[(2S,4S,8E,10E,12E,14E,16E,18E,20E,22E,24E,29S)-2-hydroxy-6,6,10,14,19,23,27,27-octamethyl-7,26,31-trioxo-29-tetradecanoyloxydotriaconta-8,10,12,14,16,18,20,22,24-nonaen-4-yl] tetradecanoate

Details

• Internal ID: 86d99159-0e45-4aff-b1a9-ea3fe6b1ecf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,4S,8E,10E,12E,14E,16E,18E,20E,22E,24E,29S)-2-hydroxy-6,6,10,14,19,23,27,27-octamethyl-7,26,31-trioxo-29-tetradecanoyloxydotriaconta-8,10,12,14,16,18,20,22,24-nonaen-4-yl] tetradecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)OC(CC(C)O)CC(C)(C)C(=O)C=CC(=CC=CC(=CC=CC=C(C)C=CC=C(C)C=CC(=O)C(C)(C)CC(CC(=O)C)OC(=O)CCCCCCCCCCCCC)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)O[C@H](C[C@H](C)O)CC(C)(C)C(=O)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)C(C)(C)C[C@@H](CC(=O)C)OC(=O)CCCCCCCCCCCCC)/C)/C
• InChI: InChI=1S/C68H110O8/c1-13-15-17-19-21-23-25-27-29-31-33-45-65(73)75-61(51-59(7)69)53-67(9,10)63(71)49-47-57(5)43-37-41-55(3)39-35-36-40-56(4)42-38-44-58(6)48-50-64(72)68(11,12)54-62(52-60(8)70)76-66(74)46-34-32-30-28-26-24-22-20-18-16-14-2/h35-44,47-50,59,61-62,69H,13-34,45-46,51-54H2,1-12H3/b36-35+,41-37+,42-38+,49-47+,50-48+,55-39+,56-40+,57-43+,58-44+/t59-,61+,62+/m0/s1
• InChI Key: IOBASECSZGCHLO-PRUSYKMFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₈H₁₁₀O₈
• Molecular Weight: 1055.60 g/mol
• Exact Mass: 1054.82007046 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 22.10
• Atomic LogP (AlogP): 18.50
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 46

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	-	0.8468	84.68%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.7717	77.17%
P-glycoprotein substrate	+	0.5677	56.77%
CYP3A4 substrate	+	0.6353	63.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8905	89.05%
CYP3A4 inhibition	-	0.7146	71.46%
CYP2C9 inhibition	-	0.7884	78.84%
CYP2C19 inhibition	-	0.7756	77.56%
CYP2D6 inhibition	-	0.9275	92.75%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	+	0.4604	46.04%
CYP inhibitory promiscuity	-	0.8444	84.44%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6715	67.15%
Carcinogenicity (trinary)	Non-required	0.6592	65.92%
Eye corrosion	-	0.9018	90.18%
Eye irritation	-	0.9017	90.17%
Skin irritation	+	0.5750	57.50%
Skin corrosion	-	0.9754	97.54%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8205	82.05%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.5950	59.50%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.7192	71.92%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	+	0.5827	58.27%
Acute Oral Toxicity (c)	III	0.5390	53.90%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	+	0.7102	71.02%
Thyroid receptor binding	+	0.6359	63.59%
Glucocorticoid receptor binding	+	0.7634	76.34%
Aromatase binding	+	0.5396	53.96%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6418	64.18%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.91%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.65%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	96.08%	97.29%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.14%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	93.76%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.56%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.05%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.40%	96.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	90.10%	85.94%
CHEMBL2885	P07451	Carbonic anhydrase III	89.74%	87.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.52%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	89.41%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.35%	92.86%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.07%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.45%	96.47%
CHEMBL299	P17252	Protein kinase C alpha	86.24%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.57%	100.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	85.19%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.07%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.20%	89.34%
CHEMBL5255	O00206	Toll-like receptor 4	84.10%	92.50%
CHEMBL1907	P15144	Aminopeptidase N	84.09%	93.31%
CHEMBL3401	O75469	Pregnane X receptor	83.87%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	83.54%	97.79%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.49%	82.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.52%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.89%	94.45%
CHEMBL4015	P41597	C-C chemokine receptor type 2	80.59%	98.57%

Plants that contains it

• Pittosporum tobira

Cross-Links

• PubChem: 162966750
• LOTUS: LTS0136508
• wikiData: Q105116557