Gleditsioside P

Details

• Internal ID: 3067ba59-b9f8-4542-a303-f9bfd0b3669a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5R,6R)-6-[[(2E,6S)-6-[(2R,3S,4S,5R)-4,5-dihydroxy-3-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxyoxan-2-yl]oxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-5-hydroxy-4-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-6-[[(2R,3R,4R,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC(=O)C34CCC(CC3C5=CCC6C7(CCC(C(C7CCC6(C5(CC4)C)C)(C)C)OC8C(C(C(C(O8)COC9C(C(C(CO9)O)O)OC1C(C(C(CO1)O)O)O)O)O)O)C)(C)C)COC(=O)C(=CCCC(C)(C=C)OC1C(C(C(CO1)O)O)OC(=O)C(=CCCC(C)(C=C)O)C)C)O)OC(=O)C(=CCCC(C)(C=C)O)C)O)O)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO[C@@H]9[C@@H]([C@@H]([C@@H](CO9)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)C)C)[C@@H]3CC(CC4)(C)C)C)COC(=O)/C(=C/CC[C@@](C)(C=C)O[C@@H]1[C@H]([C@H]([C@@H](CO1)O)O)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)/C)O)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O
• InChI: InChI=1S/C103H160O43/c1-18-97(12,126)31-21-24-49(5)84(123)139-79-69(114)60(46-128-83(122)48(4)26-23-33-99(14,20-3)146-92-81(67(112)57(107)44-133-92)140-85(124)50(6)25-22-32-98(13,127)19-2)137-93(82(79)144-89-75(120)71(116)77(51(7)135-89)141-88-76(121)78(58(108)45-131-88)142-86-72(117)64(109)54(104)41-129-86)145-94(125)103-38-36-95(8,9)40-53(103)52-27-28-62-100(15)34-30-63(96(10,11)61(100)29-35-102(62,17)101(52,16)37-39-103)138-90-74(119)70(115)68(113)59(136-90)47-134-91-80(66(111)56(106)43-132-91)143-87-73(118)65(110)55(105)42-130-87/h18-20,24-27,51,53-82,86-93,104-121,126-127H,1-3,21-23,28-47H2,4-17H3/b48-26+,49-24+,50-25+/t51-,53-,54+,55+,56+,57+,58+,59+,60+,61-,62+,63-,64-,65-,66+,67-,68-,69+,70-,71-,72+,73+,74+,75+,76+,77-,78-,79-,80+,81-,82+,86-,87-,88-,89-,90-,91+,92+,93-,97+,98+,99+,100-,101+,102+,103-/m0/s1
• InChI Key: AVGVKJXFIGPELA-VCGKWQDISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₃H₁₆₀O₄₃
• Molecular Weight: 2086.30 g/mol
• Exact Mass: 2086.0366886 g/mol
• Topological Polar Surface Area (TPSA): 648.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 43
• H-Bond Donor: 20
• Rotatable Bonds: 36

Synonyms

• (-)-Gleditsioside P

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7806	78.06%
Caco-2	-	0.8561	85.61%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8592	85.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7644	76.44%
OATP1B3 inhibitior	-	0.3217	32.17%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9621	96.21%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7443	74.43%
CYP3A4 substrate	+	0.7605	76.05%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.8184	81.84%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	-	0.8798	87.98%
CYP2D6 inhibition	-	0.9470	94.70%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	+	0.8468	84.68%
CYP inhibitory promiscuity	-	0.9735	97.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6249	62.49%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8953	89.53%
Skin irritation	-	0.5520	55.20%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7402	74.02%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8725	87.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9564	95.64%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	-	0.6214	62.14%
Androgen receptor binding	+	0.7675	76.75%
Thyroid receptor binding	+	0.8185	81.85%
Glucocorticoid receptor binding	+	0.8555	85.55%
Aromatase binding	+	0.8209	82.09%
PPAR gamma	+	0.8036	80.36%
Honey bee toxicity	-	0.6038	60.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9883	98.83%

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	99.36%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	98.13%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.94%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.12%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.12%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.82%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.72%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.34%	98.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.06%	97.21%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.74%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL5028	O14672	ADAM10	88.27%	97.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.62%	85.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.06%	95.56%
CHEMBL1871	P10275	Androgen Receptor	86.88%	96.43%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.85%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.67%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.35%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.43%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.02%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.85%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	82.83%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.69%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.66%	91.07%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.80%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.40%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.16%	96.77%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.33%	100.00%

Plants that contains it

• Gleditsia sinensis

Cross-Links

• PubChem: 162983551
• LOTUS: LTS0045862
• wikiData: Q104919490