Gleditsioside H

Details

• Internal ID: 3d685f79-4b3d-418d-b0e8-b7ea71d3cbcd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-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-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-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)OCC2C(C(C(C(O2)OC(=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)OC1C(C(C(C(O1)C)OC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC(=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)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)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)O)O)O)O)O)O)O
• InChI: InChI=1S/C74H120O37/c1-27-40(79)46(85)52(91)60(102-27)100-25-36-45(84)48(87)59(110-64-54(93)49(88)56(28(2)103-64)107-63-55(94)57(34(78)24-98-63)108-61-50(89)41(80)31(75)21-96-61)67(105-36)111-68(95)74-18-16-69(3,4)20-30(74)29-10-11-38-71(7)14-13-39(70(5,6)37(71)12-15-73(38,9)72(29,8)17-19-74)106-65-53(92)47(86)44(83)35(104-65)26-101-66-58(43(82)33(77)23-99-66)109-62-51(90)42(81)32(76)22-97-62/h10,27-28,30-67,75-94H,11-26H2,1-9H3/t27-,28-,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+,55+,56-,57-,58+,59+,60+,61-,62-,63-,64-,65-,66-,67-,71-,72+,73+,74-/m0/s1
• InChI Key: BWRRQLLLUYJSQV-ZFJJZTJOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₇₄H₁₂₀O₃₇
• Molecular Weight: 1601.70 g/mol
• Exact Mass: 1600.7508447 g/mol
• Topological Polar Surface Area (TPSA): 569.00 Ų
• XlogP: -5.30
• Atomic LogP (AlogP): -6.13
• H-Bond Acceptor: 37
• H-Bond Donor: 20
• Rotatable Bonds: 18

Synonyms

• CHEMBL3357153

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8271	82.71%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7267	72.67%
OATP1B3 inhibitior	-	0.4215	42.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9617	96.17%
P-glycoprotein inhibitior	+	0.7437	74.37%
P-glycoprotein substrate	-	0.5215	52.15%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8572	85.72%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.8812	88.12%
CYP2C19 inhibition	-	0.8995	89.95%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	+	0.7339	73.39%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.5934	59.34%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7713	77.13%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9663	96.63%
Acute Oral Toxicity (c)	III	0.7349	73.49%
Estrogen receptor binding	+	0.7219	72.19%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	+	0.6860	68.60%
Glucocorticoid receptor binding	+	0.8008	80.08%
Aromatase binding	+	0.6865	68.65%
PPAR gamma	+	0.8243	82.43%
Honey bee toxicity	-	0.6608	66.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9671	96.71%

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	98.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.69%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.14%	97.36%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	94.53%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.20%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.53%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.91%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.52%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.76%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.23%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.16%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.70%	92.50%
CHEMBL5028	O14672	ADAM10	83.51%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.17%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.83%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.59%	95.93%

Plants that contains it

• Gleditsia sinensis

Cross-Links

• PubChem: 100945173
• NPASS: NPC224381
• LOTUS: LTS0138051
• wikiData: Q104947565