(3E,4R,5R)-3-[(9E)-dodeca-9,11-dienylidene]-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: 1ed5da23-9f7a-4200-949c-3aa23e4b4efd
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3E,4R,5R)-3-[(9E)-dodeca-9,11-dienylidene]-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CC1C(C(=CCCCCCCCC=CC=C)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@@H](/C(=C\CCCCCCC/C=C/C=C)/C(=O)O1)O
• InChI: InChI=1S/C17H26O3/c1-3-4-5-6-7-8-9-10-11-12-13-15-16(18)14(2)20-17(15)19/h3-5,13-14,16,18H,1,6-12H2,2H3/b5-4+,15-13+/t14-,16+/m1/s1
• InChI Key: SZEUKZQNAPAKBI-ZUDJCQISSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.69
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 9

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	+	0.5484	54.84%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7269	72.69%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7281	72.81%
P-glycoprotein inhibitior	-	0.8325	83.25%
P-glycoprotein substrate	-	0.8760	87.60%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8674	86.74%
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	-	0.9144	91.44%
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	-	0.6414	64.14%
Skin irritation	-	0.5543	55.43%
Skin corrosion	-	0.8749	87.49%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4772	47.72%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7020	70.20%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4551	45.51%
Acute Oral Toxicity (c)	III	0.6474	64.74%
Estrogen receptor binding	+	0.8380	83.80%
Androgen receptor binding	-	0.6215	62.15%
Thyroid receptor binding	+	0.5490	54.90%
Glucocorticoid receptor binding	+	0.8206	82.06%
Aromatase binding	+	0.5424	54.24%
PPAR gamma	+	0.7155	71.55%
Honey bee toxicity	-	0.8375	83.75%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6237	62.37%
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	91.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.60%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.14%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.06%	96.47%

Plants that contains it

• Hortonia floribunda

Cross-Links

• PubChem: 163188597
• LOTUS: LTS0047010
• wikiData: Q105264089