(2S,3S,5Z)-2-[(1E,3Z,5Z)-dodeca-1,3,5-trienyl]-3-hydroxy-3,4,7,8-tetrahydro-2H-oxonin-9-one

Details

• Internal ID: d1346358-cabe-4761-93bc-f7b384e7de50
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (2S,3S,5Z)-2-[(1E,3Z,5Z)-dodeca-1,3,5-trienyl]-3-hydroxy-3,4,7,8-tetrahydro-2H-oxonin-9-one
• InChI: InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-13-16-19-18(21)15-12-11-14-17-20(22)23-19/h7-13,16,18-19,21H,2-6,14-15,17H2,1H3/b8-7-,10-9-,12-11-,16-13+/t18-,19-/m0/s1
• InChI Key: YHSIMUQNXIQUIR-YYTKBZHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.5630	56.30%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Plasma membrane	0.5651	56.51%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5281	52.81%
P-glycoprotein inhibitior	-	0.6188	61.88%
P-glycoprotein substrate	-	0.7831	78.31%
CYP3A4 substrate	+	0.5504	55.04%
CYP2C9 substrate	-	0.8503	85.03%
CYP2D6 substrate	-	0.8660	86.60%
CYP3A4 inhibition	-	0.8441	84.41%
CYP2C9 inhibition	-	0.9534	95.34%
CYP2C19 inhibition	-	0.8037	80.37%
CYP2D6 inhibition	-	0.9536	95.36%
CYP1A2 inhibition	-	0.7268	72.68%
CYP2C8 inhibition	-	0.7330	73.30%
CYP inhibitory promiscuity	-	0.9571	95.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9082	90.82%
Eye irritation	-	0.7653	76.53%
Skin irritation	+	0.6992	69.92%
Skin corrosion	-	0.8247	82.47%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6457	64.57%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	-	0.6889	68.89%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.5995	59.95%
Acute Oral Toxicity (c)	III	0.5334	53.34%
Estrogen receptor binding	+	0.8087	80.87%
Androgen receptor binding	-	0.5921	59.21%
Thyroid receptor binding	-	0.6112	61.12%
Glucocorticoid receptor binding	+	0.5929	59.29%
Aromatase binding	-	0.5912	59.12%
PPAR gamma	+	0.5728	57.28%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7891	78.91%
Fish aquatic toxicity	+	0.9151	91.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.86%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.55%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.31%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.21%	100.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.41%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	82.23%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.22%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.99%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.02%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	80.90%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.35%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23426090
• LOTUS: LTS0191631
• wikiData: Q105348587