(4R,4aS,6S,7S,7aR)-6-hydroxy-4,7-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one

Details

• Internal ID: bf7c62f0-8aa4-4a16-9441-a111716974a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4R,4aS,6S,7S,7aR)-6-hydroxy-4,7-dimethyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4,4a,5,6,7a-hexahydrocyclopenta[c]pyran-3-one
• SMILES (Canonical): CC1C2CC(C(C2COC1=O)(C)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]2C[C@@H]([C@@]([C@H]2COC1=O)(C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
• InChI: InChI=1S/C16H26O9/c1-6-7-3-10(18)16(2,8(7)5-23-14(6)22)25-15-13(21)12(20)11(19)9(4-17)24-15/h6-13,15,17-21H,3-5H2,1-2H3/t6-,7-,8+,9-,10+,11-,12+,13-,15+,16+/m1/s1
• InChI Key: DBLVGADGVDUSHJ-XBNYBDERSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₉
• Molecular Weight: 362.37 g/mol
• Exact Mass: 362.15768240 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -1.60

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.22%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.37%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	93.62%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.69%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.57%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.74%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.02%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.97%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.85%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.23%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.73%	96.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.25%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	80.96%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.76%	91.24%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.59%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.43%	96.00%

Plants that contains it

• Patrinia scabra

Cross-Links

• PubChem: 101673677
• LOTUS: LTS0072483
• wikiData: Q104974542