[4-Hydroxy-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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] tetradecanoate

Details

• Internal ID: 9de90182-09de-473e-a264-25b6583a712d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4-hydroxy-3a-(hydroxymethyl)-5a,5b,8,8,11a-pentamethyl-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] tetradecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(CCC5(C(CC4(C3(CCC2C1(C)C)C)C)O)CO)C(=C)C)C
• SMILES (Isomeric): CCCCCCCCCCCCCC(=O)OC1CCC2(C3CCC4C5C(CCC5(C(CC4(C3(CCC2C1(C)C)C)C)O)CO)C(=C)C)C
• InChI: InChI=1S/C44H76O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-38(47)48-37-25-26-41(6)34(40(37,4)5)24-27-42(7)35(41)22-21-33-39-32(31(2)3)23-28-44(39,30-45)36(46)29-43(33,42)8/h32-37,39,45-46H,2,9-30H2,1,3-8H3
• InChI Key: LYFCERYVJSDEAP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₆O₄
• Molecular Weight: 669.10 g/mol
• Exact Mass: 668.57436090 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 14.50
• Atomic LogP (AlogP): 11.22
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.8255	82.55%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6860	68.60%
OATP2B1 inhibitior	-	0.5639	56.39%
OATP1B1 inhibitior	+	0.8454	84.54%
OATP1B3 inhibitior	+	0.8031	80.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7161	71.61%
BSEP inhibitior	+	0.7098	70.98%
P-glycoprotein inhibitior	+	0.6774	67.74%
P-glycoprotein substrate	+	0.5100	51.00%
CYP3A4 substrate	+	0.7462	74.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.7657	76.57%
CYP2C9 inhibition	-	0.6439	64.39%
CYP2C19 inhibition	-	0.8684	86.84%
CYP2D6 inhibition	-	0.9237	92.37%
CYP1A2 inhibition	-	0.8889	88.89%
CYP2C8 inhibition	+	0.7185	71.85%
CYP inhibitory promiscuity	-	0.6847	68.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8897	88.97%
Skin irritation	+	0.5310	53.10%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3716	37.16%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.7084	70.84%
skin sensitisation	-	0.8592	85.92%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7850	78.50%
Acute Oral Toxicity (c)	III	0.4219	42.19%
Estrogen receptor binding	+	0.6924	69.24%
Androgen receptor binding	+	0.7785	77.85%
Thyroid receptor binding	-	0.5845	58.45%
Glucocorticoid receptor binding	-	0.4923	49.23%
Aromatase binding	+	0.6065	60.65%
PPAR gamma	+	0.6168	61.68%
Honey bee toxicity	-	0.7265	72.65%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.7099	70.99%
Fish aquatic toxicity	+	0.9968	99.68%

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	98.31%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	97.06%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	96.83%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.70%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.57%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.24%	97.29%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.96%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.52%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.28%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	93.05%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL4302	P08183	P-glycoprotein 1	92.63%	92.98%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.90%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	91.73%	92.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.52%	82.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.25%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.01%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.79%	96.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.94%	82.50%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	88.39%	87.16%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.32%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	87.07%	91.19%
CHEMBL3524	P56524	Histone deacetylase 4	86.57%	92.97%
CHEMBL233	P35372	Mu opioid receptor	86.29%	97.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.20%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.50%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.03%	94.33%
CHEMBL1871	P10275	Androgen Receptor	83.82%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.28%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.61%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.19%	96.25%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	81.82%	91.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.75%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%
CHEMBL2885	P07451	Carbonic anhydrase III	81.00%	87.45%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.82%	97.50%

Plants that contains it

• Arnica lonchophylla

Cross-Links

• PubChem: 162944157
• LOTUS: LTS0080153
• wikiData: Q105159274