(3E,4R,5S)-3-hexadecylidene-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: b2ca24da-186e-40a9-b4fd-6392cd5146df
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3E,4R,5S)-3-hexadecylidene-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CCCCCCCCCCCCCCCC=C1C(C(OC1=O)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCC/C=C/1\[C@H]([C@@H](OC1=O)C)O
• InChI: InChI=1S/C21H38O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h17-18,20,22H,3-16H2,1-2H3/b19-17+/t18-,20-/m0/s1
• InChI Key: LAJHPFCGLXGQIB-IHVLYLRMSA-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: 7.80
• Atomic LogP (AlogP): 5.70
• 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	+	0.9832	98.32%
Caco-2	+	0.6578	65.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6278	62.78%
P-glycoprotein inhibitior	-	0.7042	70.42%
P-glycoprotein substrate	-	0.8921	89.21%
CYP3A4 substrate	-	0.5771	57.71%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.6973	69.73%
CYP2C9 inhibition	-	0.7918	79.18%
CYP2C19 inhibition	-	0.5474	54.74%
CYP2D6 inhibition	-	0.8593	85.93%
CYP1A2 inhibition	+	0.5261	52.61%
CYP2C8 inhibition	-	0.9228	92.28%
CYP inhibitory promiscuity	-	0.6306	63.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5838	58.38%
Eye corrosion	-	0.9426	94.26%
Eye irritation	+	0.5501	55.01%
Skin irritation	+	0.6097	60.97%
Skin corrosion	-	0.9078	90.78%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4097	40.97%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6341	63.41%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.5376	53.76%
Estrogen receptor binding	-	0.6143	61.43%
Androgen receptor binding	-	0.6617	66.17%
Thyroid receptor binding	+	0.5415	54.15%
Glucocorticoid receptor binding	-	0.5092	50.92%
Aromatase binding	-	0.7884	78.84%
PPAR gamma	+	0.6508	65.08%
Honey bee toxicity	-	0.9813	98.13%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7806	78.06%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.81%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.08%	99.17%
CHEMBL230	P35354	Cyclooxygenase-2	89.76%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.72%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.27%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.00%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	85.08%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.07%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	83.43%	98.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.27%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	80.27%	90.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.17%	96.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

• Clinostemon mahuba

Cross-Links

• PubChem: 10980677
• LOTUS: LTS0006008
• wikiData: Q105148675