2-(3-Hydroxyhept-1-enyl)-2,3-dihydropyran-6-one

Details

• Internal ID: b4a1ae59-cd62-4f46-8abf-d6e466a61973
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: 2-(3-hydroxyhept-1-enyl)-2,3-dihydropyran-6-one
• SMILES (Canonical): CCCCC(C=CC1CC=CC(=O)O1)O
• SMILES (Isomeric): CCCCC(C=CC1CC=CC(=O)O1)O
• InChI: InChI=1S/C12H18O3/c1-2-3-5-10(13)8-9-11-6-4-7-12(14)15-11/h4,7-11,13H,2-3,5-6H2,1H3
• InChI Key: AKDFAXNMDAJWDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	+	0.7744	77.44%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6389	63.89%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8422	84.22%
P-glycoprotein inhibitior	-	0.9702	97.02%
P-glycoprotein substrate	-	0.7743	77.43%
CYP3A4 substrate	-	0.5214	52.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8902	89.02%
CYP3A4 inhibition	-	0.8410	84.10%
CYP2C9 inhibition	-	0.9361	93.61%
CYP2C19 inhibition	-	0.7668	76.68%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8396	83.96%
CYP2C8 inhibition	-	0.9313	93.13%
CYP inhibitory promiscuity	-	0.9425	94.25%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9015	90.15%
Carcinogenicity (trinary)	Non-required	0.6579	65.79%
Eye corrosion	-	0.8578	85.78%
Eye irritation	-	0.5650	56.50%
Skin irritation	+	0.7172	71.72%
Skin corrosion	+	0.5770	57.70%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5183	51.83%
skin sensitisation	-	0.5801	58.01%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5470	54.70%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6677	66.77%
Acute Oral Toxicity (c)	III	0.6307	63.07%
Estrogen receptor binding	-	0.8061	80.61%
Androgen receptor binding	-	0.7713	77.13%
Thyroid receptor binding	-	0.6049	60.49%
Glucocorticoid receptor binding	+	0.6229	62.29%
Aromatase binding	-	0.7849	78.49%
PPAR gamma	-	0.5602	56.02%
Honey bee toxicity	-	0.9698	96.98%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4272	42.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.85%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.44%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.29%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.00%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.93%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.35%	100.00%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	82.66%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	82.34%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.43%	97.09%

Plants that contains it

• Tetradenia riparia

Cross-Links

• PubChem: 72789729
• LOTUS: LTS0154840
• wikiData: Q104913555