4-O-[[(4aS,7R,8S,8aR)-4,7,8-trimethyl-8-[(E)-3-methyl-5-tetracosanoyloxypent-3-enyl]-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methyl] 1-O-methyl butanedioate

Details

• Internal ID: 83df5b75-ce15-46c9-9afd-a46d772f5f57
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters > Wax esters > Wax monoesters
• IUPAC Name: 4-O-[[(4aS,7R,8S,8aR)-4,7,8-trimethyl-8-[(E)-3-methyl-5-tetracosanoyloxypent-3-enyl]-1,2,5,6,7,8a-hexahydronaphthalen-4a-yl]methyl] 1-O-methyl butanedioate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCC=C(C)CCC1(C(CCC2(C1CCC=C2C)COC(=O)CCC(=O)OC)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCCC(=O)OC/C=C(\C)/CC[C@]1([C@@H](CC[C@@]2([C@@H]1CCC=C2C)COC(=O)CCC(=O)OC)C)C
• InChI: InChI=1S/C49H86O6/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-31-46(51)54-39-36-41(2)34-37-48(5)42(3)35-38-49(43(4)29-28-30-44(48)49)40-55-47(52)33-32-45(50)53-6/h29,36,42,44H,7-28,30-35,37-40H2,1-6H3/b41-36+/t42-,44-,48+,49-/m1/s1
• InChI Key: SZGXXOFEFXBIPU-PAIKEENZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₆O₆
• Molecular Weight: 771.20 g/mol
• Exact Mass: 770.64244046 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 17.10
• Atomic LogP (AlogP): 14.13
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	-	0.8084	80.84%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7121	71.21%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.8502	85.02%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9881	98.81%
P-glycoprotein inhibitior	+	0.7576	75.76%
P-glycoprotein substrate	+	0.5247	52.47%
CYP3A4 substrate	+	0.6930	69.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7133	71.33%
CYP2C9 inhibition	-	0.8561	85.61%
CYP2C19 inhibition	-	0.6962	69.62%
CYP2D6 inhibition	-	0.9026	90.26%
CYP1A2 inhibition	-	0.8646	86.46%
CYP2C8 inhibition	+	0.7039	70.39%
CYP inhibitory promiscuity	-	0.5226	52.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8120	81.20%
Carcinogenicity (trinary)	Non-required	0.5653	56.53%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8774	87.74%
Skin irritation	-	0.8032	80.32%
Skin corrosion	-	0.9850	98.50%
Ames mutagenesis	-	0.8128	81.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7316	73.16%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5584	55.84%
skin sensitisation	-	0.8336	83.36%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6503	65.03%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7043	70.43%
Acute Oral Toxicity (c)	IV	0.5088	50.88%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	+	0.6241	62.41%
Thyroid receptor binding	-	0.5519	55.19%
Glucocorticoid receptor binding	+	0.6734	67.34%
Aromatase binding	+	0.5917	59.17%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.8525	85.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.8342	83.42%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.61%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.50%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	93.18%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	92.92%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.82%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	90.43%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.06%	95.50%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL321	P14780	Matrix metalloproteinase 9	87.61%	92.12%
CHEMBL5028	O14672	ADAM10	86.91%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.76%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.29%	91.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.04%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.75%	91.19%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.26%	85.30%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.04%	92.86%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.85%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.68%	86.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.25%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.96%	82.69%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	81.27%	95.52%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.74%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.64%	93.00%
CHEMBL4072	P07858	Cathepsin B	80.60%	93.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.22%	95.56%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.08%	96.00%

Plants that contains it

• Chrysothamnus stylosus

Cross-Links

• PubChem: 14020105
• LOTUS: LTS0007996
• wikiData: Q105264109