[(3aR,4R,6aR,8S,9aR)-3,6,9-trimethylidene-2-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate

Details

• Internal ID: e5e5c5a6-c9f1-48fd-b85c-b4e5075119d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(3aR,4R,6aR,8S,9aR)-3,6,9-trimethylidene-2-oxo-8-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-4-yl] 2-hydroxy-3-(4-hydroxyphenyl)propanoate
• SMILES (Canonical): C=C1CC(C2C(C3C1CC(C3=C)OC4C(C(C(C(O4)CO)O)O)O)OC(=O)C2=C)OC(=O)C(CC5=CC=C(C=C5)O)O
• SMILES (Isomeric): C=C1C[C@H]([C@@H]2C([C@@H]3[C@H]1C[C@@H](C3=C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC(=O)C2=C)OC(=O)C(CC5=CC=C(C=C5)O)O
• InChI: InChI=1S/C30H36O12/c1-12-8-20(39-29(38)18(33)9-15-4-6-16(32)7-5-15)23-14(3)28(37)42-27(23)22-13(2)19(10-17(12)22)40-30-26(36)25(35)24(34)21(11-31)41-30/h4-7,17-27,30-36H,1-3,8-11H2/t17-,18?,19-,20+,21+,22-,23+,24+,25-,26+,27?,30+/m0/s1
• InChI Key: MAHPANYZARJSAV-ZMBNOBQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₂
• Molecular Weight: 588.60 g/mol
• Exact Mass: 588.22067658 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 0.30

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	97.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.98%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.92%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.96%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.65%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.57%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.14%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.67%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.30%	96.09%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	86.29%	97.53%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.75%	95.89%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.70%	94.97%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.42%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.98%	97.25%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.82%	96.37%
CHEMBL3891	P07384	Calpain 1	82.43%	93.04%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.26%	85.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.27%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%

Plants that contains it

• Crepis tectorum
• Lapsana communis

Cross-Links

• PubChem: 134715127
• LOTUS: LTS0034589
• wikiData: Q105160332