Xanifolia O54

Details

• Internal ID: 10f1bcf1-a41c-4b85-9082-668356bc9f21
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-4,5-dihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• InChI: InChI=1S/C60H100O28/c1-23-33(63)38(68)45(75)52(82-23)88-47-42(72)37(67)29(21-80-51-44(74)40(70)35(65)27(19-62)84-51)86-54(47)81-22-60-16-15-58(7)24(25(60)17-55(2,3)48(77)49(60)78)9-10-31-57(6)13-12-32(56(4,5)30(57)11-14-59(31,58)8)87-53-46(76)41(71)36(66)28(85-53)20-79-50-43(73)39(69)34(64)26(18-61)83-50/h9,23,25-54,61-78H,10-22H2,1-8H3/t23-,25-,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38+,39-,40-,41-,42-,43+,44+,45+,46+,47+,48-,49-,50+,51+,52-,53-,54+,57-,58+,59+,60-/m0/s1
• InChI Key: AJRRWOVCBHARFJ-AZWHQXFYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₀₀O₂₈
• Molecular Weight: 1269.40 g/mol
• Exact Mass: 1268.64011253 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -4.77
• H-Bond Acceptor: 28
• H-Bond Donor: 18
• Rotatable Bonds: 15

Synonyms

• RefChem:195098
• (2S,3R,4R,5R,6S)-2-((2R,3R,4S,5S,6R)-2-(((3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)oxan-2-yl)oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl)methoxy)-4,5-dihydroxy-6-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxymethyl)oxan-3-yl)oxy-6-methyloxane-3,4,5-triol
• CHEMBL2058438
• SCHEMBL29907268

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6624	66.24%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8143	81.43%
OATP1B3 inhibitior	-	0.4699	46.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8793	87.93%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.7473	74.73%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8066	80.66%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7697	76.97%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8893	88.93%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.7778	77.78%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.5844	58.44%
Glucocorticoid receptor binding	+	0.7532	75.32%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.8121	81.21%
Honey bee toxicity	-	0.7038	70.38%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9438	94.38%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.94%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.38%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.82%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.45%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.00%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.65%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.97%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.56%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.41%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.53%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.53%	97.86%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.93%	97.53%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.59%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.31%	92.62%

Plants that contains it

• Xanthoceras sorbifolium

Cross-Links

• PubChem: 16085140
• NPASS: NPC173859
• ChEMBL: CHEMBL2058438
• LOTUS: LTS0091563
• wikiData: Q104913351