[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)-4-hydroxy-2,3,4-trimethylpentyl] acetate

Details

• Internal ID: 89cee377-7b71-4020-a865-a7329c64d1c6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [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)-4-hydroxy-2,3,4-trimethylpentyl] acetate
• SMILES (Canonical): CC(C(C)C(C)(C)O)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)O)C(C1(C2(O1)C(CC3C2(CCC4C3CCC5C4(CCC(C5)O)C)C)O)C)OC(=O)C
• InChI: InChI=1S/C31H52O6/c1-17(18(2)27(4,5)35)26(36-19(3)32)30(8)31(37-30)25(34)16-24-22-10-9-20-15-21(33)11-13-28(20,6)23(22)12-14-29(24,31)7/h17-18,20-26,33-35H,9-16H2,1-8H3
• InChI Key: RYIUONLIZKZMQD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₆
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.37638937 g/mol
• Topological Polar Surface Area (TPSA): 99.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	-	0.7299	72.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6847	68.47%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.7769	77.69%
OATP1B3 inhibitior	+	0.8658	86.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.6667	66.67%
P-glycoprotein inhibitior	+	0.5995	59.95%
P-glycoprotein substrate	+	0.5392	53.92%
CYP3A4 substrate	+	0.7524	75.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8420	84.20%
CYP3A4 inhibition	-	0.7644	76.44%
CYP2C9 inhibition	-	0.6522	65.22%
CYP2C19 inhibition	-	0.6524	65.24%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.5863	58.63%
CYP2C8 inhibition	+	0.5155	51.55%
CYP inhibitory promiscuity	-	0.9589	95.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9179	91.79%
Skin irritation	-	0.5633	56.33%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.6295	62.95%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.6713	67.13%
skin sensitisation	-	0.8096	80.96%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6861	68.61%
Acute Oral Toxicity (c)	III	0.4367	43.67%
Estrogen receptor binding	+	0.7413	74.13%
Androgen receptor binding	+	0.7672	76.72%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	+	0.7213	72.13%
PPAR gamma	+	0.6480	64.80%
Honey bee toxicity	-	0.6560	65.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9462	94.62%

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	99.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.03%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.41%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.00%	96.77%
CHEMBL204	P00734	Thrombin	90.30%	96.01%
CHEMBL1914	P06276	Butyrylcholinesterase	89.75%	95.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.18%	89.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	89.08%	95.71%
CHEMBL2996	Q05655	Protein kinase C delta	88.30%	97.79%
CHEMBL1871	P10275	Androgen Receptor	88.27%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.19%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.95%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.43%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.01%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.75%	98.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.63%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.17%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	85.14%	98.03%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.57%	85.31%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.40%	91.07%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.96%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.20%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.08%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.77%	98.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.62%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.23%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.13%	97.28%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.79%	82.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73046464
• LOTUS: LTS0006695
• wikiData: Q105104241