[4-Acetyloxy-1-(3-hydroxy-2',10,13-trimethylspiro[1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl)-2,3,4-trimethylpentyl] acetate

Details

• Internal ID: 55f5fea3-7422-40e6-9d9a-6f8401762b96
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [4-acetyloxy-1-(3-hydroxy-2',10,13-trimethylspiro[1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl)-2,3,4-trimethylpentyl] acetate
• SMILES (Canonical): CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)CCC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)C)OC(=O)C
• SMILES (Isomeric): CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)CCC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)C)OC(=O)C
• InChI: InChI=1S/C33H54O6/c1-19(20(2)29(5,6)38-22(4)35)28(37-21(3)34)32(9)33(39-32)17-14-27-25-11-10-23-18-24(36)12-15-30(23,7)26(25)13-16-31(27,33)8/h19-20,23-28,36H,10-18H2,1-9H3
• InChI Key: LEHQJKZLLXDHKP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₆
• Molecular Weight: 546.80 g/mol
• Exact Mass: 546.39203944 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	-	0.7456	74.56%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.7704	77.04%
OATP1B3 inhibitior	+	0.8437	84.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.8012	80.12%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	-	0.5208	52.08%
CYP3A4 substrate	+	0.7522	75.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.6895	68.95%
CYP2C9 inhibition	-	0.6435	64.35%
CYP2C19 inhibition	-	0.5977	59.77%
CYP2D6 inhibition	-	0.9577	95.77%
CYP1A2 inhibition	-	0.6616	66.16%
CYP2C8 inhibition	+	0.5448	54.48%
CYP inhibitory promiscuity	-	0.9783	97.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6644	66.44%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9163	91.63%
Skin irritation	-	0.5675	56.75%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	-	0.5724	57.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6498	64.98%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5838	58.38%
skin sensitisation	-	0.8267	82.67%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5737	57.37%
Acute Oral Toxicity (c)	III	0.4544	45.44%
Estrogen receptor binding	+	0.7493	74.93%
Androgen receptor binding	+	0.7885	78.85%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.7051	70.51%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.6171	61.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9602	96.02%

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	98.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.40%	96.09%
CHEMBL204	P00734	Thrombin	95.67%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.70%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	91.77%	85.31%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.17%	89.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.84%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.88%	96.77%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.44%	95.69%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.33%	95.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.27%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.33%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.42%	95.89%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.22%	96.95%
CHEMBL1914	P06276	Butyrylcholinesterase	85.10%	95.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.04%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.72%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.33%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.27%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.09%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.87%	92.88%
CHEMBL299	P17252	Protein kinase C alpha	83.43%	98.03%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.83%	82.50%
CHEMBL3837	P07711	Cathepsin L	82.68%	96.61%
CHEMBL5028	O14672	ADAM10	82.28%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.13%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.72%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.55%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.44%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.34%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%
CHEMBL2581	P07339	Cathepsin D	80.42%	98.95%
CHEMBL1871	P10275	Androgen Receptor	80.29%	96.43%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.25%	99.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.16%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85117076
• LOTUS: LTS0221510
• wikiData: Q105150584