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

Details

• Internal ID: d2690b4f-11ba-4f9d-8a97-76d8ddf74692
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(2R,3S,4S,5R)-5-acetyloxy-2-hydroxy-2,3,4-trimethyl-5-[(2'S,5S,8R,9S,10S,13S,14S,17S)-2',10,13-trimethyl-3-oxospiro[2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-17,3'-oxirane]-2'-yl]pentyl] acetate
• SMILES (Canonical): CC(C(C)C(C)(COC(=O)C)O)C(C1(C2(O1)CCC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)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)CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC[C@@H]5[C@@]4(CCC(=O)C5)C)C)C)OC(=O)C
• InChI: InChI=1S/C33H52O7/c1-19(20(2)31(7,37)18-38-21(3)34)28(39-22(4)35)32(8)33(40-32)16-13-27-25-10-9-23-17-24(36)11-14-29(23,5)26(25)12-15-30(27,33)6/h19-20,23,25-28,37H,9-18H2,1-8H3/t19-,20-,23-,25+,26-,27-,28+,29-,30-,31-,32-,33-/m0/s1
• InChI Key: RZVOJQTZUNGQBW-KTEPSHEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₇
• Molecular Weight: 560.80 g/mol
• Exact Mass: 560.37130399 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.64
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9774	97.74%
Caco-2	-	0.7789	77.89%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6968	69.68%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.8472	84.72%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9282	92.82%
P-glycoprotein inhibitior	+	0.7471	74.71%
P-glycoprotein substrate	+	0.5172	51.72%
CYP3A4 substrate	+	0.7357	73.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8521	85.21%
CYP3A4 inhibition	-	0.8238	82.38%
CYP2C9 inhibition	-	0.7470	74.70%
CYP2C19 inhibition	-	0.8418	84.18%
CYP2D6 inhibition	-	0.9587	95.87%
CYP1A2 inhibition	-	0.8710	87.10%
CYP2C8 inhibition	+	0.6373	63.73%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6852	68.52%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.6163	61.63%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6724	67.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4560	45.60%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.7572	75.72%
Acute Oral Toxicity (c)	III	0.5111	51.11%
Estrogen receptor binding	+	0.7428	74.28%
Androgen receptor binding	+	0.7830	78.30%
Thyroid receptor binding	-	0.5320	53.20%
Glucocorticoid receptor binding	+	0.7809	78.09%
Aromatase binding	+	0.7675	76.75%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.7482	74.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9252	92.52%

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	99.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.73%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.39%	98.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.80%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.55%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL204	P00734	Thrombin	88.84%	96.01%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.67%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.60%	89.05%
CHEMBL3524	P56524	Histone deacetylase 4	86.98%	92.97%
CHEMBL1871	P10275	Androgen Receptor	86.69%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.36%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.41%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.66%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.26%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.23%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	84.09%	92.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.59%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.90%	95.89%
CHEMBL5028	O14672	ADAM10	82.64%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.35%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.33%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.73%	99.23%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.31%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.17%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163001207
• LOTUS: LTS0045747
• wikiData: Q105248636