[(1R,3aR,5aS,5bR,9S,11aR,13aR)-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] 3-hydroxyoctadecanoate

Details

• Internal ID: 594e0867-700e-44e7-91e5-05bc14ac07ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3aR,5aS,5bR,9S,11aR,13aR)-3a,5a,5b,8,8,11a,13a-heptamethyl-1-prop-1-en-2-yl-2,3,4,5,6,7,7a,9,10,11,11b,12,13,13b-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl] 3-hydroxyoctadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCC(CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC4(C3(CCC5(C4C(CC5)C(=C)C)C)C)C)C)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCC(CC(=O)O[C@H]1CC[C@@]2(C3CC[C@@]4(C5[C@@H](CC[C@@]5(CC[C@]4([C@@]3(CCC2C1(C)C)C)C)C)C(=C)C)C)C)O
• InChI: InChI=1S/C49H86O3/c1-11-12-13-14-15-16-17-18-19-20-21-22-23-24-37(50)35-42(51)52-41-28-30-46(7)39(44(41,4)5)26-31-47(8)40(46)27-32-48(9)43-38(36(2)3)25-29-45(43,6)33-34-49(47,48)10/h37-41,43,50H,2,11-35H2,1,3-10H3/t37?,38-,39?,40?,41-,43?,45+,46-,47+,48+,49-/m0/s1
• InChI Key: MRFPQFVZJYNWQG-NNDIVSOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₆O₃
• Molecular Weight: 723.20 g/mol
• Exact Mass: 722.65769660 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 17.90
• Atomic LogP (AlogP): 14.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 18

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	-	0.8290	82.90%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6835	68.35%
OATP2B1 inhibitior	-	0.5654	56.54%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8363	83.63%
P-glycoprotein inhibitior	+	0.7308	73.08%
P-glycoprotein substrate	+	0.5417	54.17%
CYP3A4 substrate	+	0.7298	72.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.7125	71.25%
CYP2C9 inhibition	-	0.6697	66.97%
CYP2C19 inhibition	-	0.5802	58.02%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8920	89.20%
CYP2C8 inhibition	+	0.5630	56.30%
CYP inhibitory promiscuity	-	0.7076	70.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5679	56.79%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.8856	88.56%
Skin irritation	+	0.6126	61.26%
Skin corrosion	-	0.9506	95.06%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6689	66.89%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8033	80.33%
skin sensitisation	-	0.6552	65.52%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5160	51.60%
Acute Oral Toxicity (c)	I	0.5579	55.79%
Estrogen receptor binding	+	0.7392	73.92%
Androgen receptor binding	+	0.7753	77.53%
Thyroid receptor binding	-	0.5563	55.63%
Glucocorticoid receptor binding	+	0.5712	57.12%
Aromatase binding	+	0.5976	59.76%
PPAR gamma	+	0.6503	65.03%
Honey bee toxicity	-	0.7454	74.54%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5939	59.39%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.81%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.57%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	97.54%	98.03%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.94%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	95.49%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.89%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	94.06%	97.79%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.81%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.59%	96.38%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.70%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.60%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	91.25%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL233	P35372	Mu opioid receptor	89.14%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	88.95%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.90%	82.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.41%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.26%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.34%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.98%	95.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.59%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.52%	94.33%
CHEMBL3524	P56524	Histone deacetylase 4	85.09%	92.97%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.77%	92.62%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.49%	91.81%
CHEMBL202	P00374	Dihydrofolate reductase	83.55%	89.92%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.91%	93.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.74%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.51%	96.47%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.24%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.27%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.25%	95.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.24%	91.24%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.60%	92.88%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.54%	90.08%

Plants that contains it

• Periploca laevigata

Cross-Links

• PubChem: 162817539
• LOTUS: LTS0243696
• wikiData: Q105170529