Panajaponol A

Details

• Internal ID: 4f2a4a73-06cc-45a5-8d00-b5be2f3608f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C42H72O15/c1-20(17-43)9-8-12-42(7,53)21-10-14-40(5)28(21)22(46)15-26-39(4)13-11-27(47)38(2,3)35(39)23(16-41(26,40)6)54-37-34(32(51)30(49)25(19-45)56-37)57-36-33(52)31(50)29(48)24(18-44)55-36/h9,21-37,43-53H,8,10-19H2,1-7H3/b20-9-/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,37+,39+,40+,41+,42-/m0/s1
• InChI Key: AWKIKXPYYLORMJ-LFBJWFFQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₅
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.48712159 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.09
• H-Bond Acceptor: 15
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

• (2S,3R,4S,5S,6R)-2-((2R,3R,4S,5S,6R)-2-(((3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-((Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta(a)phenanthren-6-yl)oxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-17-[(Z,2S)-2,7-dihydroxy-6-methylhept-5-en-2-yl]-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• RefChem:169817
• Panajaponol A, (rel)-
• CHEBI:67972
• CHEMBL1773979
• Q27136457

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8808	88.08%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8394	83.94%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5249	52.49%
P-glycoprotein inhibitior	+	0.7877	78.77%
P-glycoprotein substrate	-	0.6235	62.35%
CYP3A4 substrate	+	0.7396	73.96%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6765	67.65%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7367	73.67%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6807	68.07%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7328	73.28%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.6985	69.85%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	-	0.5905	59.05%
Glucocorticoid receptor binding	+	0.6324	63.24%
Aromatase binding	+	0.6895	68.95%
PPAR gamma	+	0.7310	73.10%
Honey bee toxicity	-	0.5388	53.88%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	98.44%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.53%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.88%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.47%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	93.16%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	91.23%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.85%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.39%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.35%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.38%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.92%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.18%	95.50%
CHEMBL1914	P06276	Butyrylcholinesterase	86.46%	95.00%
CHEMBL1977	P11473	Vitamin D receptor	86.23%	99.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.87%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.22%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.64%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.63%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	82.43%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.71%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.46%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.36%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.11%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.00%	96.90%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.74%	92.86%

Plants that contains it

• Panax japonicus

Cross-Links

• PubChem: 52951889
• NPASS: NPC231340