Helianyl octanoate

Details

• Internal ID: bd405f6f-3167-4bbd-a568-f987c5a275f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[3a,5a,9b-trimethyl-3-(6-methylhept-5-en-2-yl)-7-propan-2-ylidene-2,3,4,5,6,8,9,9a-octahydro-1H-cyclopenta[a]naphthalen-6-yl]propyl octanoate
• SMILES (Canonical): CCCCCCCC(=O)OCCCC1C(=C(C)C)CCC2C1(CCC3(C2(CCC3C(C)CCC=C(C)C)C)C)C
• SMILES (Isomeric): CCCCCCCC(=O)OCCCC1C(=C(C)C)CCC2C1(CCC3(C2(CCC3C(C)CCC=C(C)C)C)C)C
• InChI: InChI=1S/C38H66O2/c1-10-11-12-13-14-20-35(39)40-27-16-19-33-31(29(4)5)21-22-34-36(33,7)25-26-37(8)32(23-24-38(34,37)9)30(6)18-15-17-28(2)3/h17,30,32-34H,10-16,18-27H2,1-9H3
• InChI Key: AFZHQMQGUKDWSJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₆O₂
• Molecular Weight: 554.90 g/mol
• Exact Mass: 554.50628134 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 13.30
• Atomic LogP (AlogP): 11.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6383	63.83%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4868	48.68%
OATP2B1 inhibitior	-	0.5714	57.14%
OATP1B1 inhibitior	+	0.8153	81.53%
OATP1B3 inhibitior	+	0.9023	90.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.9836	98.36%
P-glycoprotein inhibitior	+	0.7577	75.77%
P-glycoprotein substrate	+	0.5282	52.82%
CYP3A4 substrate	+	0.7006	70.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.7804	78.04%
CYP2C19 inhibition	+	0.5629	56.29%
CYP2D6 inhibition	-	0.8834	88.34%
CYP1A2 inhibition	-	0.8434	84.34%
CYP2C8 inhibition	+	0.5986	59.86%
CYP inhibitory promiscuity	+	0.6909	69.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Warning	0.4850	48.50%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.8739	87.39%
Skin irritation	-	0.7260	72.60%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6573	65.73%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.4909	49.09%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6392	63.92%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7693	76.93%
Acute Oral Toxicity (c)	III	0.6522	65.22%
Estrogen receptor binding	+	0.7510	75.10%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7291	72.91%
Aromatase binding	+	0.7045	70.45%
PPAR gamma	-	0.5094	50.94%
Honey bee toxicity	-	0.8139	81.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6542	65.42%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.82%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.78%	95.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.97%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	94.90%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.26%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	93.69%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	92.62%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.35%	97.29%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	92.14%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.97%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	91.88%	100.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	91.50%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.94%	82.69%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.84%	90.24%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	90.76%	97.50%
CHEMBL299	P17252	Protein kinase C alpha	89.92%	98.03%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.79%	94.62%
CHEMBL2996	Q05655	Protein kinase C delta	89.49%	97.79%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	89.08%	91.81%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.96%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	88.75%	91.19%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.59%	91.24%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.21%	92.08%
CHEMBL5255	O00206	Toll-like receptor 4	87.22%	92.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.43%	94.08%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.02%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.87%	92.62%
CHEMBL202	P00374	Dihydrofolate reductase	85.61%	89.92%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.50%	96.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.44%	96.90%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL2885	P07451	Carbonic anhydrase III	84.72%	87.45%
CHEMBL1914	P06276	Butyrylcholinesterase	83.91%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.59%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.50%	98.75%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.30%	96.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.24%	98.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.02%	95.71%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 131752338
• LOTUS: LTS0149302
• wikiData: Q104911653