Isoprene

Details

• Internal ID: 255a09ce-0923-4f78-9b49-1c1e96bc5162
• Taxonomy: Hydrocarbons > Unsaturated hydrocarbons > Branched unsaturated hydrocarbons
• IUPAC Name: 2-methylbuta-1,3-diene
• SMILES (Canonical): CC(=C)C=C
• SMILES (Isomeric): CC(=C)C=C
• InChI: InChI=1S/C5H8/c1-4-5(2)3/h4H,1-2H2,3H3
• InChI Key: RRHGJUQNOFWUDK-UHFFFAOYSA-N
• Popularity: 10,233 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₈
• Molecular Weight: 68.12 g/mol
• Exact Mass: 68.062600255 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 78-79-5
• 2-Methyl-1,3-butadiene
• 2-Methylbuta-1,3-diene
• Isopentadiene
• 2-Methylbutadiene
• 2-Methyldivinyl
• 1,3-Butadiene, 2-methyl-
• beta-Methylbivinyl
• isopreno
• isoterpene
• Isopren
• 3-Methyl-1,3-butadiene
• CH2=C(CH3)CH=CH2
• .beta.-Methylbivinyl
• NSC 9237
• Naturalrubber
• CCRIS 6253
• HSDB 620
• EINECS 201-143-3
• UNII-0A62964IBU
• DTXSID2020761
• NATURAL RUBBER
• CHEBI:35194
• 0A62964IBU
• NSC-9237
• UN1218
• 9006-04-6
• DTXCID20761
• NSC9237
• EC 201-143-3
• 9003-31-0
• ISOPRENE (IARC)
• ISOPRENE [IARC]
• Rubber, natural
• Caoutchouc
• Elastomers
• Isopentadieno
• Ebonite
• Heveaplus
• Impervia
• Rubber
• Latex particles
• Nafka
• Natural latex
• India rubber
• Nafka kristalgom
• 2-Metilbutadieno
• Dynatex LA
• Dynatex GTZ
• Thiokol NVT
• LATZ latex
• 2-methyl-butadiene
• Isoprene, inhibited
• Harub 5LV
• Isoprene (8CI)
• Heveacrumb SMR 5L
• 2-methyl-1
• Lorival R 25
• Hartex 102HR
• Cartex 600
• Fultite FB 010K
• Fultite FB 520
• Hartex 103
• Fultite FB 3001
• Iotex C 60
• Isoprene, >=99%
• Kagetex FA 2005
• IPR (CHRIS Code)
• ISOPRENE [HSDB]
• E 218 (rubber)
• Mitsuwa RC paper Cement
• 2-Methyl-13-butadiene
• ISOPRENE [MI]
• Defo 700
• 2-metil-1,3-butadieno
• 3-metil-1,3-butadieno
• Elastic materials, rubber
• UNII-2LQ0UUW8IN
• Lotol L 9241
• 2LQ0UUW8IN
• 3-Methyl-1 3-butadiene
• Be Be Tex 1223
• bmse000844
• Defo 1000
• ISNA 5
• 2-methyl-buta-1,3-diene
• 1,3-butadieno, 2-metil-
• AMA 7
• CSV 1
• Isoprene, analytical standard
• Mar DR 1135
• 68877-32-7
• UN 1218 (Salt/Mix)
• 1,3-Butadinene, 2-methyl-
• DRC 60
• CHEMBL1566132
• WLN: 1UY1&1U1
• HSDB 6772
• GLN 200
• GNL 150
• Isoprene (1 mg/mL in Methanol)
• JLX 105
• JLX 113
• KDP 150
• CV 50
• CV 60
• IR 25
• IR 68
• AMY37001
• EINECS 232-689-0
• Tox21_200067
• 5L-TP0203
• CS 700
• HC 106
• MFCD00008600
• NA1218
• AKOS000119971
• CCG-266006
• FB 3001
• LS-1754
• CAS-78-79-5
• Isoprene [1,3-Butadinene, 2-methyl-]
• NCGC00091078-01
• NCGC00091078-02
• NCGC00257621-01
• PD088096
• FT-0627457
• I0160
• EN300-19669
• isoprene (stabilized); 2-methyl-1,3-butadiene
• Isoprene, inhibited [UN1218] [Flammable liquid]
• Q271943
• Isoprene, inhibited [UN1218] [Flammable liquid]
• J-509898
• InChI=1/C5H8/c1-4-5(2)3/h4H,1-2H2,3H
• Z104474660
• Isoprene, 99%, contains <1000 ppm p-tert-butylcatechol as inhibitor
• 26796-44-1
• 68441-58-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.7538	75.38%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.5788	57.88%
OATP2B1 inhibitior	-	0.8748	87.48%
OATP1B1 inhibitior	+	0.9602	96.02%
OATP1B3 inhibitior	+	0.9581	95.81%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9354	93.54%
P-glycoprotein inhibitior	-	0.9865	98.65%
P-glycoprotein substrate	-	0.9917	99.17%
CYP3A4 substrate	-	0.7829	78.29%
CYP2C9 substrate	-	0.8281	82.81%
CYP2D6 substrate	-	0.7957	79.57%
CYP3A4 inhibition	-	0.9478	94.78%
CYP2C9 inhibition	-	0.9286	92.86%
CYP2C19 inhibition	-	0.9028	90.28%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.8327	83.27%
CYP2C8 inhibition	-	0.9907	99.07%
CYP inhibitory promiscuity	-	0.7222	72.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.7483	74.83%
Carcinogenicity (trinary)	Warning	0.5473	54.73%
Eye corrosion	+	0.9757	97.57%
Eye irritation	+	0.9916	99.16%
Skin irritation	+	0.8204	82.04%
Skin corrosion	+	0.5229	52.29%
Ames mutagenesis	-	0.9600	96.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8145	81.45%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	+	0.9194	91.94%
Respiratory toxicity	-	0.9889	98.89%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.7349	73.49%
Acute Oral Toxicity (c)	II	0.5263	52.63%
Estrogen receptor binding	-	0.9000	90.00%
Androgen receptor binding	-	0.9355	93.55%
Thyroid receptor binding	-	0.8302	83.02%
Glucocorticoid receptor binding	-	0.8822	88.22%
Aromatase binding	-	0.8672	86.72%
PPAR gamma	-	0.8350	83.50%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.8942	89.42%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	25118.9 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	5 nM; 5 nM	Potency; Potency	via CMAUP; via Super-PRED
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	87.42%	83.82%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	84.17%	82.05%

Plants that contains it

• Humulus lupulus

Cross-Links

• PubChem: 6557
• NPASS: NPC96619
• ChEMBL: CHEMBL1566132