4-Docos-17-en-13,15-diynyl-5-(hydroxymethyl)oxolan-2-one

Details

• Internal ID: d9f1c1f9-75ed-469c-98ac-62a6548f00a0
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 4-docos-17-en-13,15-diynyl-5-(hydroxymethyl)oxolan-2-one
• SMILES (Canonical): CCCCC=CC#CC#CCCCCCCCCCCCCC1CC(=O)OC1CO
• SMILES (Isomeric): CCCCC=CC#CC#CCCCCCCCCCCCCC1CC(=O)OC1CO
• InChI: InChI=1S/C27H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-25-23-27(29)30-26(25)24-28/h5-6,25-26,28H,2-4,11-24H2,1H3
• InChI Key: WGGAPMRZFOIPLA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₃
• Molecular Weight: 414.60 g/mol
• Exact Mass: 414.31339520 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.90
• Atomic LogP (AlogP): 6.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9804	98.04%
Caco-2	-	0.7718	77.18%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.7889	78.89%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6477	64.77%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.6681	66.81%
CYP3A4 substrate	+	0.5629	56.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.8233	82.33%
CYP2C19 inhibition	-	0.6602	66.02%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	-	0.6304	63.04%
CYP2C8 inhibition	-	0.7360	73.60%
CYP inhibitory promiscuity	-	0.7958	79.58%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6821	68.21%
Eye corrosion	-	0.9257	92.57%
Eye irritation	-	0.7631	76.31%
Skin irritation	+	0.4917	49.17%
Skin corrosion	-	0.8748	87.48%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3824	38.24%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5947	59.47%
skin sensitisation	-	0.7882	78.82%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.7799	77.99%
Acute Oral Toxicity (c)	III	0.6723	67.23%
Estrogen receptor binding	+	0.6992	69.92%
Androgen receptor binding	+	0.6150	61.50%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.5665	56.65%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.6401	64.01%
Honey bee toxicity	-	0.8831	88.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6158	61.58%
Fish aquatic toxicity	+	0.9243	92.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2996	Q05655	Protein kinase C delta	95.68%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.62%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	91.56%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.86%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.03%	92.86%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.41%	89.34%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.98%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.37%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.99%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.47%	97.29%

Plants that contains it

• Polyalthia debilis

Cross-Links

• PubChem: 163068549
• LOTUS: LTS0034935
• wikiData: Q105304475