[(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-oxohexadecanoate

Details

• Internal ID: 46192671-3987-4958-820d-2f0b67054b36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] 3-oxohexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)CC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C)C(=C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)CC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@@H]4[C@H]5[C@@H](CC[C@@]5(CC[C@]4([C@@]3(CC[C@H]2C1(C)C)C)C)C)C(=C)C)C
• InChI: InChI=1S/C46H78O3/c1-10-11-12-13-14-15-16-17-18-19-20-21-34(47)32-40(48)49-39-26-28-44(7)37(42(39,4)5)25-29-46(9)38(44)23-22-36-41-35(33(2)3)24-27-43(41,6)30-31-45(36,46)8/h35-39,41H,2,10-32H2,1,3-9H3/t35-,36+,37-,38+,39-,41+,43+,44-,45+,46+/m0/s1
• InChI Key: VPWZLTDWKYNSIR-VBHWJLTNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₃
• Molecular Weight: 679.10 g/mol
• Exact Mass: 678.59509635 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 16.50
• Atomic LogP (AlogP): 13.24
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 16

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	-	0.8205	82.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6653	66.53%
OATP2B1 inhibitior	-	0.5621	56.21%
OATP1B1 inhibitior	+	0.8489	84.89%
OATP1B3 inhibitior	+	0.8650	86.50%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9275	92.75%
P-glycoprotein inhibitior	+	0.7339	73.39%
P-glycoprotein substrate	+	0.5225	52.25%
CYP3A4 substrate	+	0.7348	73.48%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	-	0.7493	74.93%
CYP2C19 inhibition	+	0.5792	57.92%
CYP2D6 inhibition	-	0.9483	94.83%
CYP1A2 inhibition	-	0.8792	87.92%
CYP2C8 inhibition	+	0.6791	67.91%
CYP inhibitory promiscuity	-	0.6315	63.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5131	51.31%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8812	88.12%
Skin irritation	-	0.5269	52.69%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6916	69.16%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.8448	84.48%
skin sensitisation	-	0.6012	60.12%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6909	69.09%
Acute Oral Toxicity (c)	III	0.3970	39.70%
Estrogen receptor binding	+	0.7438	74.38%
Androgen receptor binding	+	0.7638	76.38%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	+	0.5807	58.07%
Aromatase binding	+	0.6369	63.69%
PPAR gamma	+	0.6621	66.21%
Honey bee toxicity	-	0.7161	71.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7723	77.23%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL240	Q12809	HERG	97.22%	89.76%
CHEMBL2996	Q05655	Protein kinase C delta	96.53%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.68%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	95.43%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.21%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.11%	99.17%
CHEMBL233	P35372	Mu opioid receptor	92.80%	97.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.73%	82.69%
CHEMBL4040	P28482	MAP kinase ERK2	92.12%	83.82%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.60%	97.29%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.46%	96.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.46%	92.86%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	91.12%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.80%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.71%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.86%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.47%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.82%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.45%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.36%	92.62%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.73%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.85%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.80%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.57%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.93%	96.00%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	81.21%	90.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.68%	95.36%
CHEMBL5028	O14672	ADAM10	80.60%	97.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.43%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.40%	93.03%
CHEMBL1075317	P61964	WD repeat-containing protein 5	80.33%	96.33%

Plants that contains it

• Solidago canadensis

Cross-Links

• PubChem: 68661323
• LOTUS: LTS0164008
• wikiData: Q105291073