(2R)-2-[(Z)-hept-1-enyl]-2,3-dihydropyran-6-one

Details

• Internal ID: 7b5c2f4d-8706-4f38-ac5b-47a668849e0c
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(Z)-hept-1-enyl]-2,3-dihydropyran-6-one
• SMILES (Canonical): CCCCCC=CC1CC=CC(=O)O1
• SMILES (Isomeric): CCCCC/C=C\[C@H]1CC=CC(=O)O1
• InChI: InChI=1S/C12H18O2/c1-2-3-4-5-6-8-11-9-7-10-12(13)14-11/h6-8,10-11H,2-5,9H2,1H3/b8-6-/t11-/m0/s1
• InChI Key: DSPGZXFLJQTNDA-JYKYSHPRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.130679813 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.8725	87.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.7488	74.88%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8555	85.55%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7946	79.46%
P-glycoprotein inhibitior	-	0.9766	97.66%
P-glycoprotein substrate	-	0.7781	77.81%
CYP3A4 substrate	-	0.5403	54.03%
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	-	0.9002	90.02%
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	+	0.8714	87.14%
Skin irritation	+	0.6683	66.83%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4068	40.68%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5991	59.91%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.8698	86.98%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5618	56.18%
Acute Oral Toxicity (c)	III	0.7391	73.91%
Estrogen receptor binding	-	0.8569	85.69%
Androgen receptor binding	-	0.6644	66.44%
Thyroid receptor binding	-	0.6392	63.92%
Glucocorticoid receptor binding	-	0.5498	54.98%
Aromatase binding	-	0.7679	76.79%
PPAR gamma	+	0.6280	62.80%
Honey bee toxicity	-	0.9723	97.23%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6653	66.53%
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
CHEMBL2581	P07339	Cathepsin D	94.36%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	93.21%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.65%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.34%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.10%	89.34%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.70%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.22%	96.09%

Plants that contains it

• Annona haematantha

Cross-Links

• PubChem: 10352618
• LOTUS: LTS0137751
• wikiData: Q104987943