[4-Acetyloxy-1-(3,16-dihydroxy-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: ccacad0f-9871-4fff-856d-af2128f42072
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [4-acetyloxy-1-(3,16-dihydroxy-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)C(CC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)O)C)OC(=O)C
• SMILES (Isomeric): CC(C(C)C(C)(C)OC(=O)C)C(C1(C2(O1)C(CC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)O)C)OC(=O)C
• InChI: InChI=1S/C33H54O7/c1-18(19(2)29(5,6)39-21(4)35)28(38-20(3)34)32(9)33(40-32)27(37)17-26-24-11-10-22-16-23(36)12-14-30(22,7)25(24)13-15-31(26,33)8/h18-19,22-28,36-37H,10-17H2,1-9H3
• InChI Key: DBIYTWAMYMGQHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₇
• Molecular Weight: 562.80 g/mol
• Exact Mass: 562.38695406 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.43
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.7697	76.97%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7302	73.02%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.7828	78.28%
OATP1B3 inhibitior	+	0.8617	86.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	+	0.7865	78.65%
P-glycoprotein inhibitior	+	0.7077	70.77%
P-glycoprotein substrate	+	0.5368	53.68%
CYP3A4 substrate	+	0.7554	75.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8293	82.93%
CYP3A4 inhibition	-	0.7019	70.19%
CYP2C9 inhibition	-	0.6997	69.97%
CYP2C19 inhibition	-	0.7126	71.26%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.6537	65.37%
CYP2C8 inhibition	+	0.5380	53.80%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6571	65.71%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.5883	58.83%
Skin corrosion	-	0.9132	91.32%
Ames mutagenesis	-	0.5965	59.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3792	37.92%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6088	60.88%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.5569	55.69%
Acute Oral Toxicity (c)	III	0.3906	39.06%
Estrogen receptor binding	+	0.6989	69.89%
Androgen receptor binding	+	0.7728	77.28%
Thyroid receptor binding	-	0.5131	51.31%
Glucocorticoid receptor binding	+	0.6869	68.69%
Aromatase binding	+	0.7235	72.35%
PPAR gamma	+	0.6490	64.90%
Honey bee toxicity	-	0.5926	59.26%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9624	96.24%

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	99.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.19%	94.45%
CHEMBL204	P00734	Thrombin	92.67%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.62%	96.77%
CHEMBL1914	P06276	Butyrylcholinesterase	91.50%	95.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.21%	85.31%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.88%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.35%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.65%	95.69%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.36%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.31%	93.56%
CHEMBL299	P17252	Protein kinase C alpha	87.89%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.01%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.91%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.21%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.00%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.85%	96.38%
CHEMBL1871	P10275	Androgen Receptor	85.42%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.01%	96.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.01%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.83%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.70%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	83.43%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.07%	95.89%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.01%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.46%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.40%	82.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.55%	93.04%
CHEMBL5028	O14672	ADAM10	81.11%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL3837	P07711	Cathepsin L	81.01%	96.61%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.62%	91.07%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.11%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85210781
• LOTUS: LTS0164604
• wikiData: Q104974441