Palmatoside G

Details

• Internal ID: 3cb3b5d0-3d3e-4a60-8974-919bb9f2b44d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones > Naphthopyranone glycosides
• IUPAC Name: (2S,4aR,6aR,10aS,10bS)-2-(furan-3-yl)-10b-methyl-6a-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-4,7-dione
• SMILES (Canonical): CC12CC(OC(=O)C1CCC3(C2CC=CC3=O)COC4C(C(C(C(O4)CO)O)O)O)C5=COC=C5
• SMILES (Isomeric): C[C@@]12C[C@H](OC(=O)[C@@H]1CC[C@@]3([C@H]2CC=CC3=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C5=COC=C5
• InChI: InChI=1S/C25H32O10/c1-24-9-15(13-6-8-32-11-13)34-22(31)14(24)5-7-25(17(24)3-2-4-18(25)27)12-33-23-21(30)20(29)19(28)16(10-26)35-23/h2,4,6,8,11,14-17,19-21,23,26,28-30H,3,5,7,9-10,12H2,1H3/t14-,15-,16+,17-,19+,20-,21+,23+,24+,25-/m0/s1
• InChI Key: YROXDMYKXGMKSM-YUOSKFACSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₀
• Molecular Weight: 492.50 g/mol
• Exact Mass: 492.19954721 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• 105597-95-3
• (2S,4aR,6aR,10aS,10bS)-2-(furan-3-yl)-10b-methyl-6a-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,4a,5,6,10,10a-hexahydro-1H-benzo[f]isochromene-4,7-dione
• CHEBI:81143
• DTXSID80909623
• C17507
• Q27155100
• [2-(Furan-3-yl)-10b-methyl-4,7-dioxo-1,2,4,4a,5,6,7,10,10a,10b-decahydro-6aH-naphtho[2,1-c]pyran-6a-yl]methyl hexopyranoside
• 2H-Naphtho(2,1-c)pyran-4,7-dione, 2-(3-furanyl)-6alpha-((beta-D-glucopyranosyloxy)methyl)-1,4a,5,6,6a,10,10a,10b-octahydro-10b-methyl-, (2S-(2alpha,4aalpha,6abeta,10abeta,10balpha))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7225	72.25%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8423	84.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7712	77.12%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	+	0.6292	62.92%
P-glycoprotein inhibitior	-	0.5743	57.43%
P-glycoprotein substrate	-	0.6516	65.16%
CYP3A4 substrate	+	0.6910	69.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
CYP3A4 inhibition	-	0.8693	86.93%
CYP2C9 inhibition	-	0.9025	90.25%
CYP2C19 inhibition	-	0.8676	86.76%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	+	0.5487	54.87%
CYP inhibitory promiscuity	-	0.8811	88.11%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9688	96.88%
Skin irritation	-	0.7081	70.81%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.8070	80.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7045	70.45%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5701	57.01%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5775	57.75%
Acute Oral Toxicity (c)	I	0.6117	61.17%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.7070	70.70%
Thyroid receptor binding	-	0.5663	56.63%
Glucocorticoid receptor binding	+	0.6121	61.21%
Aromatase binding	+	0.5768	57.68%
PPAR gamma	+	0.5900	59.00%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9836	98.36%

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	98.77%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.60%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.47%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	91.57%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.52%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.40%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.14%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.92%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.43%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.29%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.94%	92.62%
CHEMBL5255	O00206	Toll-like receptor 4	84.64%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.22%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.74%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.28%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.19%	97.14%
CHEMBL2581	P07339	Cathepsin D	81.16%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.35%	94.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.16%	96.00%

Plants that contains it

• Jateorhiza palmata

Cross-Links

• PubChem: 184515
• LOTUS: LTS0165071
• wikiData: Q105192132