(3R,5R)-5-[(E)-heptadec-8-enyl]-3-hydroxyoxolan-2-one

Details

• Internal ID: c1bce39b-455c-4e1d-8ea9-11d960889917
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5R)-5-[(E)-heptadec-8-enyl]-3-hydroxyoxolan-2-one
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC1CC(C(=O)O1)O
• SMILES (Isomeric): CCCCCCCC/C=C/CCCCCCC[C@@H]1C[C@H](C(=O)O1)O
• InChI: InChI=1S/C21H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-18-20(22)21(23)24-19/h9-10,19-20,22H,2-8,11-18H2,1H3/b10-9+/t19-,20-/m1/s1
• InChI Key: PESDJELQYIQZBG-RMQQFATJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₈O₃
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.28209507 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.60
• Atomic LogP (AlogP): 5.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.5452	54.52%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5077	50.77%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8750	87.50%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5281	52.81%
P-glycoprotein inhibitior	-	0.7202	72.02%
P-glycoprotein substrate	-	0.8130	81.30%
CYP3A4 substrate	-	0.5148	51.48%
CYP2C9 substrate	-	0.8209	82.09%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8324	83.24%
CYP2C9 inhibition	-	0.9056	90.56%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.7309	73.09%
CYP2C8 inhibition	-	0.8820	88.20%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9454	94.54%
Eye irritation	+	0.7215	72.15%
Skin irritation	+	0.8220	82.20%
Skin corrosion	-	0.7723	77.23%
Ames mutagenesis	-	0.9078	90.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4937	49.37%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6247	62.47%
skin sensitisation	-	0.7598	75.98%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.5054	50.54%
Acute Oral Toxicity (c)	III	0.5625	56.25%
Estrogen receptor binding	+	0.6934	69.34%
Androgen receptor binding	-	0.5493	54.93%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	-	0.4643	46.43%
Aromatase binding	-	0.8255	82.55%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.9708	97.08%
Biodegradation	+	0.7250	72.50%
Crustacea aquatic toxicity	+	0.7915	79.15%
Fish aquatic toxicity	+	0.9304	93.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.84%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.33%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.98%	92.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.53%	89.34%
CHEMBL2581	P07339	Cathepsin D	90.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.67%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.17%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.19%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.89%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.01%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.00%	90.08%
CHEMBL1781	P11387	DNA topoisomerase I	80.45%	97.00%

Plants that contains it

• Garcinia mannii

Cross-Links

• PubChem: 163066303
• LOTUS: LTS0048349
• wikiData: Q105207298