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Gleditsioside D

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 3c9aabe0-074d-4c0c-bd5d-d214aafe81f0
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-3-[(2S,3R,4R,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-4-hydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxymethyl]oxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4S,5R,6R)-6-[[(2R,3S,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-5-hydroxy-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(CC4O)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)O)C)O)O)OC1C(C(C(C(O1)CO)O)O)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@]34CCC(C[C@H]3C5=CC[C@@H]6[C@]7(CC[C@@H](C([C@@H]7CC[C@]6([C@@]5(C[C@H]4O)C)C)(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)COC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)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/C84H134O41/c1-12-80(8,108)19-13-14-33(2)68(106)109-31-42-53(96)56(99)66(124-75-67(123-73-60(103)54(97)51(94)41(26-85)116-73)61(104)63(34(3)115-75)120-71-62(105)64(40(89)30-112-71)121-69-57(100)48(91)37(86)27-110-69)76(118-42)125-77(107)84-23-22-78(4,5)24-36(84)35-15-16-45-81(9)20-18-47(79(6,7)44(81)17-21-82(45,10)83(35,11)25-46(84)90)119-72-59(102)55(98)52(95)43(117-72)32-114-74-65(50(93)39(88)29-113-74)122-70-58(101)49(92)38(87)28-111-70/h12,14-15,34,36-67,69-76,85-105,108H,1,13,16-32H2,2-11H3/b33-14+/t34-,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+,69-,70-,71-,72-,73-,74+,75-,76-,80+,81-,82+,83+,84+/m0/s1
InChI Key AEPZIZXGVQDNGR-XIJUDTHZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C84H134O41
Molecular Weight 1799.90 g/mol
Exact Mass 1798.8400537 g/mol
Topological Polar Surface Area (TPSA) 636.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -5.97
H-Bond Acceptor 41
H-Bond Donor 22
Rotatable Bonds 25

Synonyms

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(-)-Gleditsioside D

2D Structure

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2D Structure of Gleditsioside D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7412 74.12%
Caco-2 - 0.8581 85.81%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.3592 35.92%
OATP1B3 inhibitior - 0.4149 41.49%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9623 96.23%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.7150 71.50%
CYP3A4 substrate + 0.7595 75.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8807 88.07%
CYP3A4 inhibition - 0.7385 73.85%
CYP2C9 inhibition - 0.8388 83.88%
CYP2C19 inhibition - 0.8911 89.11%
CYP2D6 inhibition - 0.9464 94.64%
CYP1A2 inhibition - 0.8860 88.60%
CYP2C8 inhibition + 0.8352 83.52%
CYP inhibitory promiscuity - 0.9736 97.36%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6233 62.33%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.8959 89.59%
Skin irritation - 0.5687 56.87%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6900 69.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7484 74.84%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.9405 94.05%
Acute Oral Toxicity (c) III 0.8004 80.04%
Estrogen receptor binding + 0.5636 56.36%
Androgen receptor binding + 0.7587 75.87%
Thyroid receptor binding + 0.7642 76.42%
Glucocorticoid receptor binding + 0.8239 82.39%
Aromatase binding + 0.7465 74.65%
PPAR gamma + 0.8214 82.14%
Honey bee toxicity - 0.6026 60.26%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9787 97.87%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
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 99.23% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.29% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 96.83% 94.75%
CHEMBL3714130 P46095 G-protein coupled receptor 6 95.87% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.67% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.87% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.52% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.01% 97.09%
CHEMBL1871 P10275 Androgen Receptor 91.09% 96.43%
CHEMBL3401 O75469 Pregnane X receptor 90.36% 94.73%
CHEMBL5028 O14672 ADAM10 88.85% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.65% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.57% 100.00%
CHEMBL2581 P07339 Cathepsin D 86.38% 98.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.88% 96.90%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 84.92% 95.17%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.81% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.70% 91.07%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.55% 96.61%
CHEMBL5255 O00206 Toll-like receptor 4 84.18% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.85% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 83.40% 93.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.28% 100.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.99% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.80% 94.45%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.04% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.03% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.50% 99.23%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 80.47% 89.67%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.34% 85.00%
CHEMBL325 Q13547 Histone deacetylase 1 80.19% 95.92%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Gleditsia sinensis

Cross-Links

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PubChem 162826519
LOTUS LTS0158416
wikiData Q104910330