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[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 83940975-90ba-48ef-8d6c-a68be6c186a3
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(OC2OC(=O)C34CCC(CC3C5=CCC6C7(CC(C(C(C7C(CC6(C5(CC4)C)C)O)(C)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)(C)C)CO)O)O)O)OC9C(C(C(O9)CO)OC1C(C(CO1)(CO)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](O[C@H]2OC(=O)[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(C[C@H]([C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)O)C)[C@@H]3CC(CC4)(C)C)C)CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@H](O9)CO)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O
InChI InChI=1S/C57H92O27/c1-23-39(80-47-38(71)40(30(19-60)79-47)81-49-43(72)57(74,21-62)22-75-49)35(68)37(70)45(76-23)82-41-33(66)29(18-59)78-48(41)84-50(73)56-12-10-51(2,3)14-25(56)24-8-9-31-52(4)15-27(64)44(83-46-36(69)34(67)32(65)28(17-58)77-46)53(5,20-61)42(52)26(63)16-55(31,7)54(24,6)11-13-56/h8,23,25-49,58-72,74H,9-22H2,1-7H3/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-,52+,53-,54+,55+,56-,57+/m0/s1
InChI Key HLCIMXFNAFPHQY-XGBJVIJQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C57H92O27
Molecular Weight 1209.30 g/mol
Exact Mass 1208.58259765 g/mol
Topological Polar Surface Area (TPSA) 433.00 Ų
XlogP -2.70
Atomic LogP (AlogP) -4.35
H-Bond Acceptor 27
H-Bond Donor 16
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.8593 85.93%
Caco-2 - 0.8761 87.61%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8409 84.09%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.9509 95.09%
P-glycoprotein inhibitior + 0.7448 74.48%
P-glycoprotein substrate + 0.6158 61.58%
CYP3A4 substrate + 0.7317 73.17%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7473 74.73%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.8989 89.89%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7881 78.81%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.7875 78.75%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7310 73.10%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7881 78.81%
Androgen receptor binding + 0.7561 75.61%
Thyroid receptor binding + 0.6251 62.51%
Glucocorticoid receptor binding + 0.7844 78.44%
Aromatase binding + 0.6717 67.17%
PPAR gamma + 0.8206 82.06%
Honey bee toxicity - 0.6393 63.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9565 95.65%

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 99.29% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 97.02% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.73% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.58% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.25% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.93% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 92.36% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.29% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.13% 86.92%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.09% 96.09%
CHEMBL4302 P08183 P-glycoprotein 1 89.51% 92.98%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.45% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.60% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.17% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.09% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 85.72% 95.93%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.17% 91.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.05% 95.17%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.54% 94.33%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.47% 95.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.12% 91.07%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.76% 96.90%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.16% 94.00%

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.
Diploknema butyracea

Cross-Links

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PubChem 101632304
LOTUS LTS0007905
wikiData Q105030080