cis-geranoyl-CoA

Details

• Internal ID: 0837c139-2c70-430f-b8de-ef146f68b0ff
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > 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] (2E)-3,7-dimethylocta-2,6-dienethioate
• SMILES (Canonical): CC(=CCCC(=CC(=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)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/C(=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)/C)C
• InChI: InChI=1S/C31H50N7O17P3S/c1-18(2)7-6-8-19(3)13-22(40)59-12-11-33-21(39)9-10-34-29(43)26(42)31(4,5)15-52-58(49,50)55-57(47,48)51-14-20-25(54-56(44,45)46)24(41)30(53-20)38-17-37-23-27(32)35-16-36-28(23)38/h7,13,16-17,20,24-26,30,41-42H,6,8-12,14-15H2,1-5H3,(H,33,39)(H,34,43)(H,47,48)(H,49,50)(H2,32,35,36)(H2,44,45,46)/b19-13+/t20-,24-,25-,26+,30-/m1/s1
• InChI Key: FWLPCGPDGSQPGT-WJGFBNMQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀N₇O₁₇P₃S
• Molecular Weight: 917.80 g/mol
• Exact Mass: 917.21967532 g/mol
• Topological Polar Surface Area (TPSA): 389.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 23

Synonyms

• Z-geranoyl-CoA
• Geranoyl-CoA
• cis-Geranyl-CoA
• trans-Geranyl-CoA
• 3'-phosphoadenosine 5'-{3-[(3R)-4-{[3-({2-[((2Z)-3,7-dimethylocta-2,5-dienoyl)sulfanyl]ethyl}amino)-3-oxopropyl]amino}-3-hydroxy-2,2-dimethyl-4-oxobutyl] dihydrogen diphosphate}
• CHEBI:15523
• Q27098078
• 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] (2E)-3,7-dimethylocta-2,6-dienethioate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8852	88.52%
Caco-2	-	0.8574	85.74%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3678	36.78%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8624	86.24%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9254	92.54%
OCT2 inhibitior	-	0.8561	85.61%
BSEP inhibitior	+	0.8578	85.78%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.7912	79.12%
CYP3A4 substrate	+	0.7184	71.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8693	86.93%
CYP3A4 inhibition	-	0.7793	77.93%
CYP2C9 inhibition	-	0.7713	77.13%
CYP2C19 inhibition	-	0.7331	73.31%
CYP2D6 inhibition	-	0.8571	85.71%
CYP1A2 inhibition	-	0.7823	78.23%
CYP2C8 inhibition	+	0.7625	76.25%
CYP inhibitory promiscuity	-	0.8955	89.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5122	51.22%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3880	38.80%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.5244	52.44%
skin sensitisation	-	0.8296	82.96%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.5599	55.99%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.7049	70.49%
Thyroid receptor binding	+	0.6073	60.73%
Glucocorticoid receptor binding	+	0.6764	67.64%
Aromatase binding	+	0.6591	65.91%
PPAR gamma	+	0.7583	75.83%
Honey bee toxicity	-	0.6270	62.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	99.09%	96.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	98.64%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.61%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	96.32%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.24%	93.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.13%	99.23%
CHEMBL1914	P06276	Butyrylcholinesterase	96.02%	95.00%
CHEMBL2581	P07339	Cathepsin D	95.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	94.26%	80.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.83%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.15%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.99%	96.90%
CHEMBL1881	P43116	Prostanoid EP2 receptor	86.69%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.05%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.45%	97.29%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.33%	94.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.94%	100.00%
CHEMBL3891	P07384	Calpain 1	82.59%	93.04%
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	81.37%	93.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.14%	91.03%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	81.00%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.66%	92.29%

Plants that contains it

• Aniba ferrea
• Casimirella rupestris
• Emmotum nitens
• Licaria armeniaca
• Licaria chrysophylla
• Ocotea aciphylla
• Pterocaulon balansae
• Tovomita brasiliensis
• Vellozia candida
• Vellozia caput-ardeae
• Vellozia compacta
• Virola sebifera

Cross-Links

• PubChem: 9549332
• LOTUS: LTS0192840
• wikiData: Q27098078