3-[(1R,2S,3S,6Z)-3-hydroxy-2,3-dimethyl-6-(1-oxopropan-2-ylidene)-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexyl]propyl decanoate

Details

• Internal ID: 25816a1c-d4a3-4505-b793-53ada69bab90
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: 3-[(1R,2S,3S,6Z)-3-hydroxy-2,3-dimethyl-6-(1-oxopropan-2-ylidene)-2-[(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienyl]cyclohexyl]propyl decanoate
• SMILES (Canonical): CCCCCCCCCC(=O)OCCCC1C(=C(C)C=O)CCC(C1(C)CCC=C(C)CCC=C(C)CCC=C(C)C)(C)O
• SMILES (Isomeric): CCCCCCCCCC(=O)OCCC[C@@H]1/C(=C(/C)\C=O)/CC[C@]([C@@]1(C)CC/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)(C)O
• InChI: InChI=1S/C40H68O4/c1-9-10-11-12-13-14-15-26-38(42)44-30-19-25-37-36(35(6)31-41)27-29-40(8,43)39(37,7)28-18-24-34(5)23-17-22-33(4)21-16-20-32(2)3/h20,22,24,31,37,43H,9-19,21,23,25-30H2,1-8H3/b33-22+,34-24+,36-35-/t37-,39+,40+/m1/s1
• InChI Key: IXRANGUGSVRSRI-MVNXMOOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₈O₄
• Molecular Weight: 613.00 g/mol
• Exact Mass: 612.51176065 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 11.60
• Atomic LogP (AlogP): 11.33
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	-	0.7412	74.12%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.9230	92.30%
OATP2B1 inhibitior	+	0.5673	56.73%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5891	58.91%
BSEP inhibitior	+	0.9921	99.21%
P-glycoprotein inhibitior	+	0.7724	77.24%
P-glycoprotein substrate	+	0.5345	53.45%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9125	91.25%
CYP3A4 inhibition	-	0.6633	66.33%
CYP2C9 inhibition	-	0.7267	72.67%
CYP2C19 inhibition	-	0.8740	87.40%
CYP2D6 inhibition	-	0.8796	87.96%
CYP1A2 inhibition	-	0.8996	89.96%
CYP2C8 inhibition	+	0.6230	62.30%
CYP inhibitory promiscuity	-	0.8666	86.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6351	63.51%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.6153	61.53%
Skin corrosion	-	0.9831	98.31%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8414	84.14%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6531	65.31%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5682	56.82%
Acute Oral Toxicity (c)	III	0.6302	63.02%
Estrogen receptor binding	+	0.7513	75.13%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.5208	52.08%
Glucocorticoid receptor binding	+	0.7274	72.74%
Aromatase binding	+	0.6385	63.85%
PPAR gamma	+	0.5902	59.02%
Honey bee toxicity	-	0.8376	83.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7442	74.42%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	99.32%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.14%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.12%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.03%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	94.64%	92.86%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	93.22%	98.03%
CHEMBL221	P23219	Cyclooxygenase-1	91.65%	90.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.52%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.99%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.42%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	87.88%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.64%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	87.24%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.11%	96.90%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.15%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.84%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.34%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.23%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.14%	92.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.80%	97.09%
CHEMBL202	P00374	Dihydrofolate reductase	82.64%	89.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.39%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.47%	95.17%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.37%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.36%	82.69%

Plants that contains it

• Iris pseudacorus

Cross-Links

• PubChem: 162915953
• LOTUS: LTS0174881
• wikiData: Q105122433