Massoia Lactone

Details

• Internal ID: 70b31545-280a-4f8e-838c-f2d66e6ca5d9
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-pentyl-2,3-dihydropyran-6-one
• InChI: InChI=1S/C10H16O2/c1-2-3-4-6-9-7-5-8-10(11)12-9/h5,8-9H,2-4,6-7H2,1H3/t9-/m1/s1
• InChI Key: NEDIAPMWNCQWNW-SECBINFHSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23 g/mol
• Exact Mass: 168.115029749 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Massoya lactone
• Massoilactone
• 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (6R)-
• (-)-MASSOILACTONE
• (-)-MASSOIALACTONE
• UNII-847O2V0IOA
• 847O2V0IOA
• 5-hydroxy-2-decenoic acid lactone
• (R)-(-)-Massoilactone
• BRN 4177048
• 5-Hydroxy-2-decenoic acid delta-lactone
• 5-Pentylpent-2-en-5-olide
• FEMA No. 3744
• (-)-MASSOJA DECALACTONE
• DTXSID30885943
• 5,6-Dihydro-6-pentyl-2H-pyran-2-one, (R)-
• (-)-(6R)-MASSOIALACTONE
• (6R)-(-)-MASSOIALACTONE
• 5-17-09-00218 (Beilstein Handbook Reference)
• NSC 721360
• NSC-721360
• 5-Hydroxy-2-decenoic acid .delta.-lactone
• 6-Pentyl-5,6-dihydro-2H-pyran-2-one, (6R)-
• 5,6-Dihydro-6-pentyl-(2H)-pyran-2-one-, (R)
• Massoy lactone
• 2H-Pyran-2-one, 5,6-dihydro-6-pentyl-, (theta)-
• 5-HYDROXY-2-DECENOIC ACID .DELTA.-LACTONE [FHFI]
• C-10 massoia lactone
• (R)-5,6-Dihydro-6-pentyl-2H-pyran-2-one
• FEMA 3744
• 6-pentyl-5,6-dihydropyran-2-one
• 5-Hydroxy-2-decenoic acid D-lactone
• 5,6-Dihydro-6-pentyl-(R)-2H-Pyran-2-one
• 5,6-Dihydro-6-pentyl-(6R)-2H-Pyran-2-one
• 5,6-Dihydro-6-pentyl-(theta)-2H-Pyran-2-one
• RefChem:155961
• DTXCID401025299
• 5-Hydroxy-2-decenoic acid laquo deltaraquo-lactone
• 610-624-0
• 2-pentyl-2,3-dihydropyran-6-one
• 5-Hydroxy-2-decenoic acid, delta-lactone
• 5-Hydroxy-2-decenoic acid, lactone
• 54814-64-1
• Massoia Lactone
• NEDIAPMWNCQWNW-SECBINFHSA-N
• Cocolactone
• (R)-2-decen-5-olide
• 2H-PYRAN-2-ONE, 5,6-DIHYDRO-6-PENTYL-, (R)-
• (2R)-2-pentyl-2,3-dihydropyran-6-one
• (6r)-6-pentyl-5,6-dihydro-2h-pyran-2-one
• (R)-(-)Massoialactone
• (R)-cocolactone
• Natural Delta decalactone
• SCHEMBL8164022
• CHEMBL3126829
• MFCD00801027
• AKOS006272282
• (6R)-5,6-dihydro-6-pentyl-2H-pyran-2-one
• H57746

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.9257	92.57%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.7488	74.88%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.9226	92.26%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9577	95.77%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.7541	75.41%
CYP3A4 substrate	-	0.5945	59.45%
CYP2C9 substrate	-	0.6171	61.71%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.8765	87.65%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.6152	61.52%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.5693	56.93%
CYP2C8 inhibition	-	0.9481	94.81%
CYP inhibitory promiscuity	-	0.8629	86.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	+	0.4913	49.13%
Eye irritation	+	0.8318	83.18%
Skin irritation	+	0.6683	66.83%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.5991	59.91%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.8698	86.98%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.5887	58.87%
Acute Oral Toxicity (c)	III	0.7391	73.91%
Estrogen receptor binding	-	0.8269	82.69%
Androgen receptor binding	-	0.8091	80.91%
Thyroid receptor binding	-	0.7296	72.96%
Glucocorticoid receptor binding	-	0.6618	66.18%
Aromatase binding	-	0.8767	87.67%
PPAR gamma	-	0.6453	64.53%
Honey bee toxicity	-	0.9829	98.29%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6234	62.34%
Fish aquatic toxicity	+	0.9064	90.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	96.04%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.35%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.12%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.36%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.79%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.73%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	81.17%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 642793
• LOTUS: LTS0158275
• wikiData: Q6784821