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[(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-[[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]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

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 45173f51-6cb9-4962-b5f3-47889eb6a6f5
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-[[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]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)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)O)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@@]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/CCC(C)(C=C)O)/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/C78H124O36/c1-11-74(7,99)18-12-13-34(26-79)63(97)100-31-41-50(88)52(90)62(113-67-57(95)53(91)59(33(2)106-67)110-66-58(96)60(40(83)30-103-66)111-64-54(92)46(84)37(80)27-101-64)70(108-41)114-71(98)78-23-21-72(3,4)25-36(78)35-14-15-44-75(8)19-17-45(73(5,6)43(75)16-20-77(44,10)76(35,9)22-24-78)109-68-56(94)51(89)49(87)42(107-68)32-105-69-61(48(86)39(82)29-104-69)112-65-55(93)47(85)38(81)28-102-65/h11,13-14,33,36-62,64-70,79-96,99H,1,12,15-32H2,2-10H3/b34-13+/t33-,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+,64-,65-,66-,67-,68-,69-,70-,74?,75-,76+,77+,78-/m0/s1
InChI Key ORMLQCLBYVIXAG-VNWVVGBMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C78H124O36
Molecular Weight 1637.80 g/mol
Exact Mass 1636.7872302 g/mol
Topological Polar Surface Area (TPSA) 557.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -3.79
H-Bond Acceptor 36
H-Bond Donor 19
Rotatable Bonds 23

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(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-[[(2E)-6-hydroxy-2-(hydroxymethyl)-6-methylocta-2,7-dienoyl]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

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 - 0.8584 85.84%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8514 85.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7586 75.86%
OATP1B3 inhibitior - 0.4149 41.49%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5276 52.76%
BSEP inhibitior + 0.9622 96.22%
P-glycoprotein inhibitior + 0.7426 74.26%
P-glycoprotein substrate + 0.6720 67.20%
CYP3A4 substrate + 0.7576 75.76%
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 + 0.8301 83.01%
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 - 0.8960 89.60%
Skin irritation - 0.5687 56.87%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.6470 64.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7491 74.91%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.7500 75.00%
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 - 0.9538 95.38%
Acute Oral Toxicity (c) III 0.8004 80.04%
Estrogen receptor binding + 0.5796 57.96%
Androgen receptor binding + 0.7556 75.56%
Thyroid receptor binding + 0.7459 74.59%
Glucocorticoid receptor binding + 0.8171 81.71%
Aromatase binding + 0.7176 71.76%
PPAR gamma + 0.8212 82.12%
Honey bee toxicity - 0.6146 61.46%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5200 52.00%
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 98.98% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.22% 97.36%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.10% 97.25%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 95.70% 95.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.67% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.29% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.97% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.04% 89.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 92.68% 85.31%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 89.69% 96.90%
CHEMBL5028 O14672 ADAM10 89.19% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.59% 95.56%
CHEMBL2581 P07339 Cathepsin D 88.49% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 87.86% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.41% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.88% 100.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.60% 91.07%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.14% 99.17%
CHEMBL4302 P08183 P-glycoprotein 1 85.05% 92.98%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.49% 95.89%
CHEMBL5255 O00206 Toll-like receptor 4 83.49% 92.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.43% 95.50%
CHEMBL1871 P10275 Androgen Receptor 83.33% 96.43%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.87% 92.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.59% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 80.98% 95.93%
CHEMBL4581 P52732 Kinesin-like protein 1 80.57% 93.18%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 80.36% 100.00%

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 10701743
NPASS NPC472268
ChEMBL CHEMBL3357149