(10Z,13Z,16S)-16-[(1S)-1-hydroxypropyl]-1-oxacyclohexadeca-10,13-dien-2-one

Details

• Internal ID: dbd84649-70b2-4ac2-8983-8c31a811149b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (10Z,13Z,16S)-16-[(1S)-1-hydroxypropyl]-1-oxacyclohexadeca-10,13-dien-2-one
• SMILES (Canonical): CCC(C1CC=CCC=CCCCCCCCC(=O)O1)O
• SMILES (Isomeric): CC[C@@H]([C@@H]1C/C=C\C/C=C\CCCCCCCC(=O)O1)O
• InChI: InChI=1S/C18H30O3/c1-2-16(19)17-14-12-10-8-6-4-3-5-7-9-11-13-15-18(20)21-17/h4,6,10,12,16-17,19H,2-3,5,7-9,11,13-15H2,1H3/b6-4-,12-10-/t16-,17-/m0/s1
• InChI Key: JEWULUYLEVWRFY-RKMSSTJHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₃₀O₃
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.7515	75.15%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5820	58.20%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.8898	88.98%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.5868	58.68%
P-glycoprotein inhibitior	-	0.8074	80.74%
P-glycoprotein substrate	-	0.8876	88.76%
CYP3A4 substrate	-	0.5479	54.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8541	85.41%
CYP3A4 inhibition	-	0.9380	93.80%
CYP2C9 inhibition	-	0.9440	94.40%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.9650	96.50%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	-	0.9321	93.21%
CYP inhibitory promiscuity	-	0.9676	96.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8715	87.15%
Carcinogenicity (trinary)	Non-required	0.6488	64.88%
Eye corrosion	-	0.6995	69.95%
Eye irritation	-	0.9023	90.23%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8327	83.27%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7186	71.86%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5604	56.04%
skin sensitisation	-	0.5587	55.87%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6165	61.65%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8349	83.49%
Acute Oral Toxicity (c)	III	0.5869	58.69%
Estrogen receptor binding	+	0.6931	69.31%
Androgen receptor binding	-	0.8161	81.61%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4901	49.01%
Aromatase binding	-	0.7411	74.11%
PPAR gamma	+	0.6082	60.82%
Honey bee toxicity	-	0.9396	93.96%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4603	46.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.02%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.31%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.16%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.46%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.08%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.68%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.01%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.77%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.40%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	80.47%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10708956
• LOTUS: LTS0248393
• wikiData: Q105126481