Benzo[e]pyrene

Details

• Internal ID: 06167d15-5d86-4417-b6ac-9dde5505cdd8
• Taxonomy: Benzenoids > Pyrenes > Benzopyrenes
• IUPAC Name: benzo[e]pyrene
• SMILES (Canonical): C1=CC=C2C(=C1)C3=CC=CC4=C3C5=C(C=CC=C25)C=C4
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=CC=CC4=C3C5=C(C=CC=C25)C=C4
• InChI: InChI=1S/C20H12/c1-2-8-16-15(7-1)17-9-3-5-13-11-12-14-6-4-10-18(16)20(14)19(13)17/h1-12H
• InChI Key: TXVHTIQJNYSSKO-UHFFFAOYSA-N
• Popularity: 4,057 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₂
• Molecular Weight: 252.30 g/mol
• Exact Mass: 252.093900383 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.74
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 192-97-2
• BENZO(E)PYRENE
• 1,2-Benzpyrene
• 4,5-Benzopyrene
• 4,5-Benzpyrene
• Benzo(l)pyrene
• 9,10-Benzpyrene
• 1,2-Benzopyrene
• B(e)P
• Benz(e)pyrene
• Benz[e]pyrene
• CHEBI:34567
• Benzo[l]pyrene
• DTXSID3023764
• 63APT6398R
• NSC-89273
• DTXCID103764
• 1,2-Benzpyrene (VAN)
• 1,2-Benzopyrene (VAN)
• CAS-192-97-2
• CCRIS 786
• HSDB 4031
• EINECS 205-892-7
• NSC 89273
• benzpyren
• BRN 1911334
• UNII-63APT6398R
• Benzo[e]pyrene; 1,2-Benzopyrene; 1,2-Benzpyrene; 4,5-Benzopyrene; 4,5-Benzpyrene; NSC 89273
• Benzo[e]pyrene, 98%
• Epitope ID:119717
• BENZO(E)PYRENE [MI]
• MLS002415714
• BENZO(E)PYRENE [HSDB]
• BENZO(E)PYRENE [IARC]
• CHEMBL1371125
• TXVHTIQJNYSSKO-UHFFFAOYSA-N
• HMS3039P15
• Benzo[e]pyrene, analytical standard
• NSC89273
• Tox21_201724
• Tox21_303185
• AKOS015902954
• WLN: L D6666 B6 2AB TJ
• NCGC00091854-01
• NCGC00091854-02
• NCGC00091854-03
• NCGC00256975-01
• NCGC00259273-01
• SMR001370896
• Benzo[e]pyrene 10 microg/mL in Cyclohexane
• Benzo[e]pyrene 10 microg/mL in Acetonitrile
• FT-0694849
• Benzo[e]pyrene 100 microg/mL in Acetonitrile
• Benzo[e]pyrene 100 microg/mL in Cyclohexane
• A927939
• Benzo[e]pyrene, BCR(R) certified Reference Material
• J-012492
• Q2645019
• 73467-76-2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.8926	89.26%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.8244	82.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9656	96.56%
OATP1B3 inhibitior	+	0.9656	96.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7216	72.16%
P-glycoprotein inhibitior	-	0.9014	90.14%
P-glycoprotein substrate	-	0.9837	98.37%
CYP3A4 substrate	-	0.7335	73.35%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	+	0.3525	35.25%
CYP3A4 inhibition	-	0.9288	92.88%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.8548	85.48%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.6798	67.98%
CYP2C8 inhibition	-	0.8337	83.37%
CYP inhibitory promiscuity	+	0.5335	53.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Warning	0.4954	49.54%
Eye corrosion	+	0.6689	66.89%
Eye irritation	+	0.9919	99.19%
Skin irritation	+	0.9222	92.22%
Skin corrosion	-	0.7730	77.30%
Ames mutagenesis	+	0.9500	95.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	-	0.6024	60.24%
Hepatotoxicity	+	0.9000	90.00%
skin sensitisation	+	0.9334	93.34%
Respiratory toxicity	-	0.8444	84.44%
Reproductive toxicity	-	0.8778	87.78%
Mitochondrial toxicity	-	0.9875	98.75%
Nephrotoxicity	+	0.5735	57.35%
Acute Oral Toxicity (c)	III	0.7913	79.13%
Estrogen receptor binding	+	0.8977	89.77%
Androgen receptor binding	+	0.8291	82.91%
Thyroid receptor binding	+	0.7042	70.42%
Glucocorticoid receptor binding	+	0.9007	90.07%
Aromatase binding	+	0.8666	86.66%
PPAR gamma	+	0.8964	89.64%
Honey bee toxicity	-	0.8907	89.07%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.9800	98.00%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.46%	95.56%
CHEMBL3959	P16083	Quinone reductase 2	87.27%	89.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.55%	96.67%
CHEMBL2535	P11166	Glucose transporter	82.01%	98.75%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.08%	85.94%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 9128
• LOTUS: LTS0046164
• wikiData: Q2645019