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

Details

• Internal ID: 6b54f249-51bc-487e-94b2-a157b6c0260a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: [(1R,3aR,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bS)-1-acetyl-3a,5a,5b,8,8,11a-hexamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl] (3R)-3-acetyloxyhexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(CC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C)C(=O)C)C)OC(=O)C
• SMILES (Isomeric): CCCCCCCCCCCCC[C@H](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(=O)C)C)OC(=O)C
• InChI: InChI=1S/C47H80O5/c1-10-11-12-13-14-15-16-17-18-19-20-21-35(51-34(3)49)32-41(50)52-40-26-28-45(7)38(43(40,4)5)25-29-47(9)39(45)23-22-37-42-36(33(2)48)24-27-44(42,6)30-31-46(37,47)8/h35-40,42H,10-32H2,1-9H3/t35-,36+,37-,38+,39-,40+,42-,44-,45+,46-,47-/m1/s1
• InChI Key: QOUAAFGNWCICTB-RXGPGQTPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₅
• Molecular Weight: 725.10 g/mol
• Exact Mass: 724.60057565 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 15.00
• Atomic LogP (AlogP): 12.61
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8347	83.47%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9065	90.65%
P-glycoprotein inhibitior	+	0.7696	76.96%
P-glycoprotein substrate	+	0.5111	51.11%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	0.7941	79.41%
CYP2D6 substrate	-	0.8488	84.88%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.7553	75.53%
CYP2C19 inhibition	-	0.8028	80.28%
CYP2D6 inhibition	-	0.9630	96.30%
CYP1A2 inhibition	-	0.9396	93.96%
CYP2C8 inhibition	+	0.6939	69.39%
CYP inhibitory promiscuity	-	0.8853	88.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6365	63.65%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.8873	88.73%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4556	45.56%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8448	84.48%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4739	47.39%
Acute Oral Toxicity (c)	III	0.6350	63.50%
Estrogen receptor binding	+	0.7335	73.35%
Androgen receptor binding	+	0.7653	76.53%
Thyroid receptor binding	-	0.5384	53.84%
Glucocorticoid receptor binding	+	0.6179	61.79%
Aromatase binding	+	0.6170	61.70%
PPAR gamma	+	0.6483	64.83%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7782	77.82%
Fish aquatic toxicity	+	0.9971	99.71%

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	97.52%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.62%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	95.18%	92.86%
CHEMBL2996	Q05655	Protein kinase C delta	94.86%	97.79%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.77%	97.29%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.21%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.38%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	93.18%	98.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.45%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	91.43%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.21%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.79%	100.00%
CHEMBL233	P35372	Mu opioid receptor	89.28%	97.93%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.73%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.34%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.74%	93.56%
CHEMBL236	P41143	Delta opioid receptor	87.72%	99.35%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.60%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.77%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.34%	91.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.00%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	84.77%	94.75%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.75%	95.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.46%	97.50%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	84.34%	96.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	83.84%	92.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.74%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.24%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.35%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.26%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.09%	93.00%
CHEMBL202	P00374	Dihydrofolate reductase	82.06%	89.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.70%	96.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.48%	95.17%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.36%	96.25%

Plants that contains it

• Solidago canadensis

Cross-Links

• PubChem: 68661906
• LOTUS: LTS0268366
• wikiData: Q105225129