4beta-Hydroxywithanolide E

Details

• Internal ID: 5a0c75ab-46cd-4364-8537-e8890c6fa8d2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• IUPAC Name: (1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)O)O)C
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2(CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)O)O)O)C
• InChI: InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/m0/s1
• InChI Key: UPBUGICUKQIKTJ-KABTZXSUSA-N
• Popularity: 17 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₈
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.25666817 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 0.60

Synonyms

• 54334-04-2
• 4beta-hydroxywithanolide
• 4-beta-Hydroxywithanolide E
• CHEMBL502563
• NSC212509
• 5beta,6beta-epoxy-4beta,14,17alpha,20,22R-pentahydroxy-1-oxo-ergosta-2,24-dien-26-oic acid, -lactone
• Withanolide E, 4-beta-hydroxy-
• NSC 212509
• 4.beta.-Hydroxywithanolide E
• CHEBI:176191
• DTXSID701314108
• BDBM50480318
• WITHANOLIDE E, 4-B-HYDROXY-
• AKOS040761159
• NSC-212509
• 5,6-Epoxy-4,14,17,20,22-pentahydroxy-1-oxoergosta-2,24-dien-26-oic acid delta-lactone
• Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-4,14,17,20,22-pentahydroxy-1-oxo-, delta-lactone, (4-beta,5-beta,6-beta,17-alpha,22R)-
• NCI60_001790
• PD124678
• Ergosta-2, 5,6-epoxy-4,14,17,20,22-pentahydroxy-1-oxo-, .delta.-lactone
• (1S,2R,6S,7R,9R,11R,12R,15S,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
• Ergosta-2, 5,6-epoxy-4,14,17,20,22-pentahydroxy-1-oxo-, .delta.-lactone, (4.beta.,5.beta.,6.beta.,17.alpha.,22R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	97.64%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.58%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.29%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.69%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.43%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.25%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.61%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL1871	P10275	Androgen Receptor	85.57%	96.43%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.20%	93.56%
CHEMBL2581	P07339	Cathepsin D	84.27%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.54%	82.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.83%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.22%	96.61%
CHEMBL1902	P62942	FK506-binding protein 1A	81.36%	97.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.37%	91.03%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.07%	90.93%

Plants that contains it

• Physalis cinerascens
• Physalis peruviana
• Physalis viscosa

Cross-Links

• PubChem: 73621
• LOTUS: LTS0223567
• wikiData: Q104391598