3-[(1R,2S,3S,6E)-3-hydroxy-2-[(3E,7E)-5-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3-dimethyl-6-(1-oxopropan-2-ylidene)cyclohexyl]propyl octadecanoate

Details

• Internal ID: 8f682af7-3c66-4276-8ffd-9bd65ee23cef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
• IUPAC Name: 3-[(1R,2S,3S,6E)-3-hydroxy-2-[(3E,7E)-5-hydroxy-4,8,12-trimethyltrideca-3,7,11-trienyl]-2,3-dimethyl-6-(1-oxopropan-2-ylidene)cyclohexyl]propyl octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OCCCC1C(=C(C)C=O)CCC(C1(C)CCC=C(C)C(CC=C(C)CCC=C(C)C)O)(C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)OCCC[C@@H]1/C(=C(\C)/C=O)/CC[C@]([C@@]1(C)CC/C=C(\C)/C(C/C=C(\C)/CCC=C(C)C)O)(C)O
• InChI: InChI=1S/C48H84O5/c1-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-31-46(51)53-37-26-30-44-43(42(6)38-49)34-36-48(8,52)47(44,7)35-25-29-41(5)45(50)33-32-40(4)28-24-27-39(2)3/h27,29,32,38,44-45,50,52H,9-26,28,30-31,33-37H2,1-8H3/b40-32+,41-29+,43-42+/t44-,45?,47+,48+/m1/s1
• InChI Key: JELCKWIUSSGOOT-IAYTXOLSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₄O₅
• Molecular Weight: 741.20 g/mol
• Exact Mass: 740.63187578 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 14.80
• Atomic LogP (AlogP): 13.42
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 30

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.8188	81.88%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.9260	92.60%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9221	92.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6275	62.75%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.7564	75.64%
P-glycoprotein substrate	+	0.6297	62.97%
CYP3A4 substrate	+	0.7250	72.50%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.9049	90.49%
CYP3A4 inhibition	-	0.6458	64.58%
CYP2C9 inhibition	-	0.7743	77.43%
CYP2C19 inhibition	-	0.8980	89.80%
CYP2D6 inhibition	-	0.8752	87.52%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.6727	67.27%
CYP inhibitory promiscuity	-	0.8599	85.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6561	65.61%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.6644	66.44%
Skin corrosion	-	0.9832	98.32%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7451	74.51%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.6724	67.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7059	70.59%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6955	69.55%
Acute Oral Toxicity (c)	III	0.5663	56.63%
Estrogen receptor binding	+	0.8113	81.13%
Androgen receptor binding	+	0.6553	65.53%
Thyroid receptor binding	-	0.4908	49.08%
Glucocorticoid receptor binding	+	0.7088	70.88%
Aromatase binding	+	0.6134	61.34%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6142	61.42%
Fish aquatic toxicity	+	0.9962	99.62%

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	98.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	97.00%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.45%	98.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.05%	92.08%
CHEMBL299	P17252	Protein kinase C alpha	95.74%	98.03%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.43%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.47%	91.24%
CHEMBL4227	P25090	Lipoxin A4 receptor	92.86%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.43%	90.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.39%	97.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.29%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.19%	98.75%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	88.39%	97.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	88.27%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.00%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	87.86%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.29%	96.90%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.49%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	85.49%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.04%	95.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.38%	85.94%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	84.11%	90.24%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.68%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.48%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.95%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	82.73%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.03%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.93%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.79%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.78%	93.03%

Plants that contains it

• Iris tectorum

Cross-Links

• PubChem: 101663362
• LOTUS: LTS0195377
• wikiData: Q105126175