Tetradecanoic acid, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta(a)cyclopropa(e)cyclodecen-6-yl ester

Details

• Internal ID: da05bc23-edd0-4f2c-9a9e-ce3dcb2d2b10
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Tigliane and ingenane diterpenoids
• IUPAC Name: [5,6-dihydroxy-7-(hydroxymethyl)-3,11,11,14-tetramethyl-15-oxo-4-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl] tetradecanoate
• InChI: InChI=1S/C34H54O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-27(36)40-31-22(2)20-33-23(3)18-26-28(32(26,4)5)25(30(33)38)19-24(21-35)29(37)34(31,33)39/h19-20,23,25-26,28-29,31,35,37,39H,6-18,21H2,1-5H3
• InChI Key: KONRSXDGNUZJIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₆
• Molecular Weight: 558.80 g/mol
• Exact Mass: 558.39203944 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

• Tetradecanoic acid, 1a,2,5,5a,6,9,10,10a-octahydro-5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1H-2,8a-methanocyclopenta(a)cyclopropa(e)cyclodecen-6-yl ester
• SCHEMBL29893615
• DTXSID701003090
• 5,5a-dihydroxy-4-(hydroxymethyl)-1,1,7,9-tetramethyl-11-oxo-1a,2,5,5a,6,9,10,10a-octahydro-1H-2,8a-methanocyclopenta[a]cyclopropa[e][10]annulen-6-yl tetradecanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9510	95.10%
Caco-2	-	0.7674	76.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7981	79.81%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.8985	89.85%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.8289	82.89%
P-glycoprotein inhibitior	+	0.7049	70.49%
P-glycoprotein substrate	+	0.8717	87.17%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.6957	69.57%
CYP2C9 inhibition	+	0.8075	80.75%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9166	91.66%
CYP1A2 inhibition	-	0.7418	74.18%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8678	86.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6955	69.55%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.6056	60.56%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5130	51.30%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5406	54.06%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6966	69.66%
Acute Oral Toxicity (c)	III	0.4755	47.55%
Estrogen receptor binding	+	0.6834	68.34%
Androgen receptor binding	+	0.7292	72.92%
Thyroid receptor binding	-	0.6390	63.90%
Glucocorticoid receptor binding	+	0.6096	60.96%
Aromatase binding	+	0.6128	61.28%
PPAR gamma	-	0.5113	51.13%
Honey bee toxicity	-	0.7543	75.43%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7394	73.94%
Fish aquatic toxicity	+	0.9898	98.98%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2996	Q05655	Protein kinase C delta	4.7 nM; 5.3 nM	EC50; EC50	via Super-PRED; via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.83%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	98.15%	89.63%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	93.81%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	92.91%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.27%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.19%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	91.09%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.24%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.27%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.20%	95.56%
CHEMBL3045	P05771	Protein kinase C beta	87.47%	97.63%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.21%	92.86%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.16%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.86%	97.25%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.11%	85.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.99%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.97%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.94%	99.23%
CHEMBL1871	P10275	Androgen Receptor	82.42%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.93%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.33%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.65%	91.24%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.32%	93.03%

Plants that contains it

• Euphorbia oxyphylla

Cross-Links

• PubChem: 134143
• LOTUS: LTS0002006
• wikiData: Q82997504