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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-1,2,2,6a,6b,9,9,12a-octamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-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 46486630-8a02-41a0-bdbe-dbe1e2a60caa
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-1,2,2,6a,6b,9,9,12a-octamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-4a-carboxylate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H78O17/c1-22-29(51)32(54)34(56)38(61-22)64-36-30(52)24(50)21-60-40(36)63-28-13-14-44(6)26(43(28,4)5)12-15-46(8)27(44)11-10-23-37-47(9,59)42(2,3)16-18-48(37,19-17-45(23,46)7)41(58)65-39-35(57)33(55)31(53)25(20-49)62-39/h10,22,24-40,49-57,59H,11-21H2,1-9H3/t22-,24-,25+,26-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,37+,38-,39-,40-,44-,45+,46+,47-,48-/m0/s1
InChI Key XKCYGFOTBNKMOU-DLSXNZIGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O17
Molecular Weight 927.10 g/mol
Exact Mass 926.52390102 g/mol
Topological Polar Surface Area (TPSA) 275.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.17
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-1-hydroxy-1,2,2,6a,6b,9,9,12a-octamethyl-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-3H-picene-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 + 0.7891 78.91%
Caco-2 - 0.8871 88.71%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8567 85.67%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7456 74.56%
OATP1B3 inhibitior - 0.5700 57.00%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.6276 62.76%
BSEP inhibitior + 0.5847 58.47%
P-glycoprotein inhibitior + 0.7529 75.29%
P-glycoprotein substrate - 0.5888 58.88%
CYP3A4 substrate + 0.7395 73.95%
CYP2C9 substrate - 0.7973 79.73%
CYP2D6 substrate - 0.8649 86.49%
CYP3A4 inhibition - 0.9300 93.00%
CYP2C9 inhibition - 0.8838 88.38%
CYP2C19 inhibition - 0.9101 91.01%
CYP2D6 inhibition - 0.9422 94.22%
CYP1A2 inhibition - 0.8933 89.33%
CYP2C8 inhibition + 0.6574 65.74%
CYP inhibitory promiscuity - 0.9668 96.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6254 62.54%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.6103 61.03%
Skin corrosion - 0.9480 94.80%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6797 67.97%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.9250 92.50%
skin sensitisation - 0.8917 89.17%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7625 76.25%
Nephrotoxicity - 0.9605 96.05%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7592 75.92%
Androgen receptor binding + 0.7404 74.04%
Thyroid receptor binding - 0.5419 54.19%
Glucocorticoid receptor binding + 0.7305 73.05%
Aromatase binding + 0.6453 64.53%
PPAR gamma + 0.7837 78.37%
Honey bee toxicity - 0.6578 65.78%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5505 55.05%
Fish aquatic toxicity + 0.9411 94.11%

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 97.82% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.41% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.15% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.15% 97.36%
CHEMBL2581 P07339 Cathepsin D 92.50% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 90.86% 95.93%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.61% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.22% 97.09%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.08% 96.77%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.64% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.63% 97.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.31% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.01% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 84.49% 92.50%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.18% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.32% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.95% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 80.71% 91.24%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.19% 95.17%
CHEMBL5028 O14672 ADAM10 80.18% 97.50%

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.
Rosenbergiodendron formosum

Cross-Links

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PubChem 101053003
LOTUS LTS0144737
wikiData Q105329410