(2R)-2-[(1R)-1-hydroxy-1-[(1S,3R,8S,9S,10R,13S,14S,17S)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

Details

• Internal ID: ed2f4aa8-1629-4580-8658-8a46d7a30c5a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
• IUPAC Name: (2R)-2-[(1R)-1-hydroxy-1-[(1S,3R,8S,9S,10R,13S,14S,17S)-1-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
• SMILES (Canonical): CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)O)C
• SMILES (Isomeric): CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@H](C[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)O)C
• InChI: InChI=1S/C34H52O10/c1-16-12-26(44-30(40)17(16)2)34(5,41)24-9-8-21-20-7-6-18-13-19(42-31-29(39)28(38)27(37)23(15-35)43-31)14-25(36)33(18,4)22(20)10-11-32(21,24)3/h6,19-29,31,35-39,41H,7-15H2,1-5H3/t19-,20+,21+,22+,23-,24+,25+,26-,27-,28+,29-,31-,32+,33+,34-/m1/s1
• InChI Key: WSFLPTOSTIDHOC-PUBYPCKASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₂O₁₀
• Molecular Weight: 620.80 g/mol
• Exact Mass: 620.35604785 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 2.40

Synonyms

There are no found synonyms.

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.51%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.56%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.90%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.80%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.98%	96.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.77%	97.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.61%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.71%	91.11%
CHEMBL1871	P10275	Androgen Receptor	88.58%	96.43%
CHEMBL3401	O75469	Pregnane X receptor	88.43%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.37%	90.08%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.97%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.35%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.70%	93.56%
CHEMBL2581	P07339	Cathepsin D	84.24%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.75%	97.14%
CHEMBL5028	O14672	ADAM10	83.59%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.57%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	82.26%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	81.67%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.20%	93.04%

Plants that contains it

• Withania coagulans
• Withania somnifera

Cross-Links

• PubChem: 10100411
• LOTUS: LTS0075186
• wikiData: Q104888830