[(2'S,5S,8R,9S,10S,13S,14S,16S,17R)-2'-[(1R,2S,3S,4S)-1,5-diacetyloxy-4-hydroxy-2,3,4-trimethylpentyl]-16-hydroxy-10,13-dimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]methyl acetate

Details

• Internal ID: 0538025c-f99b-45ac-977b-3146eecfc1e5
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(2'S,5S,8R,9S,10S,13S,14S,16S,17R)-2'-[(1R,2S,3S,4S)-1,5-diacetyloxy-4-hydroxy-2,3,4-trimethylpentyl]-16-hydroxy-10,13-dimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]methyl acetate
• SMILES (Canonical): CC(C(C)C(C)(COC(=O)C)O)C(C1(C2(O1)C(CC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)O)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@H](C)[C@@](C)(COC(=O)C)O)[C@H]([C@]1([C@]2(O1)[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(CCC(=O)C5)C)C)O)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C35H54O10/c1-19(20(2)33(8,41)17-42-21(3)36)30(44-23(5)38)34(18-43-22(4)37)35(45-34)29(40)16-28-26-10-9-24-15-25(39)11-13-31(24,6)27(26)12-14-32(28,35)7/h19-20,24,26-30,40-41H,9-18H2,1-8H3/t19-,20-,24-,26+,27-,28-,29-,30+,31-,32-,33+,34-,35-/m0/s1
• InChI Key: INZHZQBWXVTCHA-KLXOMANWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₁₀
• Molecular Weight: 634.80 g/mol
• Exact Mass: 634.37169792 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9195	91.95%
Caco-2	-	0.8219	82.19%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7045	70.45%
OATP2B1 inhibitior	-	0.5736	57.36%
OATP1B1 inhibitior	+	0.8358	83.58%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9286	92.86%
P-glycoprotein inhibitior	+	0.7618	76.18%
P-glycoprotein substrate	+	0.6215	62.15%
CYP3A4 substrate	+	0.7466	74.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.8297	82.97%
CYP2C9 inhibition	-	0.7702	77.02%
CYP2C19 inhibition	-	0.7719	77.19%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8667	86.67%
CYP2C8 inhibition	+	0.6746	67.46%
CYP inhibitory promiscuity	-	0.9469	94.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6294	62.94%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6427	64.27%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6365	63.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.5602	56.02%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.9117	91.17%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7832	78.32%
Acute Oral Toxicity (c)	III	0.4012	40.12%
Estrogen receptor binding	+	0.7443	74.43%
Androgen receptor binding	+	0.7737	77.37%
Thyroid receptor binding	-	0.5694	56.94%
Glucocorticoid receptor binding	+	0.7497	74.97%
Aromatase binding	+	0.7443	74.43%
PPAR gamma	+	0.7168	71.68%
Honey bee toxicity	-	0.6773	67.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9214	92.14%

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	99.34%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	96.38%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	95.33%	97.79%
CHEMBL2581	P07339	Cathepsin D	95.28%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	95.25%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.06%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.35%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	91.93%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL1871	P10275	Androgen Receptor	90.46%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.73%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.09%	96.38%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	85.22%	92.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.06%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.63%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL5028	O14672	ADAM10	84.16%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.85%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.72%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.07%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.92%	91.07%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.35%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL204	P00734	Thrombin	81.22%	96.01%
CHEMBL340	P08684	Cytochrome P450 3A4	81.19%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.85%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163060761
• LOTUS: LTS0029694
• wikiData: Q105116533