(3S,4R,5R)-4-hydroxy-3-icos-11-ynyl-5-methyloxolan-2-one

Details

• Internal ID: 4180d3cb-40e5-4253-98cb-619dc0973ced
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3S,4R,5R)-4-hydroxy-3-icos-11-ynyl-5-methyloxolan-2-one
• InChI: InChI=1S/C25H44O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-24(26)22(2)28-25(23)27/h22-24,26H,3-9,12-21H2,1-2H3/t22-,23+,24+/m1/s1
• InChI Key: OSJWWBXGXPADIH-SGNDLWITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₄O₃
• Molecular Weight: 392.60 g/mol
• Exact Mass: 392.32904526 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 9.10
• Atomic LogP (AlogP): 6.56
• 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	+	0.9679	96.79%
Caco-2	-	0.6479	64.79%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6796	67.96%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.8469	84.69%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.6152	61.52%
P-glycoprotein inhibitior	-	0.5905	59.05%
P-glycoprotein substrate	-	0.7734	77.34%
CYP3A4 substrate	-	0.5111	51.11%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	+	0.5082	50.82%
CYP2C9 inhibition	-	0.6950	69.50%
CYP2C19 inhibition	-	0.5358	53.58%
CYP2D6 inhibition	-	0.9002	90.02%
CYP1A2 inhibition	-	0.6122	61.22%
CYP2C8 inhibition	-	0.8976	89.76%
CYP inhibitory promiscuity	-	0.7869	78.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6426	64.26%
Eye corrosion	-	0.9291	92.91%
Eye irritation	-	0.5777	57.77%
Skin irritation	-	0.5491	54.91%
Skin corrosion	-	0.8367	83.67%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5590	55.90%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5198	51.98%
skin sensitisation	-	0.6706	67.06%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6846	68.46%
Acute Oral Toxicity (c)	III	0.5056	50.56%
Estrogen receptor binding	+	0.5759	57.59%
Androgen receptor binding	+	0.6013	60.13%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	-	0.4945	49.45%
Aromatase binding	-	0.6654	66.54%
PPAR gamma	+	0.5405	54.05%
Honey bee toxicity	-	0.9504	95.04%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.7862	78.62%
Fish aquatic toxicity	+	0.9729	97.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.72%	89.63%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.72%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.27%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.67%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.77%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.28%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	83.56%	90.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.99%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.78%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%

Plants that contains it

• Porcelia macrocarpa

Cross-Links

• PubChem: 6712597
• LOTUS: LTS0105146
• wikiData: Q105199008