(3R,5S)-5-(hydroxymethyl)-3-octadeca-11,17-dien-9-ynyloxolan-2-one

Details

• Internal ID: 3667d9ce-aa65-42fa-b37f-d13a0d9672e2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5S)-5-(hydroxymethyl)-3-octadeca-11,17-dien-9-ynyloxolan-2-one
• InChI: InChI=1S/C23H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21-19-22(20-24)26-23(21)25/h2,7-8,21-22,24H,1,3-6,11-20H2/t21-,22+/m1/s1
• InChI Key: RNDRAGJYHLXUOB-YADHBBJMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₃
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.7801	78.01%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7679	76.79%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4753	47.53%
P-glycoprotein inhibitior	-	0.6368	63.68%
P-glycoprotein substrate	-	0.7420	74.20%
CYP3A4 substrate	+	0.5786	57.86%
CYP2C9 substrate	-	0.8185	81.85%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.8892	88.92%
CYP2C19 inhibition	-	0.7906	79.06%
CYP2D6 inhibition	-	0.9473	94.73%
CYP1A2 inhibition	-	0.7932	79.32%
CYP2C8 inhibition	-	0.6964	69.64%
CYP inhibitory promiscuity	-	0.9169	91.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.7062	70.62%
Eye corrosion	-	0.7743	77.43%
Eye irritation	-	0.7945	79.45%
Skin irritation	-	0.7026	70.26%
Skin corrosion	-	0.7317	73.17%
Ames mutagenesis	-	0.6807	68.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7578	75.78%
Micronuclear	-	0.9141	91.41%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.7941	79.41%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.7481	74.81%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	+	0.7095	70.95%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5831	58.31%
Glucocorticoid receptor binding	+	0.5973	59.73%
Aromatase binding	-	0.6205	62.05%
PPAR gamma	+	0.5448	54.48%
Honey bee toxicity	-	0.7062	70.62%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5388	53.88%
Fish aquatic toxicity	+	0.7667	76.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.41%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	93.66%	95.92%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	93.47%	92.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.02%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.85%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.59%	89.34%
CHEMBL2996	Q05655	Protein kinase C delta	87.74%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.95%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL1829	O15379	Histone deacetylase 3	84.81%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.37%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.04%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	82.23%	94.75%
CHEMBL230	P35354	Cyclooxygenase-2	81.00%	89.63%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.82%	93.99%
CHEMBL299	P17252	Protein kinase C alpha	80.05%	98.03%

Plants that contains it

• Cananga brandisiana

Cross-Links

• PubChem: 162868212
• LOTUS: LTS0201484
• wikiData: Q105241273