Jasmone

Details

• Internal ID: 61220468-d281-4d1b-9852-6cedf61d527d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 3-methyl-2-[(Z)-pent-2-enyl]cyclopent-2-en-1-one
• SMILES (Canonical): CCC=CCC1=C(CCC1=O)C
• SMILES (Isomeric): CC/C=C\CC1=C(CCC1=O)C
• InChI: InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-
• InChI Key: XMLSXPIVAXONDL-PLNGDYQASA-N
• Popularity: 212 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O
• Molecular Weight: 164.24 g/mol
• Exact Mass: 164.120115130 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• JASMONE
• 488-10-8
• (Z)-Jasmone
• cis-?Jasmone
• FEMA No. 3196
• cis-3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one
• (Z)-3-Methyl-2-(pent-2-en-1-yl)cyclopent-2-enone
• 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)-
• 3-Methyl-2-pent-2-enylcyclopent-2-enone
• 3-Methyl-2-(cis-2-penten-1-yl)-2-cyclopenten-1-one
• EINECS 207-668-4
• UNII-RC4W0G9YUK
• RC4W0G9YUK
• BRN 1907713
• 3-methyl-2-[(Z)-pent-2-enyl]cyclopent-2-en-1-one
• 3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one, (Z)-
• CHEBI:6084
• DTXSID4047092
• 3-Methyl-2-(2-pentenyl)-2-cyclopenten-1-one
• 3-methyl-2-(pent-2Z-enyl)cyclopent-2-enone
• 3-Methyl-2-n-penten-2'-ylcyclopenten-2-one
• 3-Methyl-2-(2-cis-pentenyl)-2-cyclopenten-1-one
• 3-Methyl-2-(cis-2-pentenyl)-2-cyclopenten-1-one
• 4-07-00-00337 (Beilstein Handbook Reference)
• 2-Cyclopenten-1-one, 3-methyl-2-(2Z)-2-penten-1-yl-
• 3-methyl-2-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-one
• 2-Cyclopenten-1-one, 3-methyl-2-(2Z)-2-pentenyl- (9CI)
• 2-Cyclopenten-1-one, 3-methyl-2-(2-pentenyl)-, (Z)- (8CI)
• MFCD00001402
• JASMONE, CIS-
• cis-Jasmon
• jasmone, cis
• Jasmone (6CI)
• Jasmone, 90%
• cis-3-methyl-2-pent-2-enyl-cyclopent-2-enone
• cis-Jasmone, stabilized
• JASMONE [FHFI]
• JASMONE [MI]
• 2-ciclopenten-1-ona, 3-metil-2-(2z)-2-penten-1-il-
• 3-Methyl-2-(2Z)-2-penten-1-yl-2-cyclopenten-1-one
• Jasmone, analytical standard
• 3 - methyl - 2 - pent - 2 - enylcyclopent - 2 - enone
• SCHEMBL20385
• CHEMBL2251602
• DTXCID2027092
• HSDB 8273
• BCP18948
• CMC_7381
• HY-N7058
• Tox21_301825
• LMFA02020009
• s4960
• AKOS024318891
• CCG-266315
• CS-W017899
• GS-3251
• LS-2951
• NCGC00256139-01
• CAS-488-10-8
• J0003
• C08490
• EN300-7400412
• Q418077
• (z)-3-methyl-2-(2-pentenyl)-2-cyclopenten-1-one
• 3-Methyl-2-[(2Z)-2-pentenyl]-2-cyclopenten-1-one
• 3-methyl-2-[(Z)-pent-2-enyl]-cyclopent-2-en-1-one
• 2-Cyclopenten-1-one, 3-methyl-2-(2Z)-2- pentenyl-
• 2-cyclopenten-1-one, 3-methyl-2-[(2Z)-2-pentenyl]-
• 3-Methyl-2-[(2Z)-2-pentenyl]-2-cyclopenten-1-one #
• METHYL-2-(2-PENTENYL)-2-CYCLOPENTEN-1-ONE, (Z)-, 3-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.9496	94.96%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4633	46.33%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8284	82.84%
P-glycoprotein inhibitior	-	0.9868	98.68%
P-glycoprotein substrate	-	0.9513	95.13%
CYP3A4 substrate	-	0.6323	63.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8620	86.20%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.9321	93.21%
CYP2C19 inhibition	-	0.8770	87.70%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.6184	61.84%
CYP2C8 inhibition	-	0.9822	98.22%
CYP inhibitory promiscuity	-	0.7004	70.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.8016	80.16%
Eye irritation	+	0.9745	97.45%
Skin irritation	+	0.6837	68.37%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6399	63.99%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.9145	91.45%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.5701	57.01%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.6306	63.06%
Acute Oral Toxicity (c)	III	0.8042	80.42%
Estrogen receptor binding	-	0.9815	98.15%
Androgen receptor binding	-	0.6924	69.24%
Thyroid receptor binding	-	0.8336	83.36%
Glucocorticoid receptor binding	-	0.8662	86.62%
Aromatase binding	-	0.9342	93.42%
PPAR gamma	-	0.7818	78.18%
Honey bee toxicity	-	0.9312	93.12%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9756	97.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.69%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.36%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	81.80%	89.63%
CHEMBL255	P29275	Adenosine A2b receptor	80.51%	98.59%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.22%	93.40%

Plants that contains it

• Achillea erba-rotta
• Achillea millefolium
• Agastache rugosa
• Ageratum conyzoides
• Artemisia annua
• Artemisia judaica
• Artemisia salsoloides
• Basella alba
• Citrus × aurantium
• Clinopodium serpyllifolium subsp. fruticosum
• Echinophora tenuifolia
• Elsholtzia ciliata
• Elsholtzia fruticosa
• Flourensia cernua
• Hypericum perforatum
• Lonicera japonica
• Mentha aquatica
• Mentha arvensis
• Mentha canadensis
• Monarda fistulosa
• Mosla chinensis
• Nelumbo lutea
• Paeonia lactiflora
• Pulicaria arabica
• Salvia cinnabarina
• Salvia syriaca
• Seriphidium herba-alba
• Tagetes lucida
• Vachellia rigidula

Cross-Links

• PubChem: 1549018
• NPASS: NPC100380
• LOTUS: LTS0205512
• wikiData: Q418077