14-Acetylandrographolide

Details

• Internal ID: bb0bfd6b-0723-4e12-9025-2906039d60a2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: [(3S,4E)-4-[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-5-oxooxolan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1COC(=O)C1=CCC2C(=C)CCC3C2(CCC(C3(C)CO)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]\1COC(=O)/C1=C/C[C@@H]2C(=C)CC[C@H]3[C@]2(CC[C@H]([C@@]3(C)CO)O)C
• InChI: InChI=1S/C22H32O6/c1-13-5-8-18-21(3,10-9-19(25)22(18,4)12-23)16(13)7-6-15-17(28-14(2)24)11-27-20(15)26/h6,16-19,23,25H,1,5,7-12H2,2-4H3/b15-6+/t16-,17-,18+,19-,21+,22+/m1/s1
• InChI Key: BIBPDMPNXWHNPK-QJAZYMEMSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₆
• Molecular Weight: 392.50 g/mol
• Exact Mass: 392.21988874 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.70

Synonyms

• CHEMBL2436069

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	97.35%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.06%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.13%	82.69%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.76%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.80%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	87.04%	83.82%
CHEMBL5028	O14672	ADAM10	85.93%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.98%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.49%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.42%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.70%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.90%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.90%	91.07%
CHEMBL237	P41145	Kappa opioid receptor	80.72%	98.10%

Plants that contains it

• Andrographis paniculata

Cross-Links

• PubChem: 73353957
• NPASS: NPC73911
• ChEMBL: CHEMBL2436069