(3Z,4R)-3-[(Z)-hexadec-7-enylidene]-4-hydroxy-5-methylideneoxolan-2-one

Details

• Internal ID: d24892bc-19a4-41de-ad3d-26d4daf59cc4
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (3Z,4R)-3-[(Z)-hexadec-7-enylidene]-4-hydroxy-5-methylideneoxolan-2-one
• SMILES (Canonical): CCCCCCCCC=CCCCCCC=C1C(C(=C)OC1=O)O
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCC/C=C\1/[C@H](C(=C)OC1=O)O
• InChI: InChI=1S/C21H34O3/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/h10-11,17,20,22H,2-9,12-16H2,1H3/b11-10-,19-17-/t20-/m0/s1
• InChI Key: RWMHGSZPUZTJHR-DPRWALCKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄O₃
• Molecular Weight: 334.50 g/mol
• Exact Mass: 334.25079494 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9824	98.24%
Caco-2	-	0.5694	56.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.7645	76.45%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7093	70.93%
P-glycoprotein inhibitior	-	0.4658	46.58%
P-glycoprotein substrate	-	0.8845	88.45%
CYP3A4 substrate	+	0.5134	51.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.7633	76.33%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.5473	54.73%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	+	0.5359	53.59%
CYP2C8 inhibition	-	0.8257	82.57%
CYP inhibitory promiscuity	-	0.6861	68.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9247	92.47%
Eye irritation	-	0.5108	51.08%
Skin irritation	+	0.6452	64.52%
Skin corrosion	-	0.8742	87.42%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7488	74.88%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4740	47.40%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.6681	66.81%
Androgen receptor binding	-	0.6329	63.29%
Thyroid receptor binding	+	0.5335	53.35%
Glucocorticoid receptor binding	-	0.5969	59.69%
Aromatase binding	-	0.7700	77.00%
PPAR gamma	+	0.8241	82.41%
Honey bee toxicity	-	0.9697	96.97%
Biodegradation	+	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7875	78.75%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.74%	85.94%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.32%	92.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL230	P35354	Cyclooxygenase-2	86.73%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.12%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.26%	96.37%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.25%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.99%	96.95%
CHEMBL1781	P11387	DNA topoisomerase I	80.20%	97.00%

Plants that contains it

• Lindera glauca

Cross-Links

• PubChem: 163018543
• LOTUS: LTS0094671
• wikiData: Q105246568