(2R)-2-[(5Z,8Z,11Z)-heptadeca-5,8,11-trienyl]-2,3-dihydropyran-6-one

Details

• Internal ID: 25b1e279-1461-42ba-9189-7d255758ff15
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2R)-2-[(5Z,8Z,11Z)-heptadeca-5,8,11-trienyl]-2,3-dihydropyran-6-one
• InChI: InChI=1S/C22H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18-21-19-17-20-22(23)24-21/h6-7,9-10,12-13,17,20-21H,2-5,8,11,14-16,18-19H2,1H3/b7-6-,10-9-,13-12-/t21-/m1/s1
• InChI Key: NSHWWXNBJYFANB-IXEPPJHTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.45
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 13

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	-	0.5131	51.31%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.7488	74.88%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.7613	76.13%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5665	56.65%
P-glycoprotein inhibitior	-	0.5061	50.61%
P-glycoprotein substrate	-	0.7397	73.97%
CYP3A4 substrate	-	0.5000	50.00%
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	-	0.8634	86.34%
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	-	0.7217	72.17%
Skin irritation	+	0.6683	66.83%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7897	78.97%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	+	0.5991	59.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.8698	86.98%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	+	0.4537	45.37%
Acute Oral Toxicity (c)	III	0.7391	73.91%
Estrogen receptor binding	+	0.7181	71.81%
Androgen receptor binding	-	0.7092	70.92%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5424	54.24%
Aromatase binding	-	0.6768	67.68%
PPAR gamma	-	0.5103	51.03%
Honey bee toxicity	-	0.9747	97.47%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6753	67.53%
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
CHEMBL230	P35354	Cyclooxygenase-2	97.73%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.61%	98.95%
CHEMBL239	Q07869	Peroxisome proliferator-activated receptor alpha	94.08%	90.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.56%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.38%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.62%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.43%	97.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.85%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	81.14%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.87%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162847054
• LOTUS: LTS0138766
• wikiData: Q105185057