Behenyl-coenzyme A

Details

• Internal ID: ba3afd14-e323-4922-81c9-d85c7a57a626
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > Acyl CoAs > Very long-chain fatty acyl CoAs
• IUPAC Name: S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] docosanethioate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)C(C(C)(C)COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCC(=O)SCCNC(=O)CCNC(=O)[C@@H](C(C)(C)COP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)O
• InChI: InChI=1S/C43H78N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-34(52)71-27-26-45-33(51)24-25-46-41(55)38(54)43(2,3)29-64-70(61,62)67-69(59,60)63-28-32-37(66-68(56,57)58)36(53)42(65-32)50-31-49-35-39(44)47-30-48-40(35)50/h30-32,36-38,42,53-54H,4-29H2,1-3H3,(H,45,51)(H,46,55)(H,59,60)(H,61,62)(H2,44,47,48)(H2,56,57,58)/t32-,36-,37-,38+,42-/m1/s1
• InChI Key: NDDZLVOCGALPLR-GNSUAQHMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₈N₇O₁₇P₃S
• Molecular Weight: 1090.10 g/mol
• Exact Mass: 1089.43877621 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 39

Synonyms

• Behenoyl-CoA
• Behenyl-coa
• behenyl CoA
• Docosanoyl-CoA
• behenoyl-Coenzyme A
• docosanoyl-coenzyme A
• 24330-89-0
• Coenzyme A, behenyl-
• CHEBI:65088
• DTXSID60179069
• 3'-phosphoadenosine 5'-{3-[(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-{[3-({2-[(docosanoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}butyl] dihydrogen diphosphate}
• S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] docosanethioate
• 3'-phosphoadenosine 5'-(3-((3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-((3-((2-((docosanoyl)sulfanyl)ethyl)amino)-3-oxopropyl)amino)butyl) dihydrogen diphosphate)
• S-(2-(3-(((2R)-4-((((2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl)methoxy-hydroxyphosphoryl)oxy-hydroxyphosphoryl)oxy-2-hydroxy-3,3-dimethylbutanoyl)amino)propanoylamino)ethyl) docosanethioate
• RefChem:920561
• DTXCID40101560
• S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-oxidanyl-3-phosphonooxy-oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,3-dimethyl-2-oxidanyl-butanoyl]amino]propanoylamino]ethyl] docosanethioate
• Coenzyme A, S-docosanoate
• Behenoyl-CoA; Docosanoyl-CoA
• SCHEMBL188385
• SCHEMBL29652059
• LMFA07050289
• Behenyl-CoA; (Acyl-CoA); [M+H]+;
• Q27133642
• FFI
• S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5,10,14-tetraoxo-2,4,6-trioxa-11,15-diaza-3lambda~5~,5lambda~5~-diphosphaheptadecan-17-yl} docosanethioate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8877	88.77%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Lysosomes	0.3901	39.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8349	83.49%
BSEP inhibitior	+	0.8841	88.41%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	+	0.8019	80.19%
CYP3A4 substrate	+	0.7123	71.23%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8591	85.91%
CYP3A4 inhibition	-	0.6679	66.79%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.7340	73.40%
CYP2D6 inhibition	-	0.8244	82.44%
CYP1A2 inhibition	-	0.7998	79.98%
CYP2C8 inhibition	+	0.7623	76.23%
CYP inhibitory promiscuity	-	0.9108	91.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5519	55.19%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.7583	75.83%
Skin corrosion	-	0.9154	91.54%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4363	43.63%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5371	53.71%
skin sensitisation	-	0.8365	83.65%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7567	75.67%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.7576	75.76%
Androgen receptor binding	+	0.6762	67.62%
Thyroid receptor binding	+	0.6100	61.00%
Glucocorticoid receptor binding	+	0.6740	67.40%
Aromatase binding	+	0.6805	68.05%
PPAR gamma	+	0.7277	72.77%
Honey bee toxicity	-	0.7143	71.43%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6089	60.89%
Fish aquatic toxicity	+	0.9459	94.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.65%	99.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	98.42%	80.33%
CHEMBL2581	P07339	Cathepsin D	98.22%	98.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.06%	97.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.99%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.50%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	95.02%	94.73%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.62%	85.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.60%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.51%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.30%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.23%	96.90%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.17%	95.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.12%	92.29%
CHEMBL3891	P07384	Calpain 1	87.51%	93.04%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.68%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.46%	93.10%
CHEMBL5255	O00206	Toll-like receptor 4	85.88%	92.50%
CHEMBL1914	P06276	Butyrylcholinesterase	85.21%	95.00%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	84.27%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.26%	82.50%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	83.35%	94.01%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.86%	90.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.78%	98.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.77%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.93%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.29%	93.56%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	80.26%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 168166
• LOTUS: LTS0160133
• wikiData: Q27133642