[(3R)-4-[(2R,4R,5S)-2-hydroxy-5-[(5S,8R,9S,10S,13S,14S,16S,17R)-16-hydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2,5-dimethyl-1,3-dioxolan-4-yl]-2,3-dimethylbutan-2-yl] acetate

Details

• Internal ID: f72b42da-6855-434a-a338-b249b44eee1a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids
• IUPAC Name: [(3R)-4-[(2R,4R,5S)-2-hydroxy-5-[(5S,8R,9S,10S,13S,14S,16S,17R)-16-hydroxy-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]-2,5-dimethyl-1,3-dioxolan-4-yl]-2,3-dimethylbutan-2-yl] acetate
• SMILES (Canonical): CC(CC1C(OC(O1)(C)O)(C)C2C(CC3C2(CCC4C3CCC5C4(CCC(=O)C5)C)C)O)C(C)(C)OC(=O)C
• SMILES (Isomeric): C[C@H](C[C@@H]1[C@](O[C@](O1)(C)O)(C)[C@H]2[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)C(C)(C)OC(=O)C
• InChI: InChI=1S/C32H52O7/c1-18(28(3,4)37-19(2)33)15-26-31(7,39-32(8,36)38-26)27-25(35)17-24-22-10-9-20-16-21(34)11-13-29(20,5)23(22)12-14-30(24,27)6/h18,20,22-27,35-36H,9-17H2,1-8H3/t18-,20+,22-,23+,24+,25+,26-,27+,29+,30+,31-,32-/m1/s1
• InChI Key: DKTBWCMGKLCMMF-PKTITTIFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₂O₇
• Molecular Weight: 548.70 g/mol
• Exact Mass: 548.37130399 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.39
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	-	0.7337	73.37%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8036	80.36%
OATP2B1 inhibitior	-	0.5672	56.72%
OATP1B1 inhibitior	+	0.8641	86.41%
OATP1B3 inhibitior	-	0.2294	22.94%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8103	81.03%
P-glycoprotein inhibitior	+	0.6573	65.73%
P-glycoprotein substrate	+	0.5903	59.03%
CYP3A4 substrate	+	0.7405	74.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8263	82.63%
CYP3A4 inhibition	-	0.6158	61.58%
CYP2C9 inhibition	-	0.8264	82.64%
CYP2C19 inhibition	-	0.8398	83.98%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8967	89.67%
CYP2C8 inhibition	+	0.4521	45.21%
CYP inhibitory promiscuity	-	0.8799	87.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5186	51.86%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.6072	60.72%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5077	50.77%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5592	55.92%
skin sensitisation	-	0.8887	88.87%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8252	82.52%
Acute Oral Toxicity (c)	I	0.6068	60.68%
Estrogen receptor binding	+	0.6096	60.96%
Androgen receptor binding	+	0.7458	74.58%
Thyroid receptor binding	-	0.5147	51.47%
Glucocorticoid receptor binding	+	0.6880	68.80%
Aromatase binding	+	0.7426	74.26%
PPAR gamma	+	0.6173	61.73%
Honey bee toxicity	-	0.6674	66.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9857	98.57%

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	99.28%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.60%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.98%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.15%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.66%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.92%	97.79%
CHEMBL3837	P07711	Cathepsin L	91.39%	96.61%
CHEMBL204	P00734	Thrombin	90.52%	96.01%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.39%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.06%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.20%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	88.15%	95.71%
CHEMBL1902	P62942	FK506-binding protein 1A	88.05%	97.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.97%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.83%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	87.26%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.92%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.32%	97.28%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.87%	93.56%
CHEMBL1871	P10275	Androgen Receptor	84.28%	96.43%
CHEMBL299	P17252	Protein kinase C alpha	83.09%	98.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.69%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.92%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.73%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.09%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.09%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163014565
• LOTUS: LTS0242099
• wikiData: Q104983714