(3E,4S,5R)-3-[(E,11R)-11,14-dihydroxytetradec-12-enylidene]-4-hydroxy-5-methyloxolan-2-one

Details

• Internal ID: 06b41a2d-2a38-4070-bcf8-5f442f3498cd
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3E,4S,5R)-3-[(E,11R)-11,14-dihydroxytetradec-12-enylidene]-4-hydroxy-5-methyloxolan-2-one
• SMILES (Canonical): CC1C(C(=CCCCCCCCCCC(C=CCO)O)C(=O)O1)O
• SMILES (Isomeric): C[C@@H]1[C@H](/C(=C\CCCCCCCCC[C@H](/C=C/CO)O)/C(=O)O1)O
• InChI: InChI=1S/C19H32O5/c1-15-18(22)17(19(23)24-15)13-9-7-5-3-2-4-6-8-11-16(21)12-10-14-20/h10,12-13,15-16,18,20-22H,2-9,11,14H2,1H3/b12-10+,17-13+/t15-,16-,18-/m1/s1
• InChI Key: YIKMJZNPRZKFGN-ARPRWNNESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₅
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.22497412 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9213	92.13%
Caco-2	-	0.6944	69.44%
Blood Brain Barrier	-	0.5072	50.72%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8369	83.69%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.5863	58.63%
BSEP inhibitior	-	0.6083	60.83%
P-glycoprotein inhibitior	-	0.7397	73.97%
P-glycoprotein substrate	-	0.7970	79.70%
CYP3A4 substrate	+	0.5258	52.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.9663	96.63%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.8612	86.12%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.8569	85.69%
CYP2C8 inhibition	-	0.9202	92.02%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9728	97.28%
Carcinogenicity (trinary)	Non-required	0.6957	69.57%
Eye corrosion	-	0.9721	97.21%
Eye irritation	-	0.8452	84.52%
Skin irritation	-	0.7131	71.31%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7766	77.66%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9244	92.44%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7711	77.11%
Acute Oral Toxicity (c)	III	0.5654	56.54%
Estrogen receptor binding	+	0.6548	65.48%
Androgen receptor binding	-	0.7285	72.85%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.6042	60.42%
Aromatase binding	-	0.6459	64.59%
PPAR gamma	+	0.5642	56.42%
Honey bee toxicity	-	0.9185	91.85%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5767	57.67%
Fish aquatic toxicity	-	0.3805	38.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.65%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.27%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.09%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.59%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.68%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.60%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.02%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.15%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.07%	96.00%

Plants that contains it

• Litsea akoensis

Cross-Links

• PubChem: 163002911
• LOTUS: LTS0097730
• wikiData: Q105348884