[(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] 3-oxohexadecanoate

Details

• Internal ID: b15d0852-d529-4d6c-a6d4-1de6307eb479
• 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] 3-oxohexadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCC(=O)CC(=O)OC1CCC2(C3CCC4C5C(CCC5(CCC4(C3(CCC2C1(C)C)C)C)C)C(=O)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(=O)C)C
• InChI: InChI=1S/C45H76O4/c1-9-10-11-12-13-14-15-16-17-18-19-20-33(47)31-39(48)49-38-25-27-43(6)36(41(38,3)4)24-28-45(8)37(43)22-21-35-40-34(32(2)46)23-26-42(40,5)29-30-44(35,45)7/h34-38,40H,9-31H2,1-8H3/t34-,35+,36-,37+,38-,40+,42+,43-,44+,45+/m0/s1
• InChI Key: VLLIRBTWMGPOAA-AAYCFXMQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₆O₄
• Molecular Weight: 681.10 g/mol
• Exact Mass: 680.57436090 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 14.50
• Atomic LogP (AlogP): 12.25
• H-Bond Acceptor: 4
• 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	+	0.9954	99.54%
Caco-2	-	0.8164	81.64%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	0.5615	56.15%
OATP1B1 inhibitior	+	0.8459	84.59%
OATP1B3 inhibitior	+	0.9743	97.43%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9147	91.47%
P-glycoprotein inhibitior	+	0.7370	73.70%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.5957	59.57%
CYP2D6 substrate	-	0.8517	85.17%
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	+	0.6782	67.82%
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	-	0.8778	87.78%
Skin irritation	-	0.6453	64.53%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4057	40.57%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8323	83.23%
skin sensitisation	-	0.8308	83.08%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7172	71.72%
Acute Oral Toxicity (c)	III	0.6350	63.50%
Estrogen receptor binding	+	0.7427	74.27%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	+	0.6036	60.36%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.6464	64.64%
Honey bee toxicity	-	0.7424	74.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.8223	82.23%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.38%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	96.37%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.13%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.11%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.57%	96.38%
CHEMBL240	Q12809	HERG	92.39%	89.76%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.95%	97.29%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.82%	82.69%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.94%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.65%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	90.49%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.25%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.99%	92.50%
CHEMBL233	P35372	Mu opioid receptor	89.77%	97.93%
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%
CHEMBL340	P08684	Cytochrome P450 3A4	87.03%	91.19%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.73%	97.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.05%	95.17%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	84.01%	91.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.23%	91.24%
CHEMBL4302	P08183	P-glycoprotein 1	82.96%	92.98%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.90%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.84%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.69%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.14%	90.17%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	80.96%	90.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.78%	95.36%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.41%	96.25%
CHEMBL5028	O14672	ADAM10	80.27%	97.50%

Plants that contains it

• Solidago canadensis

Cross-Links

• PubChem: 162894741
• LOTUS: LTS0033713
• wikiData: Q105288484