(3Z,4R,5S)-3-hexadec-15-enylidene-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: a8455d34-fc9c-4e6c-8b0b-7e1355cd6153
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3Z,4R,5S)-3-hexadec-15-enylidene-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CC1C(C(=CCCCCCCCCCCCCCC=C)C(=O)O1)O
• SMILES (Isomeric): C[C@H]1[C@@H](/C(=C/CCCCCCCCCCCCCC=C)/C(=O)O1)O
• InChI: InChI=1S/C21H36O3/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/h3,17-18,20,22H,1,4-16H2,2H3/b19-17-/t18-,20-/m0/s1
• InChI Key: SKYACYVVYMWRPR-VMNXEWPISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₃
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 5.48
• 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	+	0.9656	96.56%
Caco-2	-	0.5564	55.64%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8973	89.73%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6308	63.08%
P-glycoprotein inhibitior	-	0.7100	71.00%
P-glycoprotein substrate	-	0.9080	90.80%
CYP3A4 substrate	-	0.5303	53.03%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.8705	87.05%
CYP3A4 inhibition	-	0.8830	88.30%
CYP2C9 inhibition	-	0.8381	83.81%
CYP2C19 inhibition	-	0.7219	72.19%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.6700	67.00%
CYP2C8 inhibition	-	0.9281	92.81%
CYP inhibitory promiscuity	-	0.7662	76.62%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.5776	57.76%
Eye corrosion	-	0.7537	75.37%
Eye irritation	-	0.5075	50.75%
Skin irritation	-	0.5543	55.43%
Skin corrosion	-	0.8749	87.49%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8312	83.12%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7020	70.20%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4785	47.85%
Acute Oral Toxicity (c)	III	0.6474	64.74%
Estrogen receptor binding	-	0.5210	52.10%
Androgen receptor binding	-	0.7186	71.86%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.5391	53.91%
Aromatase binding	-	0.7382	73.82%
PPAR gamma	+	0.5234	52.34%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	+	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5562	55.62%
Fish aquatic toxicity	+	0.9392	93.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.44%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.11%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.28%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.17%	94.73%
CHEMBL1951	P21397	Monoamine oxidase A	84.06%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.91%	96.47%
CHEMBL1902	P62942	FK506-binding protein 1A	80.22%	97.05%

Plants that contains it

• Clinostemon mahuba

Cross-Links

• PubChem: 101697062
• LOTUS: LTS0187301
• wikiData: Q105255129