2-Cyclopenten-1-one

Details

• Internal ID: 740dfa36-d12d-4703-b5eb-481d0d2f5996
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: cyclopent-2-en-1-one
• SMILES (Canonical): C1CC(=O)C=C1
• SMILES (Isomeric): C1CC(=O)C=C1
• InChI: InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2
• InChI Key: BZKFMUIJRXWWQK-UHFFFAOYSA-N
• Popularity: 1,846 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅H₆O
• Molecular Weight: 82.10 g/mol
• Exact Mass: 82.041864811 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.91
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• 930-30-3
• 2-Cyclopentenone
• cyclopent-2-en-1-one
• Cyclopent-2-enone
• Cyclopentenone
• Cyclopenten-3-one
• 2-Cyclopentene-1-one
• Cyclopenten-2-one
• 3-Cyclopenten-2-one
• UNII-Q0U2IGF9CK
• Q0U2IGF9CK
• 28982-58-3
• Cyclopenten-3-one (VAN)
• EINECS 213-213-0
• MFCD00001401
• NSC 73117
• NSC-73117
• cyclopent-2-ene-1-one
• cis-cyclopentenone
• 2-Cyclopentenone-1
• 2-cylcopenten-1-one
• 2-cyclopenten-1- one
• 1-CYCLOPENTEN-3-ONE
• 1-CYCLOPENTEN-5-ONE
• CHEMBL52190
• 2-Cyclopenten-1-one, 98%
• DTXSID60870802
• CHEBI:141550
• NSC73117
• BBL100014
• STL183308
• AKOS000121108
• AKOS025243944
• AM61702
• CS-W011359
• PS-9373
• SB40642
• LS-58342
• FT-0606447
• FT-0625674
• FT-0649567
• EN300-24545
• A844427
• J-520173
• Q2292678
• F0001-2242
• InChI=1/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9958	99.58%
Caco-2	+	0.8674	86.74%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4901	49.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9807	98.07%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9184	91.84%
P-glycoprotein inhibitior	-	0.9895	98.95%
P-glycoprotein substrate	-	0.9934	99.34%
CYP3A4 substrate	-	0.7586	75.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.9590	95.90%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8851	88.51%
CYP2D6 inhibition	-	0.9567	95.67%
CYP1A2 inhibition	-	0.7559	75.59%
CYP2C8 inhibition	-	0.9961	99.61%
CYP inhibitory promiscuity	-	0.8926	89.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5598	55.98%
Eye corrosion	+	0.9811	98.11%
Eye irritation	+	0.9958	99.58%
Skin irritation	+	0.7833	78.33%
Skin corrosion	-	0.9098	90.98%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8326	83.26%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6199	61.99%
skin sensitisation	+	0.7650	76.50%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6260	62.60%
Acute Oral Toxicity (c)	II	0.6609	66.09%
Estrogen receptor binding	-	0.9676	96.76%
Androgen receptor binding	-	0.9303	93.03%
Thyroid receptor binding	-	0.9322	93.22%
Glucocorticoid receptor binding	-	0.9004	90.04%
Aromatase binding	-	0.8963	89.63%
PPAR gamma	-	0.8887	88.87%
Honey bee toxicity	-	0.9450	94.50%
Biodegradation	+	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	-	0.8644	86.44%

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	91.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.08%	90.00%

Plants that contains it

• Angelica acutiloba
• Angelica gigas
• Angelica sinensis
• Artemisia argyi
• Artemisia montana
• Artemisia princeps
• Capsicum annuum

Cross-Links

• PubChem: 13588
• NPASS: NPC24833