
• NCGC00091836-04
• NCGC00254175-01
• NCGC00259657-01
• Biphenyl, Vetec(TM) reagent grade, 99%
• BS-42211
• B0224
• B0465
• Biphenyl, PESTANAL(R), analytical standard
• E-230
• FT-0602830
• EN300-18009
• C06588
• Q410915
• W-100283
• Biphenyl, certified reference material, TraceCERT(R)
• F9995-1632
• Biphenyl, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C12H10/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h1-10
• 26008-28-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.9560	95.60%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.9286	92.86%
Subcellular localzation	Mitochondria	0.6269	62.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9826	98.26%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6716	67.16%
P-glycoprotein inhibitior	-	0.9789	97.89%
P-glycoprotein substrate	-	0.9962	99.62%
CYP3A4 substrate	-	0.8768	87.68%
CYP2C9 substrate	-	0.8238	82.38%
CYP2D6 substrate	-	0.6692	66.92%
CYP3A4 inhibition	-	0.9586	95.86%
CYP2C9 inhibition	-	0.7950	79.50%
CYP2C19 inhibition	-	0.7489	74.89%
CYP2D6 inhibition	-	0.9652	96.52%
CYP1A2 inhibition	+	0.5656	56.56%
CYP2C8 inhibition	-	0.8998	89.98%
CYP inhibitory promiscuity	+	0.7077	70.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5400	54.00%
Carcinogenicity (trinary)	Warning	0.4112	41.12%
Eye corrosion	+	0.7460	74.60%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7464	74.64%
Skin corrosion	-	0.9142	91.42%
Ames mutagenesis	-	0.9200	92.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7264	72.64%
Micronuclear	-	0.9032	90.32%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	+	0.9030	90.30%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	-	0.8556	85.56%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.6062	60.62%
Acute Oral Toxicity (c)	III	0.8330	83.30%
Estrogen receptor binding	+	0.5813	58.13%
Androgen receptor binding	-	0.5232	52.32%
Thyroid receptor binding	-	0.7399	73.99%
Glucocorticoid receptor binding	-	0.8381	83.81%
Aromatase binding	+	0.5285	52.85%
PPAR gamma	-	0.5791	57.91%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.9800	98.00%
Fish aquatic toxicity	+	0.9802	98.02%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	90.19%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.77%	94.62%
CHEMBL2581	P07339	Cathepsin D	85.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.42%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.28%	94.23%

Plants that contains it

• Artemisia monosperma
• Atractylodes lancea
• Atractylodes macrocephala
• Daucus carota
• Gmelina vitiensis
• Swertia japonica
• Zea mays

Cross-Links

• PubChem: 7095
• NPASS: NPC113670
• ChEMBL: CHEMBL14092
• LOTUS: LTS0227788
• wikiData: Q410915