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[(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,2R,4aS,6aS,6bR,9R,10R,11R,12aR)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,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 773b92ec-09f0-48e0-8370-9bec82946333
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,2R,4aS,6aS,6bR,9R,10R,11R,12aR)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1(C)O)C)C(=O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CCC4[C@]3(CCC5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)C2[C@]1(C)O)C)C(=O)O[C@H]6[C@H](C([C@@H](C(O6)CO)O)O)O[C@H]7[C@H](C([C@@H](C(O7)CO)O)O)O
InChI InChI=1S/C42H68O16/c1-19-9-12-42(36(53)58-35-31(29(50)27(48)23(17-44)56-35)57-34-30(51)28(49)26(47)22(16-43)55-34)14-13-39(4)20(32(42)41(19,6)54)7-8-25-37(2)15-21(46)33(52)38(3,18-45)24(37)10-11-40(25,39)5/h7,19,21-35,43-52,54H,8-18H2,1-6H3/t19-,21-,22?,23?,24?,25?,26-,27-,28?,29?,30+,31+,32?,33+,34+,35+,37+,38+,39-,40-,41-,42+/m1/s1
InChI Key RSNOJNCMDSVLCU-JPROIMBPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H68O16
Molecular Weight 829.00 g/mol
Exact Mass 828.45073608 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP 0.90
Atomic LogP (AlogP) -0.77
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1R,2R,4aS,6aS,6bR,9R,10R,11R,12aR)-1,10,11-trihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,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 + 0.7336 73.36%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6016 60.16%
P-glycoprotein inhibitior + 0.7386 73.86%
P-glycoprotein substrate - 0.6317 63.17%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.5993 59.93%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9099 90.99%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.8670 86.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7098 70.98%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.6361 63.61%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.7407 74.07%
Androgen receptor binding + 0.7542 75.42%
Thyroid receptor binding - 0.6121 61.21%
Glucocorticoid receptor binding + 0.6193 61.93%
Aromatase binding + 0.6236 62.36%
PPAR gamma + 0.7296 72.96%
Honey bee toxicity - 0.7367 73.67%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.6850 68.50%
Fish aquatic toxicity + 0.9206 92.06%

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 98.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.95% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.92% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.70% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.34% 97.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.65% 97.36%
CHEMBL2581 P07339 Cathepsin D 90.37% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.19% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 87.34% 92.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.46% 91.07%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.47% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.95% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.40% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.24% 95.93%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.93% 86.92%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.50% 94.45%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.11% 94.33%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.92% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.31% 89.00%

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.
Amphilophium paniculatum

Cross-Links

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PubChem 162817419
LOTUS LTS0026615
wikiData Q105244778